Realestatelongisland.com Search Results

$90,000,000

For the first time in history, Mill Farm — Spanning more than 2,000 contiguous acres in Ancramdale, New York, — is being offered to the market. Almost all of the farm is surrounded by thousands of acres of adjacent protected conservation land, making it the only 2,000-acre working farm in the region, ensuring a level of privacy and ecological integrity that cannot be duplicated. Steeped in history, The Mill House dates back to the Revolutionary War era and the Livingston family, and is the conversion of the famed Grist Mill “Defiance,” a rare surviving landmark of early American industry that established the region’s first foundation of commerce. At its core is the Mill House, an approximately 5,600-square-foot architectural treasure set directly on the Punch Brook Stream, where the water flows through the home itself to power its historic hydro turbine mill system. There is a waterfall set close to the Mill House that is an ever present living feature of the environs, as it is closely visible from nearly every room. Adjacent, the former Mill Keeper’s House has been reimagined as a private movie theatre, blending centuries-old character with modern indulgence. Crest Lane, an approximately 3,500-square-foot masterpiece, stands as a second architectural jewel, featuring a windowed living room with sweeping views across the valley. Beyond these primary residences, the property includes 8 single-family homes, including four newly renovated cottages, each on its own deeded parcel, offering unmatched flexibility for family, guests, or future investment. The two main residences, the Mill House and Crest Lane, are connected by a three-mile internal gravel road system. The land itself is a defining asset. This is arguably the largest working farm within two hours of New York City, with organic-certified hay production, fertile valley floors, and rising elevations to both the east and west that frame extraordinary views. Rare 18th-century barns, including a remarkable Dutch Barn, stand as enduring testaments to America’s agrarian history. An active windmill system still feeds water to various points across the farm, while aquifers and tributaries ensure abundant water availability. Recreational and ecological value are equally profound. The farm contains more than 18 miles of perfected, drivable trails that interconnect every corner of the property, creating a network for horse riding, exploration, and access to resources. Three miles of the untouched Punch Brook, a designated New York State trout stream, run through the property—a pristine waterway under private stewardship. The farm is also home to documented bobcat habitats and study areas in partnership with Panthera.org. Its eastern boundary adjoins a vast conservation bird sanctuary, ensuring uninterrupted natural surroundings and extending the feeling of total seclusion for thousands of acres in every direction. Mill Farm uniquely combines agricultural productivity, historical resonance, and ecological significance. With its unmatched scale, legacy, and proximity to New York City, it represents an opportunity that exists nowhere else in the Northeast — a living landmark, never before available on the open market.

4 Beds ⋅ 5 Baths ⋅ 922447 MLS

For the first time in history, Mill Farm — Spanning more than 2,000 contiguous acres in Ancramdale, New York, — is being offered to the market. Almost all of the farm is surrounded by thousands of acres of adjacent protected conservation land, making it the only 2,000-acre working farm in the region, ensuring a level of privacy and ecological integrity that cannot be duplicated. Steeped in history, The Mill House dates back to the Revolutionary War era and the Livingston family, and is the conversion of the famed Grist Mill “Defiance,” a rare surviving landmark of early American industry that established the region’s first foundation of commerce. At its core is the Mill House, an approximately 5,600-square-foot architectural treasure set directly on the Punch Brook Stream, where the water flows through the home itself to power its historic hydro turbine mill system. There is a waterfall set close to the Mill House that is an ever present living feature of the environs, as it is closely visible from nearly every room. Adjacent, the former Mill Keeper’s House has been reimagined as a private movie theatre, blending centuries-old character with modern indulgence. Crest Lane, an approximately 3,500-square-foot masterpiece, stands as a second architectural jewel, featuring a windowed living room with sweeping views across the valley. Beyond these primary residences, the property includes 8 single-family homes, including four newly renovated cottages, each on its own deeded parcel, offering unmatched flexibility for family, guests, or future investment. The two main residences, the Mill House and Crest Lane, are connected by a three-mile internal gravel road system. The land itself is a defining asset. This is arguably the largest working farm within two hours of New York City, with organic-certified hay production, fertile valley floors, and rising elevations to both the east and west that frame extraordinary views. Rare 18th-century barns, including a remarkable Dutch Barn, stand as enduring testaments to America’s agrarian history. An active windmill system still feeds water to various points across the farm, while aquifers and tributaries ensure abundant water availability. Recreational and ecological value are equally profound. The farm contains more than 18 miles of perfected, drivable trails that interconnect every corner of the property, creating a network for horse riding, exploration, and access to resources. Three miles of the untouched Punch Brook, a designated New York State trout stream, run through the property—a pristine waterway under private stewardship. The farm is also home to documented bobcat habitats and study areas in partnership with Panthera.org. Its eastern boundary adjoins a vast conservation bird sanctuary, ensuring uninterrupted natural surroundings and extending the feeling of total seclusion for thousands of acres in every direction. Mill Farm uniquely combines agricultural productivity, historical resonance, and ecological significance. With its unmatched scale, legacy, and proximity to New York City, it represents an opportunity that exists nowhere else in the Northeast — a living landmark, never before available on the open market.

281 County Route 3, Ancramdale

$85,000,000

Commanding nearly a quarter-mile of pristine frontage on Georgica Pond, 100 & 90 Briar Patch is one of East Hampton’s most extraordinary waterfront estates. Encompassing two contiguous parcels across 11.2+/- acres, this rare compound offers an unparalleled level of privacy, scale, and natural beauty, complemented by approximately 13,800+/- square feet of exquisitely curated living space. Positioned to capture sweeping southwestern views, the estate enjoys breathtaking sunsets over Georgica Pond, with the Atlantic Ocean shimmering on the horizon beyond. A property of exceptional pedigree and provenance, Briar Patch presents a once-in-a-generation opportunity to own a landmark East Hampton retreat where history, architecture, and setting converge in perfect harmony. The main residence, originally constructed in 1931, is a masterful expression of timeless elegance and architectural distinction. Designed for grand-scale entertaining and sophisticated living, the home encompasses six bedrooms, eight full baths, and two powder rooms, along with an array of expansive gathering spaces. Rich in character and craftsmanship, the interiors seamlessly blend old-world charm with refined contemporary comforts. French doors throughout the residence open to expansive terraces and outdoor entertaining areas, creating a seamless connection to the estate’s spectacular waterfront surroundings. Set on a separate 3.7+/- acre parcel, the guest house was designed by renowned architect Peter Marino and completed in 1990. Both modern and enduring in its design, this exceptional residence offers four ensuite bedrooms, four full baths, and a powder room. Coffered ceilings, a fireplace, and beautifully proportioned living spaces create an atmosphere of understated luxury, while a full kitchen and private accommodations provide the ultimate retreat for family and guests. Between the two residences, a heated gunite pool and spa serve as the centerpiece of the compound’s resort-like amenities. Meandering nature trails wind through mature specimen trees and lush natural landscaping, leading to a secluded private pond. From the property’s shoreline, residents can sail, paddleboard, or kayak across Georgica Pond directly to the ocean, embracing the quintessential East Hampton waterfront lifestyle. Originally commissioned by Arthur C. Jackson, the main residence was designed by the celebrated architect behind the plans for the New York Public Library and Lasata, the childhood home of Jacqueline Kennedy Onassis. In 1990, Peter Marino further elevated the estate, thoughtfully enhancing the main residence while introducing the guest house, creating a cohesive architectural vision across the compound. Ideally situated south of the highway on coveted Briar Patch Road, the estate is moments from East Hampton’s celebrated ocean beaches, fine dining, and luxury boutiques, accessible by car or boat. Rarely does a property of such magnitude, heritage, and seclusion become available. 100 & 90 Briar Patch stands as one of the Hamptons’ most distinguished private estates - a legacy property of enduring significance.

10 Beds ⋅ 15 Baths ⋅ 1018596 MLS

Commanding nearly a quarter-mile of pristine frontage on Georgica Pond, 100 & 90 Briar Patch is one of East Hampton’s most extraordinary waterfront estates. Encompassing two contiguous parcels across 11.2+/- acres, this rare compound offers an unparalleled level of privacy, scale, and natural beauty, complemented by approximately 13,800+/- square feet of exquisitely curated living space. Positioned to capture sweeping southwestern views, the estate enjoys breathtaking sunsets over Georgica Pond, with the Atlantic Ocean shimmering on the horizon beyond. A property of exceptional pedigree and provenance, Briar Patch presents a once-in-a-generation opportunity to own a landmark East Hampton retreat where history, architecture, and setting converge in perfect harmony. The main residence, originally constructed in 1931, is a masterful expression of timeless elegance and architectural distinction. Designed for grand-scale entertaining and sophisticated living, the home encompasses six bedrooms, eight full baths, and two powder rooms, along with an array of expansive gathering spaces. Rich in character and craftsmanship, the interiors seamlessly blend old-world charm with refined contemporary comforts. French doors throughout the residence open to expansive terraces and outdoor entertaining areas, creating a seamless connection to the estate’s spectacular waterfront surroundings. Set on a separate 3.7+/- acre parcel, the guest house was designed by renowned architect Peter Marino and completed in 1990. Both modern and enduring in its design, this exceptional residence offers four ensuite bedrooms, four full baths, and a powder room. Coffered ceilings, a fireplace, and beautifully proportioned living spaces create an atmosphere of understated luxury, while a full kitchen and private accommodations provide the ultimate retreat for family and guests. Between the two residences, a heated gunite pool and spa serve as the centerpiece of the compound’s resort-like amenities. Meandering nature trails wind through mature specimen trees and lush natural landscaping, leading to a secluded private pond. From the property’s shoreline, residents can sail, paddleboard, or kayak across Georgica Pond directly to the ocean, embracing the quintessential East Hampton waterfront lifestyle. Originally commissioned by Arthur C. Jackson, the main residence was designed by the celebrated architect behind the plans for the New York Public Library and Lasata, the childhood home of Jacqueline Kennedy Onassis. In 1990, Peter Marino further elevated the estate, thoughtfully enhancing the main residence while introducing the guest house, creating a cohesive architectural vision across the compound. Ideally situated south of the highway on coveted Briar Patch Road, the estate is moments from East Hampton’s celebrated ocean beaches, fine dining, and luxury boutiques, accessible by car or boat. Rarely does a property of such magnitude, heritage, and seclusion become available. 100 & 90 Briar Patch stands as one of the Hamptons’ most distinguished private estates - a legacy property of enduring significance.

100 & 90 Briar Patch Road, East Hampton

$75,000,000

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

8 Beds ⋅ 14 Baths ⋅ 959838 MLS

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

1233 Rock Rimmon Road, Stamford

$65,000,000

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer retreat from New York City, 1 ½ hours’ drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. It is rare and valuable and offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion, on its own deed, is 14,706 sq ft designed by James E. Ware in the late 1800’s and the guest house, called the Bungalow, is 10,000 sq ft, was designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Barns and former Tennis pavilion. Altogether a complete and desirable many faceted domain. Additional Information: HeatingFuel:Oil Above Ground,

10 Beds ⋅ 8 Baths ⋅ H6314256 MLS

The Hitchcock Estate is an exceptional property in size, location and history. The property has 2078 acres intact since the first owner assembled it from 5 area farms in 1889. Located in the heart of Millbrook, NY it has remained undeveloped, shrouded in mystique, the subject of curiosity and imagination providing now and then a glimpse into its elegant and storied past. Beginning as a summer retreat from New York City, 1 ½ hours’ drive away, Millbrook has long been a destination for peaceful weekends and summer escapes. This vast estate has been in the hands of a single owner for the past 60 years with only 2 owners in between the first and last. It is rare and valuable and offers many different uses. It has been maintained and cared for through the years. For now it is farmed self-sufficiently with extensive hay fields providing hay for the cattle farm. The stone farm buildings, updated over the years, are the same ones built and used by the first owner from over a century ago. The 2078 acres of prime land is in a prime location, wooded and open with 2 large lakes (45 and 60 acres) and other ponds. The rectangular shape of the land has frontage on 4 roads. There are 2 major main houses. The restored main Mansion, on its own deed, is 14,706 sq ft designed by James E. Ware in the late 1800’s and the guest house, called the Bungalow, is 10,000 sq ft, was designed by Addison Mizner in 1912. There is a stone Bowling Alley and a fanciful Gate House both built in Bavarian style, a 3 bedroom Cottage, a Carriage house with 2 apartments. 2 Farmhouses, Barns and former Tennis pavilion. Altogether a complete and desirable many faceted domain. Additional Information: HeatingFuel:Oil Above Ground,

45 Hitchcock Lane, Millbrook

$49,500,000

ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of the nation’s most distinguished families, including relatives of the Vanderbilt dynasty and other notable private owners. When it last sold in 2012, it set a record as the highest residential sale in Westchester County history - an extraordinary testament to its significance and stature. Set on more than 100 acres of pristine landscape, the property offers exceptional scale, privacy, and breathtaking natural beauty, all within easy reach of Manhattan. Rolling meadows, sweeping vistas, and picturesque terrain create an unparalleled setting suited for equestrian pursuits, recreation, and refined country living. A substantial expansion is already underway, offering the next steward a rare opportunity to complete the vision, by selecting finishes, materials, and design elements tailored to their unique lifestyle. Architectural highlights include the iconic grand staircase crowned by its attributed original Tiffany stained-glass ceiling, a defining centerpiece of the home. Several accessory buildings include a carriage house, caretaker's cottage, barn with apartment, elegant gated entry and cloister with apartment, and a spectacular 33,000 sq. ft. collector car gallery designed to accommodate more than 66 automobiles. Estates of this magnitude, provenance, and proximity seldom become available. More than a grand residence, this is a legacy property and enduring asset ready to be shaped for generations to come. 2-Acre Zoning. Square Footage is for main house only and does not include outbuildings.

8 Beds ⋅ 10 Baths ⋅ 000006 MLS

ONE OF NEW YORK'S MOST COVETED ESTATES. Enter a world where timeless elegance meets state-of-the-art luxury. Originally built in 1901 for renowned financier J. Borden Harriman, this legendary estate - historically known as Devonshire, and earlier as Uplands - stands as a rare example of Gilded Age grandeur, reimagined for modern living. Over its long history, the estate has been owned by some of the nation’s most distinguished families, including relatives of the Vanderbilt dynasty and other notable private owners. When it last sold in 2012, it set a record as the highest residential sale in Westchester County history - an extraordinary testament to its significance and stature. Set on more than 100 acres of pristine landscape, the property offers exceptional scale, privacy, and breathtaking natural beauty, all within easy reach of Manhattan. Rolling meadows, sweeping vistas, and picturesque terrain create an unparalleled setting suited for equestrian pursuits, recreation, and refined country living. A substantial expansion is already underway, offering the next steward a rare opportunity to complete the vision, by selecting finishes, materials, and design elements tailored to their unique lifestyle. Architectural highlights include the iconic grand staircase crowned by its attributed original Tiffany stained-glass ceiling, a defining centerpiece of the home. Several accessory buildings include a carriage house, caretaker's cottage, barn with apartment, elegant gated entry and cloister with apartment, and a spectacular 33,000 sq. ft. collector car gallery designed to accommodate more than 66 automobiles. Estates of this magnitude, provenance, and proximity seldom become available. More than a grand residence, this is a legacy property and enduring asset ready to be shaped for generations to come. 2-Acre Zoning. Square Footage is for main house only and does not include outbuildings.

Bedford Corners

$39,000,000

OCEANFRONT MANSION MASTERPIECE YOUR 5-STAR OCEAN RESORT PARADISE AWAITS!!! Simply beyond compare, it will be love at first sight with this awe-inspiring 8,000 SF custom oceanfront mansion retreat on two magnificent acres with 200 feet of private oceanfront. An artistic masterpiece of modern architecture, combined with a world-class private beach, breathtaking ocean views, and cool Atlantic breezes provides the ultimate setting for luxurious living, relaxation, inspiration, and unmatched privacy. Located off an exclusive private cul-de-sac lane, down a 400 foot-secluded drive, you are greeted with a contemporary masterwork of three extraordinary stories. majestically facing the Big Blue. You will be dazzled by the soaring 11 foot ceilings and floor-to-ceiling walls of glass throughout, affording amazing ocean panoramas. Surrounding the home is gorgeous landscaping with lush gardens, shrubbery and privacy trees creating a Zen setting. Not to mention over 4,000 square feet of spectacular new decking and exquisite glass railings. Inside, you will fall in love with the unparalleled new renovation. Each room in this unrivaled home provides the ultimate private beach refuge including 7 enormous bedrooms, 9 new bathrooms, 2 tremendous living rooms, 2 unparalleled new kitchens, and 2 spectacular fireplaces. There is a new drop-dead gorgeous state-of-the-art kitchen facing the ocean that seats 18 -- perfect for grand-scale entertaining! This chef's dream includes a gigantic Sub Zero refrigerator and freezer, Wolf stove and microwave, Miele dishwasher, and water filtration system. Relax in the incredible media room or workout in the amazing gym, while your children play in the large playroom or fantastic new outdoor private swing set/play system with awesome playhouse. The luxurious two-car garage has a car charger, and there is a tremendous heated gunite ionized-water "healthy" pool with a dazzling large jacuzzi. You will love having two outdoor showers, an all-weather tennis court, over 4,000 SF of huge-wrap-around new decks on all three levels, two new built-in outdoor gas grills, skylights, and so much more. A private walkway to your magical backyard beach makes this the ultimate getaway of your dreams. The upper floor features a dazzling living room facing the ocean with a gorgeous working fireplace and large skylights. Also on this level is the luxuriously large master suite that includes a gigantic marble master bathroom with Jacuzzi tub facing the ocean, two-person shower, sauna, and huge walk-in closet. The glassed-in new designer kitchen and dining room are simply outstanding, and there is also a fantastic media room. Children or guests will love the large guest bedroom that feels like a second master suite on the upper level, with new marble en-suite bathroom featuring double sinks. The middle level includes a family room of grand proportion with a 75" TV and working fireplace right off the outstanding oceanfront pool with enormous deck and second glamorous new kitchen for entertaining by the pool along, in addition to a new powder room. There are four huge bedrooms on the floor, each with a stunning new marble en-suite bathroom and luxury fixtures. Your guests will feel pampered! The first level features a fantastic gym, another large guest bedroom with new en-suite marble bathroom, a terrific playroom, and two-car garage with Electric Vehicle Car Charger. This Rockstar custom home was designed and built by award-winning architect Bill Hayes. With three levels of glamorous, huge living and entertaining space, you will have your dream oceanfront oasis for your family and friends, offering the ultimate paradise of privacy and security. Perfectly positioned on one of the most coveted and private beaches in the world in beautiful Amagansett, between the sophisticated town of East Hampton and the gorgeous natural environs of Montauk…your modernistic oceanfront castle, like no other in the Hamptons, beckons.

7 Beds ⋅ 9 Baths ⋅ 934317 MLS

OCEANFRONT MANSION MASTERPIECE YOUR 5-STAR OCEAN RESORT PARADISE AWAITS!!! Simply beyond compare, it will be love at first sight with this awe-inspiring 8,000 SF custom oceanfront mansion retreat on two magnificent acres with 200 feet of private oceanfront. An artistic masterpiece of modern architecture, combined with a world-class private beach, breathtaking ocean views, and cool Atlantic breezes provides the ultimate setting for luxurious living, relaxation, inspiration, and unmatched privacy. Located off an exclusive private cul-de-sac lane, down a 400 foot-secluded drive, you are greeted with a contemporary masterwork of three extraordinary stories. majestically facing the Big Blue. You will be dazzled by the soaring 11 foot ceilings and floor-to-ceiling walls of glass throughout, affording amazing ocean panoramas. Surrounding the home is gorgeous landscaping with lush gardens, shrubbery and privacy trees creating a Zen setting. Not to mention over 4,000 square feet of spectacular new decking and exquisite glass railings. Inside, you will fall in love with the unparalleled new renovation. Each room in this unrivaled home provides the ultimate private beach refuge including 7 enormous bedrooms, 9 new bathrooms, 2 tremendous living rooms, 2 unparalleled new kitchens, and 2 spectacular fireplaces. There is a new drop-dead gorgeous state-of-the-art kitchen facing the ocean that seats 18 -- perfect for grand-scale entertaining! This chef's dream includes a gigantic Sub Zero refrigerator and freezer, Wolf stove and microwave, Miele dishwasher, and water filtration system. Relax in the incredible media room or workout in the amazing gym, while your children play in the large playroom or fantastic new outdoor private swing set/play system with awesome playhouse. The luxurious two-car garage has a car charger, and there is a tremendous heated gunite ionized-water "healthy" pool with a dazzling large jacuzzi. You will love having two outdoor showers, an all-weather tennis court, over 4,000 SF of huge-wrap-around new decks on all three levels, two new built-in outdoor gas grills, skylights, and so much more. A private walkway to your magical backyard beach makes this the ultimate getaway of your dreams. The upper floor features a dazzling living room facing the ocean with a gorgeous working fireplace and large skylights. Also on this level is the luxuriously large master suite that includes a gigantic marble master bathroom with Jacuzzi tub facing the ocean, two-person shower, sauna, and huge walk-in closet. The glassed-in new designer kitchen and dining room are simply outstanding, and there is also a fantastic media room. Children or guests will love the large guest bedroom that feels like a second master suite on the upper level, with new marble en-suite bathroom featuring double sinks. The middle level includes a family room of grand proportion with a 75" TV and working fireplace right off the outstanding oceanfront pool with enormous deck and second glamorous new kitchen for entertaining by the pool along, in addition to a new powder room. There are four huge bedrooms on the floor, each with a stunning new marble en-suite bathroom and luxury fixtures. Your guests will feel pampered! The first level features a fantastic gym, another large guest bedroom with new en-suite marble bathroom, a terrific playroom, and two-car garage with Electric Vehicle Car Charger. This Rockstar custom home was designed and built by award-winning architect Bill Hayes. With three levels of glamorous, huge living and entertaining space, you will have your dream oceanfront oasis for your family and friends, offering the ultimate paradise of privacy and security. Perfectly positioned on one of the most coveted and private beaches in the world in beautiful Amagansett, between the sophisticated town of East Hampton and the gorgeous natural environs of Montauk…your modernistic oceanfront castle, like no other in the Hamptons, beckons.

9 MITCHELL DUNES Lane, Amagansett

$35,000,000

Swan Landing is a magnificent waterfront estate custom-designed by Shope Reno Wharton Associates to exemplify luxury at its highest level. Spanning approximately 23,000 square feet and nestled on 5.4 pristine acres on Long Island’s North Shore, this stone and shingle masterpiece offers 13 bedrooms and 14 bathrooms in a setting of unparalleled beauty and privacy. A long, tree-lined drive leads past sculpted boxwoods and Tuscan-style columns to the home’s striking facade. Inside, grand barrel ceilings and cove lighting guide you into two formal libraries - one clad in English oak, the other in mahogany - each centered around twin 18th-century fireplaces. The heart of the home, a great stair hall with arched windows and custom inlay flooring, leads into a formal living room with panoramic views of Manhasset Bay, curved window walls, circular columns, and refined finishes. The formal dining room features an antique fireplace, crystal chandelier, French doors, and exquisite custom millwork, flowing seamlessly to a stone patio overlooking the waterfront. The chef’s kitchen is outfitted with state-of-the-art appliances, a butler’s pantry, a two-level island, and custom cabinetry, while the adjacent octagonal breakfast room - with stained glass accents and five sets of French doors - blurs the line between indoor and outdoor living. Throughout the home, bespoke details abound, from padded and cloth walls to Tischler und Sohn windows, blending old-world elegance with modern comfort. The primary suite offers breathtaking water views, 12-foot ceilings, a sitting room, and two lavish ensuite baths, one a hand-tiled mosaic showpiece, the other rich in mahogany and emerald green marble. Two walk-in closets with dressing areas and a custom island add to the suite’s refined luxury. Additional amenities on the main level include a refrigerated wine room, antique powder room, a staff suite, and a gated elevator. Upstairs, two distinct guest wings offer seven bedrooms, five bathrooms, office space, a secondary laundry room, and a heated stone terrace. The lower level features an indoor saltwater lap pool with French doors to the outdoors, a gaming area, temperature-controlled wine cellar, and changing rooms. The estate grounds, designed by renowned landscape architect Peter Cummin, are a year-round sanctuary with Japanese maples, beech trees, and hydrangea-draped seawalls. Outdoor highlights include a romantic lily pond, English garden, greenhouse, custom pony house, waterfront Har-Tru tennis court, and a private dock and beach with East End-imported sand. An outdoor saltwater pool with slate patio and entertaining pavilion completes the main residence, while a separate two-bedroom, two-bath guest cottage offers additional accommodations. Grand in scale yet warm in feel, Swan Landing is a one-of-a-kind property where timeless architecture meets modern sophistication - an enduring estate that simply cannot be replicated.

13 Beds ⋅ 14 Baths ⋅ 903415 MLS

Swan Landing is a magnificent waterfront estate custom-designed by Shope Reno Wharton Associates to exemplify luxury at its highest level. Spanning approximately 23,000 square feet and nestled on 5.4 pristine acres on Long Island’s North Shore, this stone and shingle masterpiece offers 13 bedrooms and 14 bathrooms in a setting of unparalleled beauty and privacy. A long, tree-lined drive leads past sculpted boxwoods and Tuscan-style columns to the home’s striking facade. Inside, grand barrel ceilings and cove lighting guide you into two formal libraries - one clad in English oak, the other in mahogany - each centered around twin 18th-century fireplaces. The heart of the home, a great stair hall with arched windows and custom inlay flooring, leads into a formal living room with panoramic views of Manhasset Bay, curved window walls, circular columns, and refined finishes. The formal dining room features an antique fireplace, crystal chandelier, French doors, and exquisite custom millwork, flowing seamlessly to a stone patio overlooking the waterfront. The chef’s kitchen is outfitted with state-of-the-art appliances, a butler’s pantry, a two-level island, and custom cabinetry, while the adjacent octagonal breakfast room - with stained glass accents and five sets of French doors - blurs the line between indoor and outdoor living. Throughout the home, bespoke details abound, from padded and cloth walls to Tischler und Sohn windows, blending old-world elegance with modern comfort. The primary suite offers breathtaking water views, 12-foot ceilings, a sitting room, and two lavish ensuite baths, one a hand-tiled mosaic showpiece, the other rich in mahogany and emerald green marble. Two walk-in closets with dressing areas and a custom island add to the suite’s refined luxury. Additional amenities on the main level include a refrigerated wine room, antique powder room, a staff suite, and a gated elevator. Upstairs, two distinct guest wings offer seven bedrooms, five bathrooms, office space, a secondary laundry room, and a heated stone terrace. The lower level features an indoor saltwater lap pool with French doors to the outdoors, a gaming area, temperature-controlled wine cellar, and changing rooms. The estate grounds, designed by renowned landscape architect Peter Cummin, are a year-round sanctuary with Japanese maples, beech trees, and hydrangea-draped seawalls. Outdoor highlights include a romantic lily pond, English garden, greenhouse, custom pony house, waterfront Har-Tru tennis court, and a private dock and beach with East End-imported sand. An outdoor saltwater pool with slate patio and entertaining pavilion completes the main residence, while a separate two-bedroom, two-bath guest cottage offers additional accommodations. Grand in scale yet warm in feel, Swan Landing is a one-of-a-kind property where timeless architecture meets modern sophistication - an enduring estate that simply cannot be replicated.

227 Dock Lane, Great Neck

$34,995,000

2 West Water Street: The Zenith of Maritime Modernism In the historic heart of Sag Harbor-a village defined by its whaling heritage and contemporary cultural gravity-Residence A emerges as a singular architectural achievement. Occupying a commanding 250'+/- of prime water frontage, this estate is not merely a residence; it is a four-level masterwork of light, glass, and stone, curated for the global citizen who demands total discretion alongside unrivaled nautical access. This unparalleled pedigree is a collaborative triumph between the visionary J. Bialsky of Bialsky Premiere Design & Development and the world-renowned Hollander Design Landscape Architects, the property represents a seamless dialogue between the built environment and the Peconic Bay. Every line is intentional, every view is framed, and every material is selected for its ability to withstand the coastal elements while maintaining a refined aesthetic. Spanning a staggering 16,974 SF+/- of total living space, the residence is designed as a vertical sanctuary, where grand-scale entertaining meets quiet, private retreat. The interior volume boasts 12,551 SF+/- of meticulously crafted interiors featuring a palette of organic textures and state-of-the-art finishes. The layout accommodates 8 palatial bedrooms and 10 bespoke bathrooms, ensuring ample space for guests, and live-in staff. An outdoor al fresco experience of tiered terraces and lounge decks provide a multi-sensory connection to the water. With a rooftop sanctuary, a crowning achievement, featuring a private pool and spa suspended above the harbor, offering a 360-degree vantage point of Sag Harbor's gold-coast sunsets. For the yachting enthusiast, the property offers a level of utility rarely found in private residential real estate. Exclusive marina access: The estate includes a private, deep-water marina featuring two 60' boat slips. Located at the epicenter of the Hamptons' maritime scene, providing immediate access to the open Atlantic or the sheltered coves of the Shelter Island Sound. Beyond the views, the residence functions with the precision of a high-tech fortress. From the secure private garage parking-a rare luxury in the village-to the smart-home systems that manage climate, lighting, and security from anywhere in the world, This residence is the ultimate turn-key asset for the high-net-worth portfolio.

8 Beds ⋅ 10 Baths ⋅ 959468 MLS

2 West Water Street: The Zenith of Maritime Modernism In the historic heart of Sag Harbor-a village defined by its whaling heritage and contemporary cultural gravity-Residence A emerges as a singular architectural achievement. Occupying a commanding 250'+/- of prime water frontage, this estate is not merely a residence; it is a four-level masterwork of light, glass, and stone, curated for the global citizen who demands total discretion alongside unrivaled nautical access. This unparalleled pedigree is a collaborative triumph between the visionary J. Bialsky of Bialsky Premiere Design & Development and the world-renowned Hollander Design Landscape Architects, the property represents a seamless dialogue between the built environment and the Peconic Bay. Every line is intentional, every view is framed, and every material is selected for its ability to withstand the coastal elements while maintaining a refined aesthetic. Spanning a staggering 16,974 SF+/- of total living space, the residence is designed as a vertical sanctuary, where grand-scale entertaining meets quiet, private retreat. The interior volume boasts 12,551 SF+/- of meticulously crafted interiors featuring a palette of organic textures and state-of-the-art finishes. The layout accommodates 8 palatial bedrooms and 10 bespoke bathrooms, ensuring ample space for guests, and live-in staff. An outdoor al fresco experience of tiered terraces and lounge decks provide a multi-sensory connection to the water. With a rooftop sanctuary, a crowning achievement, featuring a private pool and spa suspended above the harbor, offering a 360-degree vantage point of Sag Harbor's gold-coast sunsets. For the yachting enthusiast, the property offers a level of utility rarely found in private residential real estate. Exclusive marina access: The estate includes a private, deep-water marina featuring two 60' boat slips. Located at the epicenter of the Hamptons' maritime scene, providing immediate access to the open Atlantic or the sheltered coves of the Shelter Island Sound. Beyond the views, the residence functions with the precision of a high-tech fortress. From the secure private garage parking-a rare luxury in the village-to the smart-home systems that manage climate, lighting, and security from anywhere in the world, This residence is the ultimate turn-key asset for the high-net-worth portfolio.

2 "A" W Water Street, Sag Harbor

$34,995,000

In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of glass, stone, and light, created for a global buyer seeking complete privacy, effortless luxury, and direct nautical access. This extraordinary property is the result of a visionary collaboration between J. Bialsky of Bialsky Premiere Design & Development and the internationally acclaimed Hollander Design Landscape Architects. Together, they have crafted a residence that exists in perfect harmony with the Peconic Bay — a seamless dialogue between architecture, landscape, and water. Every line is intentional, every perspective framed, and every material selected to endure the coastal environment while maintaining an elevated, timeless aesthetic. Spanning an impressive 16,974 square feet across four levels, the estate is conceived as a vertical sanctuary where grand-scale entertaining and intimate retreat coexist effortlessly. Interiors encompass approximately 12,551 square feet of meticulously designed living space, defined by a palette of organic textures, refined finishes, and state-of-the-art systems. The residence offers eight expansive bedroom suites and ten beautifully appointed baths, thoughtfully arranged to accommodate guests, and live-in staff with complete comfort and privacy. Outdoor living unfolds across multiple levels of tiered terraces and lounge decks, creating a dynamic al fresco experience that keeps the water constantly within view. At the pinnacle, a private rooftop sanctuary serves as a crowning architectural achievement — featuring a pool and spa seemingly suspended above the harbor, offering uninterrupted 360-degree vistas and breathtaking sunset views across Sag Harbor’s golden coastline. For the yachting enthusiast, the property delivers a level of functionality rarely found in village waterfront estates. A private, deep-water marina includes two 60-foot boat slips, placing you at the center of the Hamptons’ maritime lifestyle with immediate access to the open Atlantic and the protected waters of Shelter Island Sound. Beyond its beauty, the residence operates with the precision of a modern high-security retreat. A rare private garage provides secure parking in the heart of the village, while fully integrated smart-home technology manages climate, lighting, and security seamlessly from anywhere in the world. Turn-key in every sense, Residence A represents a rare convergence of location, design pedigree, and waterfront capability — an exceptional offering for the most discerning buyer seeking a legacy property in one of the Hamptons’ most iconic destinations.

8 Beds ⋅ 10 Baths ⋅ 959421 MLS

In the historic heart of Sag Harbor — a village shaped by its storied whaling past and now celebrated for its cultural sophistication — Residence A stands as a singular architectural statement along one of the most coveted stretches of waterfront. Commanding approximately 250 feet of prime frontage on the harbor, this exceptional estate is far more than a home; it is a four-level masterwork of glass, stone, and light, created for a global buyer seeking complete privacy, effortless luxury, and direct nautical access. This extraordinary property is the result of a visionary collaboration between J. Bialsky of Bialsky Premiere Design & Development and the internationally acclaimed Hollander Design Landscape Architects. Together, they have crafted a residence that exists in perfect harmony with the Peconic Bay — a seamless dialogue between architecture, landscape, and water. Every line is intentional, every perspective framed, and every material selected to endure the coastal environment while maintaining an elevated, timeless aesthetic. Spanning an impressive 16,974 square feet across four levels, the estate is conceived as a vertical sanctuary where grand-scale entertaining and intimate retreat coexist effortlessly. Interiors encompass approximately 12,551 square feet of meticulously designed living space, defined by a palette of organic textures, refined finishes, and state-of-the-art systems. The residence offers eight expansive bedroom suites and ten beautifully appointed baths, thoughtfully arranged to accommodate guests, and live-in staff with complete comfort and privacy. Outdoor living unfolds across multiple levels of tiered terraces and lounge decks, creating a dynamic al fresco experience that keeps the water constantly within view. At the pinnacle, a private rooftop sanctuary serves as a crowning architectural achievement — featuring a pool and spa seemingly suspended above the harbor, offering uninterrupted 360-degree vistas and breathtaking sunset views across Sag Harbor’s golden coastline. For the yachting enthusiast, the property delivers a level of functionality rarely found in village waterfront estates. A private, deep-water marina includes two 60-foot boat slips, placing you at the center of the Hamptons’ maritime lifestyle with immediate access to the open Atlantic and the protected waters of Shelter Island Sound. Beyond its beauty, the residence operates with the precision of a modern high-security retreat. A rare private garage provides secure parking in the heart of the village, while fully integrated smart-home technology manages climate, lighting, and security seamlessly from anywhere in the world. Turn-key in every sense, Residence A represents a rare convergence of location, design pedigree, and waterfront capability — an exceptional offering for the most discerning buyer seeking a legacy property in one of the Hamptons’ most iconic destinations.

2 A West Water Street, Sag Harbor

$32,995,000

Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an immersive connection to their surroundings while remaining moments from Main Street, world-class dining, boutique shopping, and some of the finest ocean beaches on the East Coast. Spanning approximately 5,500 square feet, the residence was thoughtfully designed to embrace its extraordinary waterfront setting. Walls of glass and expansive living spaces draw the outdoors in, capturing panoramic pond and ocean vistas from nearly every room. The home offers four bedrooms, four full bathrooms, and one half bath, with light-filled interiors that seamlessly blend comfort, elegance, and a deep connection to the surrounding landscape. Whether hosting guests or enjoying quiet mornings overlooking the water, every space has been carefully positioned to maximize the property's unparalleled views. Outside, a heated waterside gunite pool sits just steps from the pond's edge, creating a resort-like atmosphere where swimming, entertaining, and relaxation take place against one of the most spectacular backdrops in East Hampton. The expansive grounds provide endless opportunities to enjoy the natural beauty of Georgica Pond, while the surrounding preserved land ensures lasting privacy and protected vistas for generations to come. For those looking to create an even grander estate, the property offers significant future potential, including the opportunity to expand into a seven-bedroom, seven-and-one-half-bathroom compound of exceptional scale and stature. Whether enjoyed in its current form or transformed into a world-class legacy residence, 64 West End Road represents one of the rarest waterfront offerings to come to market in East Hampton Village-a generational opportunity defined by extraordinary frontage, unrivaled privacy, and some of the most coveted pond and ocean views in the Hamptons.

4 Beds ⋅ 5 Baths ⋅ 1013290 MLS

Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an immersive connection to their surroundings while remaining moments from Main Street, world-class dining, boutique shopping, and some of the finest ocean beaches on the East Coast. Spanning approximately 5,500 square feet, the residence was thoughtfully designed to embrace its extraordinary waterfront setting. Walls of glass and expansive living spaces draw the outdoors in, capturing panoramic pond and ocean vistas from nearly every room. The home offers four bedrooms, four full bathrooms, and one half bath, with light-filled interiors that seamlessly blend comfort, elegance, and a deep connection to the surrounding landscape. Whether hosting guests or enjoying quiet mornings overlooking the water, every space has been carefully positioned to maximize the property's unparalleled views. Outside, a heated waterside gunite pool sits just steps from the pond's edge, creating a resort-like atmosphere where swimming, entertaining, and relaxation take place against one of the most spectacular backdrops in East Hampton. The expansive grounds provide endless opportunities to enjoy the natural beauty of Georgica Pond, while the surrounding preserved land ensures lasting privacy and protected vistas for generations to come. For those looking to create an even grander estate, the property offers significant future potential, including the opportunity to expand into a seven-bedroom, seven-and-one-half-bathroom compound of exceptional scale and stature. Whether enjoyed in its current form or transformed into a world-class legacy residence, 64 West End Road represents one of the rarest waterfront offerings to come to market in East Hampton Village-a generational opportunity defined by extraordinary frontage, unrivaled privacy, and some of the most coveted pond and ocean views in the Hamptons.

64 W End Road, East Hampton

$28,500,000

Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated entertaining. Clean lines are balanced by classic detailing, while terraces and covered outdoor living areas overlook 2.43 level acres, a gracious pool, tennis court and barn with basketball court and golf simulator. Generous room scale, soaring ceilings, multiple finished levels, and a flexible layout make this a standout offering. A rare opportunity to own a newly built home of architectural integrity and luxury.

7 Beds ⋅ 12 Baths ⋅ 989570 MLS

Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated entertaining. Clean lines are balanced by classic detailing, while terraces and covered outdoor living areas overlook 2.43 level acres, a gracious pool, tennis court and barn with basketball court and golf simulator. Generous room scale, soaring ceilings, multiple finished levels, and a flexible layout make this a standout offering. A rare opportunity to own a newly built home of architectural integrity and luxury.

39 Brookridge Drive, Call Listing Agent

$28,500,000

Symbolically built for the founding family of Purchase, this iconic estate presents an exclusive opportunity to acquire one of the most significant and unique New York residential real estate properties available in recent years. The epitome of a true suburban compound, this grand residence is uniquely situated within quick reach of New York City, water and golf amenities, and all means of domestic and international travel, presenting a priceless blend of lifestyle and convenience truly unmatched by any other property in the surrounding areas, including Westchester and Greenwich. Sitting majestically behind the gated approach to 41+ acres of enchanting and masterfully enhanced property, the 14,000+ square foot main house, rich in character and history, has been entirely and meticulously renovated to the highest caliber and with the most timeless, elegant and beautiful finishes. Creating a true compound landscape, the main house is completed by two additional guest residences, a multi purpose “hanger” and a free standing pool house -- all not included in square footage -- effortlessly enhancing every conceivable amenity and entertainment possibility. A thoughtful and artistic blend of design, function, beauty and grandeur, the “Arrow Hill” estate offers an array of both intimate and over sized terraces and reception lawns, perfect for events both large and small. Adorning these outdoor spaces you find the collection of exquisite garden statuary, elegant fountains, serenely crafted babbling brooks, ponds, and waterfalls as well as picturesque floral and english gardens, creating an atmospheric masterpiece of natural beauty. Venture along this breathtaking oasis down the inviting pebbled pathways complimented by ornamental trellis and curved allee of specimen trees and vine canopies. Living art abounds in the masterful placement of incredibly crafted koi ponds, reflecting gardens and an enormous greenhouse. Sporting and adventure seekers will enjoy the resort size pool, outdoor tennis court with spectator/entertaining terrace, indoor sports court, full gym, numerous trails and the incredible “catacombs”. The extensive acreage of additional picturesque level property and trails that lie beyond these magnificent spaces provides the unique opportunity for possible equestrian facilities or any other conceivable enjoyment, collection or opportunity imaginable, masterfully adding to, and without compromising, the integrity, beauty and privacy of this majestic home. A true work of art, and until now, virtually an unattainable blend of grand suburban compound living, right within the midst of the incomparable city life of iconic Manhattan.

8 Beds ⋅ 12 Baths ⋅ 915874 MLS

Symbolically built for the founding family of Purchase, this iconic estate presents an exclusive opportunity to acquire one of the most significant and unique New York residential real estate properties available in recent years. The epitome of a true suburban compound, this grand residence is uniquely situated within quick reach of New York City, water and golf amenities, and all means of domestic and international travel, presenting a priceless blend of lifestyle and convenience truly unmatched by any other property in the surrounding areas, including Westchester and Greenwich. Sitting majestically behind the gated approach to 41+ acres of enchanting and masterfully enhanced property, the 14,000+ square foot main house, rich in character and history, has been entirely and meticulously renovated to the highest caliber and with the most timeless, elegant and beautiful finishes. Creating a true compound landscape, the main house is completed by two additional guest residences, a multi purpose “hanger” and a free standing pool house -- all not included in square footage -- effortlessly enhancing every conceivable amenity and entertainment possibility. A thoughtful and artistic blend of design, function, beauty and grandeur, the “Arrow Hill” estate offers an array of both intimate and over sized terraces and reception lawns, perfect for events both large and small. Adorning these outdoor spaces you find the collection of exquisite garden statuary, elegant fountains, serenely crafted babbling brooks, ponds, and waterfalls as well as picturesque floral and english gardens, creating an atmospheric masterpiece of natural beauty. Venture along this breathtaking oasis down the inviting pebbled pathways complimented by ornamental trellis and curved allee of specimen trees and vine canopies. Living art abounds in the masterful placement of incredibly crafted koi ponds, reflecting gardens and an enormous greenhouse. Sporting and adventure seekers will enjoy the resort size pool, outdoor tennis court with spectator/entertaining terrace, indoor sports court, full gym, numerous trails and the incredible “catacombs”. The extensive acreage of additional picturesque level property and trails that lie beyond these magnificent spaces provides the unique opportunity for possible equestrian facilities or any other conceivable enjoyment, collection or opportunity imaginable, masterfully adding to, and without compromising, the integrity, beauty and privacy of this majestic home. A true work of art, and until now, virtually an unattainable blend of grand suburban compound living, right within the midst of the incomparable city life of iconic Manhattan.

2525 Purchase Street, Purchase

$25,000,000

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

13 Beds ⋅ 17 Baths ⋅ 1001064 MLS

Experience Applewood Estate — a generational North Shore compound where timeless architecture, historic provenance, and resort-caliber living unfold across more than 35 secluded acres in the esteemed Village of Upper Brookville. Once an operating apple orchard in the early 1900s and later owned by renowned American artist Montague Flagg, this extraordinary estate carries a legacy as rich as the land itself. Hidden behind a gated, tree-lined approach, the property reveals a breathtaking landscape of rolling lawns, mature specimen trees, formal gardens, peaceful water features, and open meadows designed to evoke the grandeur of Long Island’s historic Gold Coast estates. Inspired by Tudor Cotswold architecture, the compound is a masterclass in cohesive design, blending old-world craftsmanship with modern luxury across multiple residences and lifestyle amenities. The centerpiece is a magnificent custom-built Manor residence encompassing approximately 13,000 square feet of refined living space. Constructed in 2005 with slate, brick, and stone, the home showcases extraordinary craftsmanship through onyx marble accents, oversized parquet flooring, handcrafted iron fireplaces, detailed millwork, and dramatic entertaining spaces throughout. A grand foyer anchored by a sweeping staircase introduces interiors defined by warmth and scale, including a soaring ballroom with 23-foot coffered ceilings, an elegant library loft, meditation room, billiards lounge with wet bar, and a sun-filled eat-in kitchen with breakfast room overlooking the estate grounds. Designed as a true multi-structure compound, Applewood Estate includes several additional residences and guest accommodations, including a beautifully renovated barn residence with attached two-bedroom cottage, an additional two-bedroom cottage, a two-bedroom pool house, a one-bedroom studio, and a meticulously reconstructed circa-1914 stone barn now transformed into a luxurious retreat. Outdoor living is equally exceptional. The estate features a heated swimming pool and spa pavilion, built-in outdoor kitchen, resurfaced tennis court, separate sports court, expansive paddocks, and formal equestrian facilities complete with horse stables and a training ring. Additional highlights include a six-car detached garage, maintenance barn, commercial-grade 150kW generator, and secure gated entry, all thoughtfully integrated into the estate’s serene natural surroundings. Rarely does a property offer this level of acreage, architectural integrity, historical significance, and lifestyle versatility within one of the North Shore’s most coveted enclaves. Applewood Estate is not simply a home — it is a private world crafted for legacy living, grand entertaining, and timeless retreat.

1 Applewood Estate, Upper Brookville

$24,995,000

Beyond a gated approach and long gravel drive, 672 Halsey Lane unfolds as one of Bridgehampton South’s rarest offerings, a true legacy estate where scale, privacy, and setting converge in a way that almost never comes to market. Set on 1.96 manicured acres with an additional 4-acre reserve owned by the property itself, this extraordinary +/-15,000 square foot residence lives against a backdrop of protected open land and neighboring horse farm vistas, creating an atmosphere that feels worlds away while remaining moments from ocean beaches, village dining, and the very best of the Hamptons. With western exposure stretching across the reserve, the home is drenched in golden sunset light every evening, an ever-changing view that defines the property’s unmistakable sense of serenity. Designed for both grand-scale entertaining and intimate everyday living, the estate offers nine bedrooms, eleven full baths, and two half baths across beautifully crafted interiors filled with warmth, volume, and timeless elegance. A dramatic double-height foyer introduces a series of beautifully proportioned living spaces, including a formal living room with fireplace, an inviting den with its own fireplace, a stunning office, and a chef’s kitchen designed as the heart of the home. Throughout the residence, ten fireplaces add character and ambiance, while walls of glass frame sweeping reserve views from nearly every principal room. The second-floor primary suite is its own private retreat, complete with a separate living room, dual fireplaces, private terrace access, and a spa-like bath with radiant heated floors. Equally impressive, the first-floor primary suite offers its own office and seating area, two fireplaces, and radiant heat in the bathroom, perfectly designed for comfort and privacy. Additional amenities rival those found in world-class resorts, including an elevator servicing all levels, a professional gym with sauna and steam shower, movie theater, temperature-controlled wine cellar, and three separate laundry rooms for effortless functionality. Outdoor living is equally compelling. Two expansive rear decks overlook the endless reserve and capture some of the most spectacular sunsets in Bridgehampton. The heated pool and tennis court are positioned within beautifully landscaped grounds, while the fully equipped pool house serves as a destination of its own with a kitchenette, two fireplaces, private laundry, seating lounge, and a sprawling loft space above. Completing the estate is a four-car garage and an unparalleled sense of privacy rarely found south of the highway. Trophy properties are defined not simply by size or amenities, but by the feeling they create and the impossibility of replicating them. 672 Halsey Lane is exactly that, a generational Bridgehampton estate offering land, scale, protected reserve views, and timeless luxury in one of the Hamptons’ most coveted locations.

9 Beds ⋅ 13 Baths ⋅ 998314 MLS

Beyond a gated approach and long gravel drive, 672 Halsey Lane unfolds as one of Bridgehampton South’s rarest offerings, a true legacy estate where scale, privacy, and setting converge in a way that almost never comes to market. Set on 1.96 manicured acres with an additional 4-acre reserve owned by the property itself, this extraordinary +/-15,000 square foot residence lives against a backdrop of protected open land and neighboring horse farm vistas, creating an atmosphere that feels worlds away while remaining moments from ocean beaches, village dining, and the very best of the Hamptons. With western exposure stretching across the reserve, the home is drenched in golden sunset light every evening, an ever-changing view that defines the property’s unmistakable sense of serenity. Designed for both grand-scale entertaining and intimate everyday living, the estate offers nine bedrooms, eleven full baths, and two half baths across beautifully crafted interiors filled with warmth, volume, and timeless elegance. A dramatic double-height foyer introduces a series of beautifully proportioned living spaces, including a formal living room with fireplace, an inviting den with its own fireplace, a stunning office, and a chef’s kitchen designed as the heart of the home. Throughout the residence, ten fireplaces add character and ambiance, while walls of glass frame sweeping reserve views from nearly every principal room. The second-floor primary suite is its own private retreat, complete with a separate living room, dual fireplaces, private terrace access, and a spa-like bath with radiant heated floors. Equally impressive, the first-floor primary suite offers its own office and seating area, two fireplaces, and radiant heat in the bathroom, perfectly designed for comfort and privacy. Additional amenities rival those found in world-class resorts, including an elevator servicing all levels, a professional gym with sauna and steam shower, movie theater, temperature-controlled wine cellar, and three separate laundry rooms for effortless functionality. Outdoor living is equally compelling. Two expansive rear decks overlook the endless reserve and capture some of the most spectacular sunsets in Bridgehampton. The heated pool and tennis court are positioned within beautifully landscaped grounds, while the fully equipped pool house serves as a destination of its own with a kitchenette, two fireplaces, private laundry, seating lounge, and a sprawling loft space above. Completing the estate is a four-car garage and an unparalleled sense of privacy rarely found south of the highway. Trophy properties are defined not simply by size or amenities, but by the feeling they create and the impossibility of replicating them. 672 Halsey Lane is exactly that, a generational Bridgehampton estate offering land, scale, protected reserve views, and timeless luxury in one of the Hamptons’ most coveted locations.

672 Halsey Lane, Water Mill

$24,995,000

Renamor is a spectacular estate blending history, grandeur and modern sustainability in a truly unique way. It is situated on the largest piece of property ever to be sold in historic Tuxedo Park, 151 acres in the Lower Hudson Valley (50 minutes to NYC)! The fact that it’s now on the market for the first time in over 30 years makes it even more enticing for a discerning buyer seeking a one-of-a-kind property. Built circa 1928 in the romantic French Provincial style, Renamor stands apart from other Gilded Age homes in the region for its timeless charm and rustic elegance popularized in post-World War I America architecture. With its distinct hip roof, classic clay tiles, dormer windows, stone and stucco facade and period ironwork inside and out, it evokes the spirit of Normandy, Provence and the French countryside—brought to life in the rolling hills of New York’s Lower Hudson Valley. Originally commissioned by George S. and M. Renee Carhart Amory—whose blended names inspired the estate’s Renamor name, the property has been meticulously preserved. Most recently, it was lovingly restored and cared for by the late Robert S. Dow, a prominent asset manager and a committed philanthropist who believed deeply in giving back to the community. Renamor includes three distinct residences totaling over 22,000 square feet: a 14,000-sf main residence, featuring a dramatic great hall, grand salon, banquet-sized dining room, extraordinary library, former chapel, a “fumoir,” where gentlemen smoked after dinner, a wine cellar, an expansive kitchen, and six bedroom suites; a completely renovated 3,700-sf guest house from the 1930s; and 4,500-sf carriage house with a luxurious private apartment. Beyond the residences, the estate includes a boathouse on Tuxedo Lake, a secluded one-room log cabin with a large stone fireplace, a spa/pool house, tea house, oversized five-car garage and multiple outdoor entertaining areas. With 16 bedrooms, 20 bathrooms and 19 fireplaces, the property is designed for both intimate living and large-scale entertainment, giving Renamor the versatility to be both a private retreat and entertainer’s paradise ideal for hosting gatherings of all sizes in a setting that feels both grand and comfortable. The fact that it has outdoor activities on the estate as well as multiple pools, lake access and golf course at nearby Tuxedo Club, makes it a true lifestyle property. Renamor is not just a historic treasure, it’s also a model of sustainability renewably powered by solar and geothermal energy, giving it a forward-thinking edge. A $1 million+ investment was made over a decade ago, allowing the property to operate entirely off the grid, independent of local utilities. Its net-zero energy integration includes a microgrid system and high-efficiency upgrades that ensure modern performance while preserving the estate’s historic character. Tuxedo Park itself adds another layer of distinction. As the first planned residential community in America—complete with a centralized sewer system—it carries deep historical relevance. Just 40 miles from Manhattan and close to private airports, the area offers rare access to nature and urban convenience all in one. Renamor is more than a home—it’s a legacy estate, ready to be passed to a new generation of stewardship. Whether as a weekend retreat or a full-time residence, this is a landmark property of remarkable depth, vision and beauty. Find your one of one. Renamor.

19 Beds ⋅ 22 Baths ⋅ 892724 MLS

Renamor is a spectacular estate blending history, grandeur and modern sustainability in a truly unique way. It is situated on the largest piece of property ever to be sold in historic Tuxedo Park, 151 acres in the Lower Hudson Valley (50 minutes to NYC)! The fact that it’s now on the market for the first time in over 30 years makes it even more enticing for a discerning buyer seeking a one-of-a-kind property. Built circa 1928 in the romantic French Provincial style, Renamor stands apart from other Gilded Age homes in the region for its timeless charm and rustic elegance popularized in post-World War I America architecture. With its distinct hip roof, classic clay tiles, dormer windows, stone and stucco facade and period ironwork inside and out, it evokes the spirit of Normandy, Provence and the French countryside—brought to life in the rolling hills of New York’s Lower Hudson Valley. Originally commissioned by George S. and M. Renee Carhart Amory—whose blended names inspired the estate’s Renamor name, the property has been meticulously preserved. Most recently, it was lovingly restored and cared for by the late Robert S. Dow, a prominent asset manager and a committed philanthropist who believed deeply in giving back to the community. Renamor includes three distinct residences totaling over 22,000 square feet: a 14,000-sf main residence, featuring a dramatic great hall, grand salon, banquet-sized dining room, extraordinary library, former chapel, a “fumoir,” where gentlemen smoked after dinner, a wine cellar, an expansive kitchen, and six bedroom suites; a completely renovated 3,700-sf guest house from the 1930s; and 4,500-sf carriage house with a luxurious private apartment. Beyond the residences, the estate includes a boathouse on Tuxedo Lake, a secluded one-room log cabin with a large stone fireplace, a spa/pool house, tea house, oversized five-car garage and multiple outdoor entertaining areas. With 16 bedrooms, 20 bathrooms and 19 fireplaces, the property is designed for both intimate living and large-scale entertainment, giving Renamor the versatility to be both a private retreat and entertainer’s paradise ideal for hosting gatherings of all sizes in a setting that feels both grand and comfortable. The fact that it has outdoor activities on the estate as well as multiple pools, lake access and golf course at nearby Tuxedo Club, makes it a true lifestyle property. Renamor is not just a historic treasure, it’s also a model of sustainability renewably powered by solar and geothermal energy, giving it a forward-thinking edge. A $1 million+ investment was made over a decade ago, allowing the property to operate entirely off the grid, independent of local utilities. Its net-zero energy integration includes a microgrid system and high-efficiency upgrades that ensure modern performance while preserving the estate’s historic character. Tuxedo Park itself adds another layer of distinction. As the first planned residential community in America—complete with a centralized sewer system—it carries deep historical relevance. Just 40 miles from Manhattan and close to private airports, the area offers rare access to nature and urban convenience all in one. Renamor is more than a home—it’s a legacy estate, ready to be passed to a new generation of stewardship. Whether as a weekend retreat or a full-time residence, this is a landmark property of remarkable depth, vision and beauty. Find your one of one. Renamor.

120 Ridge Road, Tuxedo Park

$24,750,000

A rare offering on the open bay, this newly constructed waterfront estate spans over 14,000 square feet on 1.47 acres, delivering a level of design, scale, and lifestyle that is simply unmatched. With 8 bedrooms and 10 bathrooms, this custom residence—built by George Vickers Enterprises and curated by Joe Del Percio Design—blends architectural precision with elevated, modern living. A private bulkhead dock accommodates boats and jet skis, setting the stage for seamless waterfront living. A dramatic entry introduces soaring cathedral ceilings and a sunlit foyer, anchored by a statement walnut door and refined finishes throughout. Walls of glass frame unobstructed bay views, while floor-to-ceiling imported sliding doors create a true indoor-outdoor experience. The main living space is both grand and inviting, featuring a custom acoustic ceiling with integrated lighting and a gas fireplace wrapped in Classico Antico stone. At the heart of the home, a showpiece chef’s kitchen is centered around a King White leathered quartzite island and equipped with top-tier appliances including Wolf, Sub-Zero, and Bosch. A tumbled brick coffered ceiling adds warmth and architectural interest, while a walk-in pantry enhances function. Entertaining is effortless with multiple gathering spaces including a refined main living room with walnut lacquered radius walls, a sophisticated clubroom with quartz bar, and a climate-controlled wine room. The first-floor junior primary suite offers a private retreat with dual closets, radiant heated floors, and a spa-like bath featuring a steam shower wrapped in White Rhino stone. Upstairs, the primary suite captures sweeping water views from a private covered terrace. Dual boutique-style closets and a luxurious bath with steam shower, outdoor shower, and designer finishes create a true sanctuary. Additional second-level living includes a media lounge with 100” screen, three en-suite bedrooms, and a second laundry room. A separate guest wing with private entrance, kitchenette, and two en-suite bedrooms provides ideal accommodations for extended stays. Additional highlights include - an elevator servicing all levels; 3-car garage with lifts (up to 5 vehicles); smart home integration (Crestron, Lutron) and whole-house generator Outside, resort-style living unfolds with a heated saltwater pool, spa, and sun shelf overlooking the bay. Expansive covered and open-air terraces feature retractable screens, built-in audio, and multiple seating and dining areas. A fully equipped outdoor kitchen, cabana bath, and fire pit complete the experience. Offered fully furnished and turnkey, this exceptional waterfront estate represents a rare opportunity to own a thoughtfully executed, design-forward residence on the open bay. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

7 Beds ⋅ 11 Baths ⋅ 974018 MLS

A rare offering on the open bay, this newly constructed waterfront estate spans over 14,000 square feet on 1.47 acres, delivering a level of design, scale, and lifestyle that is simply unmatched. With 8 bedrooms and 10 bathrooms, this custom residence—built by George Vickers Enterprises and curated by Joe Del Percio Design—blends architectural precision with elevated, modern living. A private bulkhead dock accommodates boats and jet skis, setting the stage for seamless waterfront living. A dramatic entry introduces soaring cathedral ceilings and a sunlit foyer, anchored by a statement walnut door and refined finishes throughout. Walls of glass frame unobstructed bay views, while floor-to-ceiling imported sliding doors create a true indoor-outdoor experience. The main living space is both grand and inviting, featuring a custom acoustic ceiling with integrated lighting and a gas fireplace wrapped in Classico Antico stone. At the heart of the home, a showpiece chef’s kitchen is centered around a King White leathered quartzite island and equipped with top-tier appliances including Wolf, Sub-Zero, and Bosch. A tumbled brick coffered ceiling adds warmth and architectural interest, while a walk-in pantry enhances function. Entertaining is effortless with multiple gathering spaces including a refined main living room with walnut lacquered radius walls, a sophisticated clubroom with quartz bar, and a climate-controlled wine room. The first-floor junior primary suite offers a private retreat with dual closets, radiant heated floors, and a spa-like bath featuring a steam shower wrapped in White Rhino stone. Upstairs, the primary suite captures sweeping water views from a private covered terrace. Dual boutique-style closets and a luxurious bath with steam shower, outdoor shower, and designer finishes create a true sanctuary. Additional second-level living includes a media lounge with 100” screen, three en-suite bedrooms, and a second laundry room. A separate guest wing with private entrance, kitchenette, and two en-suite bedrooms provides ideal accommodations for extended stays. Additional highlights include - an elevator servicing all levels; 3-car garage with lifts (up to 5 vehicles); smart home integration (Crestron, Lutron) and whole-house generator Outside, resort-style living unfolds with a heated saltwater pool, spa, and sun shelf overlooking the bay. Expansive covered and open-air terraces feature retractable screens, built-in audio, and multiple seating and dining areas. A fully equipped outdoor kitchen, cabana bath, and fire pit complete the experience. Offered fully furnished and turnkey, this exceptional waterfront estate represents a rare opportunity to own a thoughtfully executed, design-forward residence on the open bay. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

34 Westbridge Road, Westhampton Beach

$23,995,000

Introducing a one-of-a-kind opportunity to own a legacy estate south of the highway in Bridgehampton's farm country-120 Halsey Lane. This newly constructed, fully custom 14,267-square-foot residence is set on 2.5 lush acres and promises the pinnacle of Hamptons living. Newly Completed and Move in Ready, this architectural masterpiece will offer 9 bedrooms, 11 full bathrooms, and 3 half baths, designed to seamlessly blend modern luxury with timeless shingle-style elegance. Step inside to soaring spaces and grand proportions-an awe-inspiring 26' tall great room sets the tone for the rest of the home. Every inch of the layout has been thoughtfully curated: two true primary suites, one conveniently located on the main level and the other as a second-floor sanctuary complete with a private deck. From the oversized 3-car garage to the two elegant staircases and private elevator, no detail is overlooked. The lower level is an entertainer's dream featuring an 11' ceiling height, a golf simulator, full gym, sauna, steam room, and multiple bar and lounge areas. The main level continues the experience with massive covered patios perfect for indoor-outdoor living and seamless entertaining. Every room on the second floor is graced with 9' ceilings and stunning 12' cathedral vaulted designs, flooding each space with natural light and volume. The home's exterior matches the magnificence within, with beautifully manicured grounds, a 600-square-foot pool house, a resort-style swimming pool with spa, and a private tennis court-your own secluded Hamptons compound. This is more than just a home; it's a lifestyle-an extraordinary retreat built for generational enjoyment in one of the East End's most coveted locations. 120 Halsey Lane offers the rare combination of scale, style, and substance, with completion perfectly timed for summer 2026.

9 Beds ⋅ 14 Baths ⋅ 1021687 MLS

Introducing a one-of-a-kind opportunity to own a legacy estate south of the highway in Bridgehampton's farm country-120 Halsey Lane. This newly constructed, fully custom 14,267-square-foot residence is set on 2.5 lush acres and promises the pinnacle of Hamptons living. Newly Completed and Move in Ready, this architectural masterpiece will offer 9 bedrooms, 11 full bathrooms, and 3 half baths, designed to seamlessly blend modern luxury with timeless shingle-style elegance. Step inside to soaring spaces and grand proportions-an awe-inspiring 26' tall great room sets the tone for the rest of the home. Every inch of the layout has been thoughtfully curated: two true primary suites, one conveniently located on the main level and the other as a second-floor sanctuary complete with a private deck. From the oversized 3-car garage to the two elegant staircases and private elevator, no detail is overlooked. The lower level is an entertainer's dream featuring an 11' ceiling height, a golf simulator, full gym, sauna, steam room, and multiple bar and lounge areas. The main level continues the experience with massive covered patios perfect for indoor-outdoor living and seamless entertaining. Every room on the second floor is graced with 9' ceilings and stunning 12' cathedral vaulted designs, flooding each space with natural light and volume. The home's exterior matches the magnificence within, with beautifully manicured grounds, a 600-square-foot pool house, a resort-style swimming pool with spa, and a private tennis court-your own secluded Hamptons compound. This is more than just a home; it's a lifestyle-an extraordinary retreat built for generational enjoyment in one of the East End's most coveted locations. 120 Halsey Lane offers the rare combination of scale, style, and substance, with completion perfectly timed for summer 2026.

120 Halsey Lane, Bridgehampton

$23,995,000

Tucked away at the end of a private cul-de-sac in the heart of Southampton Village, 155 Duck Pond Lane is a rare convergence of land, water, and design—where every moment feels intentionally framed by nature. Set on 1.9 pristine acres backing directly to Wickapogue Pond with sweeping ocean views beyond, this 8,000-square-foot estate offers a lifestyle defined by serenity, privacy, and proximity. Here, mornings begin with soft light reflecting across the water, and evenings end with the rhythmic sound of waves crashing along the nearby shoreline. Completely rebuilt in 2017, the home was designed to embrace its surroundings from every angle. Expansive interiors flow effortlessly across three distinct living rooms, each offering its own atmosphere—from intimate fireside gatherings beside one of three gas fireplaces to open, light-filled spaces ideal for entertaining. Thoughtfully designed for both comfort and flexibility, the residence features six bedrooms, including a junior primary suite on the first floor and a spectacular primary suite on the second floor. The primary retreat is a sanctuary of its own, complete with radiant heated floors and a private sauna, creating a spa-like experience within the home. Every detail has been considered for elevated living—from the temperature-controlled wine cellar to the fully equipped gym, and the convenience of three separate laundry areas. The home seamlessly blends high-end functionality with understated elegance, offering spaces that feel both refined and livable. Step outside, and the property truly comes to life. Impeccably landscaped grounds unfold toward the water, where a heated saltwater gunite pool with spa anchors the outdoor experience. A spacious pool house with its own full bathroom and private patio extends the living space. At the same time, an outdoor kitchen, fire pit, and multiple entertaining areas create a setting built for unforgettable summer nights. An outdoor shower and expansive deck overlook the manicured lawn, Wickapogue Pond, and the Atlantic Ocean beyond—an ever-changing backdrop that defines this extraordinary property. Privately gated and complete with a detached two-car garage, this estate offers both exclusivity and ease—just moments from Southampton’s renowned ocean beaches, boutiques, and dining destinations. 155 Duck Pond Lane is more than a home—it’s a front-row seat to one of the Hamptons’ most coveted landscapes, where pond meets ocean, and every detail is designed to elevate the way you live.

6 Beds ⋅ 8 Baths ⋅ 999864 MLS

Tucked away at the end of a private cul-de-sac in the heart of Southampton Village, 155 Duck Pond Lane is a rare convergence of land, water, and design—where every moment feels intentionally framed by nature. Set on 1.9 pristine acres backing directly to Wickapogue Pond with sweeping ocean views beyond, this 8,000-square-foot estate offers a lifestyle defined by serenity, privacy, and proximity. Here, mornings begin with soft light reflecting across the water, and evenings end with the rhythmic sound of waves crashing along the nearby shoreline. Completely rebuilt in 2017, the home was designed to embrace its surroundings from every angle. Expansive interiors flow effortlessly across three distinct living rooms, each offering its own atmosphere—from intimate fireside gatherings beside one of three gas fireplaces to open, light-filled spaces ideal for entertaining. Thoughtfully designed for both comfort and flexibility, the residence features six bedrooms, including a junior primary suite on the first floor and a spectacular primary suite on the second floor. The primary retreat is a sanctuary of its own, complete with radiant heated floors and a private sauna, creating a spa-like experience within the home. Every detail has been considered for elevated living—from the temperature-controlled wine cellar to the fully equipped gym, and the convenience of three separate laundry areas. The home seamlessly blends high-end functionality with understated elegance, offering spaces that feel both refined and livable. Step outside, and the property truly comes to life. Impeccably landscaped grounds unfold toward the water, where a heated saltwater gunite pool with spa anchors the outdoor experience. A spacious pool house with its own full bathroom and private patio extends the living space. At the same time, an outdoor kitchen, fire pit, and multiple entertaining areas create a setting built for unforgettable summer nights. An outdoor shower and expansive deck overlook the manicured lawn, Wickapogue Pond, and the Atlantic Ocean beyond—an ever-changing backdrop that defines this extraordinary property. Privately gated and complete with a detached two-car garage, this estate offers both exclusivity and ease—just moments from Southampton’s renowned ocean beaches, boutiques, and dining destinations. 155 Duck Pond Lane is more than a home—it’s a front-row seat to one of the Hamptons’ most coveted landscapes, where pond meets ocean, and every detail is designed to elevate the way you live.

155 Duck Pond Lane, Southampton

$22,500,000

OCEANFRONT PROPERTY WITH PLANS IN PLACE FOR A SAOTA MASTERPIECE This incredible oceanfront property is set atop Montauk's oceanfront bluffs with permits & plans for an extraordinary SAOTA-designed residence- a rare fusion of world-class architecture, structural engineering, and resort-level living. Sculpted directly into the natural topography overlooking the Atlantic Ocean, the permitted home can be conceived not merely as a residence, but as a private coastal sanctuary where architecture disappears into the landscape and every space is oriented toward the horizon. Arriving through a private estate-style motor court, a grand pathway guides you to an impressive entrance that opens to breathtaking Atlantic Ocean views and architectural brilliance. Encompassing approx. 7,109 square feet of finished interior living space, the residence can include a four-bedroom, four-bath, two-and-a-half bath estate. Owners are welcomed into a home with plans defined by monumental pocketing glass walls, board-formed concrete, natural stone, charred wood detailing, and uninterrupted ocean views. Flowing effortlessly onto expansive oceanfront patios and dissolving the boundary between indoor and outdoor living transforming the home into an open-air pavilion above the Atlantic. Reflecting SAOTA's signature approach to blending architecture with the surrounding landscape, every space is thoughtfully designed to maximize light, views, the connection to the ocean with Montauk's natural beauty. Enjoy a dramatic oceanfront lounge, dining room, bar, and butler's pantry, seamlessly blending onto expansive terraces anchored by a custom fire feature, outdoor dining spaces, and an architectural pergola. At the edge of the bluff, plans include a spectacular cantilevered infinity-edge pool appears to float toward the ocean, complete with a swim-up bar, integrated seating, and panoramic views stretching across the Atlantic. Supported by one of the most respected design teams in the world, the pemitted residence represents a level of design, engineering, and entitlement complexity that would be impossible to replicate today along the Montauk coastline.

4 Beds ⋅ 6 Baths ⋅ 1021256 MLS

OCEANFRONT PROPERTY WITH PLANS IN PLACE FOR A SAOTA MASTERPIECE This incredible oceanfront property is set atop Montauk's oceanfront bluffs with permits & plans for an extraordinary SAOTA-designed residence- a rare fusion of world-class architecture, structural engineering, and resort-level living. Sculpted directly into the natural topography overlooking the Atlantic Ocean, the permitted home can be conceived not merely as a residence, but as a private coastal sanctuary where architecture disappears into the landscape and every space is oriented toward the horizon. Arriving through a private estate-style motor court, a grand pathway guides you to an impressive entrance that opens to breathtaking Atlantic Ocean views and architectural brilliance. Encompassing approx. 7,109 square feet of finished interior living space, the residence can include a four-bedroom, four-bath, two-and-a-half bath estate. Owners are welcomed into a home with plans defined by monumental pocketing glass walls, board-formed concrete, natural stone, charred wood detailing, and uninterrupted ocean views. Flowing effortlessly onto expansive oceanfront patios and dissolving the boundary between indoor and outdoor living transforming the home into an open-air pavilion above the Atlantic. Reflecting SAOTA's signature approach to blending architecture with the surrounding landscape, every space is thoughtfully designed to maximize light, views, the connection to the ocean with Montauk's natural beauty. Enjoy a dramatic oceanfront lounge, dining room, bar, and butler's pantry, seamlessly blending onto expansive terraces anchored by a custom fire feature, outdoor dining spaces, and an architectural pergola. At the edge of the bluff, plans include a spectacular cantilevered infinity-edge pool appears to float toward the ocean, complete with a swim-up bar, integrated seating, and panoramic views stretching across the Atlantic. Supported by one of the most respected design teams in the world, the pemitted residence represents a level of design, engineering, and entitlement complexity that would be impossible to replicate today along the Montauk coastline.

250 Old Montauk Highway, Montauk

$21,500,000

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, four run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

10 Beds ⋅ 10 Baths ⋅ 1010319 MLS

Steeped in the grandeur of Long Island's celebrated Gold Coast, this extraordinary 33+ acre equestrian estate formally named 'Westward' presents a rare opportunity to acquire a significant piece of North Shore history. Privately nestled amid rolling pastures, mature woodlands, and formal gardens, the estate seamlessly blends timeless architectural elegance with an unparalleled country lifestyle just moments from New York City. Originally commissioned in 1924 for noted industrialist and financier Benjamin Brewster Jennings - President and Chairman of Socony-Mobil and a prominent figure in New York's financial and corporate circles - this Georgian Revival brick residence with a cascading slate roof was masterfully designed by renowned architect Walter B. Chambers. The estate's distinguished landscape plan was created by legendary landscape architect Ellen Biddle Shipman, whose formal gardens and thoughtfully designed grounds continue to define the property's enduring beauty. Approached by a long, tree-lined drive framed by classic stone walls, the stately residence commands a setting of exceptional privacy and serenity. Encompassing three full levels of living space, the home is distinguished by grand entertaining rooms, soaring proportions, multiple wood-burning fireplaces, graceful arched windows, leaded-glass details, and an abundance of natural light. A gracious entrance vestibule opens to a sweeping curved staircase, while expansive formal living and dining rooms provide an elegant backdrop for entertaining on any scale. The 10 bedroom, 9.5 bathroom primary residence also features a spacious eat-in kitchen, indoor spa pool, vast slate patios and an outdoor swimming pool with cabana set against picturesque grounds, providing an idyllic backdrop for outdoor enjoyment. For equestrian enthusiasts, the property offers a turnkey horse facility. The grounds include a well-maintained main barn, four run-in sheds (equipped with stalls, water, and electricity), a hot walker, extensive paddocks, and open acreage ideal for riding and grazing. Additionally, this unmatched property includes charming gatehouse cottages, staff apartments, and multiple ancillary structures, most of which have been recently renovated, creating flexibility for guests, caretakers, or income-producing opportunities. Located within one of the North Shore's most prestigious and historically significant communities, the estate enjoys close proximity to Long Island Sound beaches, renowned equestrian facilities, and some of the region's finest private clubs and golf courses. Zoned within the esteemed North Shore Central School District. Rarely does a property of this caliber come to market - offering a remarkable combination of provenance, architectural distinction, equestrian amenities, acreage, and development potential. A legacy estate of exceptional character and enduring significance, representing the very essence of North Shore country living.

97 Pound Hollow Road, Old Brookville

$19,800,000

A newly constructed west-facing coastal estate of exceptional scale and craftsmanship, 37 Second Neck Lane represents Hamptons luxury at its finest in one of Quogue's most coveted locations. Thoughtfully designed across three levels with elevator access to every floor, this custom-built residence offers eight beautifully appointed bedrooms, including a spectacular primary suite and sieven guest en-suites, along with a private library. A dramatic great room serves as the heart of the home, anchored by a striking dual-sided fireplace that seamlessly connects the interior living space with a spectacular screened porch, creating an effortless indoor-outdoor lifestyle. The chef's kitchen is appointed with Wolf and Sub-Zero appliances, a Miele coffee system, custom cabinetry, and opens to an elegant dining room highlighted by a temperature-controlled glass wine display. The second level is dedicated to luxurious accommodations. The primary suite is a private retreat featuring its own fireplace, dual spa-inspired bathrooms, expansive custom dressing rooms, and tranquil western views. Six additional guest en-suites provide exceptional comfort and privacy, while a dedicated wellness center offers a sauna, steam room, and cold plunge for a true spa experience. Designed for entertaining, the third floor features a media lounge with a wet bar, a full bath, a flexible bonus space, and a spectacular rooftop deck complete with a fire pit and outdoor wet bar, perfectly positioned to capture breathtaking sunset views. The resort-inspired grounds are equally impressive, offering a regulation-size padel court, a 60' x 20' heated gunite pool with spa, an outdoor kitchen with built-in BBQ, and a wood-burning fireplace for year-round enjoyment. Additional amenities include a heated three-car garage, private fitness studio, premium Marvin windows, Lutron lighting throughout, and exceptional craftsmanship at every turn. Just moments from Quogue's world-renowned ocean beaches, this extraordinary turnkey estate presents a rare opportunity to own one of the village's finest newly constructed luxury residences.

8 Beds ⋅ 13 Baths ⋅ 998122 MLS

A newly constructed west-facing coastal estate of exceptional scale and craftsmanship, 37 Second Neck Lane represents Hamptons luxury at its finest in one of Quogue's most coveted locations. Thoughtfully designed across three levels with elevator access to every floor, this custom-built residence offers eight beautifully appointed bedrooms, including a spectacular primary suite and sieven guest en-suites, along with a private library. A dramatic great room serves as the heart of the home, anchored by a striking dual-sided fireplace that seamlessly connects the interior living space with a spectacular screened porch, creating an effortless indoor-outdoor lifestyle. The chef's kitchen is appointed with Wolf and Sub-Zero appliances, a Miele coffee system, custom cabinetry, and opens to an elegant dining room highlighted by a temperature-controlled glass wine display. The second level is dedicated to luxurious accommodations. The primary suite is a private retreat featuring its own fireplace, dual spa-inspired bathrooms, expansive custom dressing rooms, and tranquil western views. Six additional guest en-suites provide exceptional comfort and privacy, while a dedicated wellness center offers a sauna, steam room, and cold plunge for a true spa experience. Designed for entertaining, the third floor features a media lounge with a wet bar, a full bath, a flexible bonus space, and a spectacular rooftop deck complete with a fire pit and outdoor wet bar, perfectly positioned to capture breathtaking sunset views. The resort-inspired grounds are equally impressive, offering a regulation-size padel court, a 60' x 20' heated gunite pool with spa, an outdoor kitchen with built-in BBQ, and a wood-burning fireplace for year-round enjoyment. Additional amenities include a heated three-car garage, private fitness studio, premium Marvin windows, Lutron lighting throughout, and exceptional craftsmanship at every turn. Just moments from Quogue's world-renowned ocean beaches, this extraordinary turnkey estate presents a rare opportunity to own one of the village's finest newly constructed luxury residences.

37 Second Neck Lane, Quogue

$19,000,000

ART. NATURE. PRIVACY. YOURS. Set on seven private acres in the heart of Bridgehampton, this exceptional estate is a rare convergence of art, architecture and nature. Reimagined by acclaimed architect Francis D’Haene for a renowned art collector and internationally recognized fashion designer, the residence was conceived as a living gallery—equally suited to showcasing museum-quality collections and effortless Hamptons living. Dramatic volumes, soaring ceilings, and walls of glass create light-filled interiors that frame sweeping views of the surrounding landscape, tied together by refined finishes throughout. Thoughtfully designed for both intimate living and grand-scale entertaining, the home offers elegant gathering space, comfortable private quarters and every amenity required, including theater, climate-controlled wine cellar, library, office. Resort-inspired grounds include pool and spa, pool house, two pickleball courts, sport court, and expansive lawns, providing exceptional privacy and endless opportunities for recreation and entertaining. Ideally located near The Bridge Golf Club, Foster Memorial Long Beach, Sag Harbor and Southampton Villages, Bridgehampton’s celebrated dining and shopping and renown ocean beaches, this is a truly singular offering—where art, design and lifestyle come together in one of the Hamptons’ most coveted settings.

6 Beds ⋅ 7 Baths ⋅ 997858 MLS

ART. NATURE. PRIVACY. YOURS. Set on seven private acres in the heart of Bridgehampton, this exceptional estate is a rare convergence of art, architecture and nature. Reimagined by acclaimed architect Francis D’Haene for a renowned art collector and internationally recognized fashion designer, the residence was conceived as a living gallery—equally suited to showcasing museum-quality collections and effortless Hamptons living. Dramatic volumes, soaring ceilings, and walls of glass create light-filled interiors that frame sweeping views of the surrounding landscape, tied together by refined finishes throughout. Thoughtfully designed for both intimate living and grand-scale entertaining, the home offers elegant gathering space, comfortable private quarters and every amenity required, including theater, climate-controlled wine cellar, library, office. Resort-inspired grounds include pool and spa, pool house, two pickleball courts, sport court, and expansive lawns, providing exceptional privacy and endless opportunities for recreation and entertaining. Ideally located near The Bridge Golf Club, Foster Memorial Long Beach, Sag Harbor and Southampton Villages, Bridgehampton’s celebrated dining and shopping and renown ocean beaches, this is a truly singular offering—where art, design and lifestyle come together in one of the Hamptons’ most coveted settings.

486 Middle Line Highway, Bridgehampton

$18,750,000

Nestled within the prestigious Village of Sands Point, this stately brick mansion crowned with a handsome slate roof is the epitome of architectural distinction and lasting craftsmanship. A true labor of love, this extraordinary residence was over a decade in the making, with ten years dedicated to its meticulous planning and construction. Encompassing over 20,000+ Sq.Ft. of thoughtfully curated living space, this impeccable estate offers 8 luxurious bedrooms and 12 elegantly appointed bathrooms, constructed with only top-tier materials. A circular driveway with a gated entry leads to 4+/- acres of lush, manicured grounds that showcase an oversized gunite pool and spa, a covered veranda, an expansive sunbathing patio, and a custom-built pool house with a fully appointed cabana - designed for elevated outdoor living and entertaining. Inside, the home reveals sprawling principal rooms with soaring ceilings, multiple ornate marble fireplace mantels (7 in total), and grand formal entertaining spaces ideal for hosting gatherings of the highest caliber. The chef’s kitchen is a masterclass in luxury and function, featuring bespoke wood cabinetry, thick-cut marble countertops, and a full suite of professional-grade Sub-Zero and Wolf appliances. The palatial primary suite is a private retreat with cathedral ceilings, a sitting room, vanity alcove, boutique-style walk-in closet with a center island, and a spa-inspired bath complete with a generous glass-enclosed shower and soaking tub. Additional features include an attached garage, a rooftop deck, radiant heated floors, an elevator servicing all three levels, a walk-out lower level with a fully equipped theater with surround sound, a matted home gym, and an outdoor grilling station paired with a spacious alfresco dining terrace. Residents of this exclusive enclave enjoy 24/7 village police surveillance, private beach access, and full privileges at the Village Club of Sands Point, offering tennis and pickleball courts, a swimming pool, and an 18-hole championship golf course. Zoned for the award-winning Port Washington Union Free School District, this estate redefines luxury living on Long Island’s Gold Coast.

8 Beds ⋅ 12 Baths ⋅ 895575 MLS

Nestled within the prestigious Village of Sands Point, this stately brick mansion crowned with a handsome slate roof is the epitome of architectural distinction and lasting craftsmanship. A true labor of love, this extraordinary residence was over a decade in the making, with ten years dedicated to its meticulous planning and construction. Encompassing over 20,000+ Sq.Ft. of thoughtfully curated living space, this impeccable estate offers 8 luxurious bedrooms and 12 elegantly appointed bathrooms, constructed with only top-tier materials. A circular driveway with a gated entry leads to 4+/- acres of lush, manicured grounds that showcase an oversized gunite pool and spa, a covered veranda, an expansive sunbathing patio, and a custom-built pool house with a fully appointed cabana - designed for elevated outdoor living and entertaining. Inside, the home reveals sprawling principal rooms with soaring ceilings, multiple ornate marble fireplace mantels (7 in total), and grand formal entertaining spaces ideal for hosting gatherings of the highest caliber. The chef’s kitchen is a masterclass in luxury and function, featuring bespoke wood cabinetry, thick-cut marble countertops, and a full suite of professional-grade Sub-Zero and Wolf appliances. The palatial primary suite is a private retreat with cathedral ceilings, a sitting room, vanity alcove, boutique-style walk-in closet with a center island, and a spa-inspired bath complete with a generous glass-enclosed shower and soaking tub. Additional features include an attached garage, a rooftop deck, radiant heated floors, an elevator servicing all three levels, a walk-out lower level with a fully equipped theater with surround sound, a matted home gym, and an outdoor grilling station paired with a spacious alfresco dining terrace. Residents of this exclusive enclave enjoy 24/7 village police surveillance, private beach access, and full privileges at the Village Club of Sands Point, offering tennis and pickleball courts, a swimming pool, and an 18-hole championship golf course. Zoned for the award-winning Port Washington Union Free School District, this estate redefines luxury living on Long Island’s Gold Coast.

9 Hicks Lane, Sands Point

$17,500,000

This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in exclusive Conyers Farm, a guard gated community with private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an oversized great room, music room, formal living and dining room with double-sided fireplace. Many rooms open onto the terraces overlooking the lake and pool. The master bedroom suite is comprised of 3 rooms; sleeping room, sitting room with a balcony and luxurious onyx bath. The four finished floors of living space feature 8 bedrooms, 11 full baths, 2 powder rooms, a full gym, indoor half basketball court with NBA 3-point line, a steam room, home theatre and every modern amenity. The grounds include a heated pool & spa, golf green & playground. There is a separate pool kitchen with dining area and changing rooms. Additional Information: Amenities:Dressing Area,Marble Bath,Soaking Tub,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures: 4+ Car Attached,

8 Beds ⋅ 13 Baths ⋅ H6313640 MLS

This spectacular limestone French Manor estate sits on 10+ acres on Converse Lake with 100'+ of lakefront in exclusive Conyers Farm, a guard gated community with private security. Custom designed for the current owners by architect James Davis, this meticulous home features impressive attention to detail. The main & garden level of the home are ideal for entertaining with an oversized great room, music room, formal living and dining room with double-sided fireplace. Many rooms open onto the terraces overlooking the lake and pool. The master bedroom suite is comprised of 3 rooms; sleeping room, sitting room with a balcony and luxurious onyx bath. The four finished floors of living space feature 8 bedrooms, 11 full baths, 2 powder rooms, a full gym, indoor half basketball court with NBA 3-point line, a steam room, home theatre and every modern amenity. The grounds include a heated pool & spa, golf green & playground. There is a separate pool kitchen with dining area and changing rooms. Additional Information: Amenities:Dressing Area,Marble Bath,Soaking Tub,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures: 4+ Car Attached,

17 Cowdray Park Drive, Armonk

$16,999,000

Set along the coveted shores of Dune Road in Quogue, this extraordinary oceanfront estate spans 1.4 acres of pristine coastal property, offering a rare blend of relaxed elegance and modern refinement. Thoughtfully renovated, the residence is designed to capture the essence of effortless Hamptons living with seamless indoor-outdoor flow and breathtaking views of the Atlantic Ocean. At the heart of the home, an expansive deck just off the kitchen creates the ultimate setting for al fresco dining and entertaining, where ocean breezes and panoramic vistas elevate every moment. The first floor is anchored by a luxurious primary suite, complete with a private walkway leading to an upper deck overlooking the Atlantic—your own serene retreat above the shoreline. This level also features a welcoming den with a wood-burning fireplace, along with three generously sized bedrooms and two full baths, all thoughtfully designed for comfort and style. The lower level provides an ideal space for guests, offering an ensuite bedroom, two additional bedrooms, a full bath, and a second den—perfect for relaxed gatherings or extended stays. Outdoors, the property transforms into a true summer oasis. A newly renovated heated gunite pool is perfectly positioned between the main residence and an amenity-rich pool house, creating a private resort-like setting. After a day at the beach, unwind poolside or retreat to the pool house, which features a spacious den, changing rooms, a kitchenette, and two full baths.Completing this exceptional offering is a private putting green, adding yet another layer of leisure to this remarkable coastal escape. A rare opportunity to own a premier oceanfront estate in one of the Hamptons’ most sought-after locations—where luxury, tranquility, and timeless coastal beauty converge.

7 Beds ⋅ 7 Baths ⋅ 886217 MLS

Set along the coveted shores of Dune Road in Quogue, this extraordinary oceanfront estate spans 1.4 acres of pristine coastal property, offering a rare blend of relaxed elegance and modern refinement. Thoughtfully renovated, the residence is designed to capture the essence of effortless Hamptons living with seamless indoor-outdoor flow and breathtaking views of the Atlantic Ocean. At the heart of the home, an expansive deck just off the kitchen creates the ultimate setting for al fresco dining and entertaining, where ocean breezes and panoramic vistas elevate every moment. The first floor is anchored by a luxurious primary suite, complete with a private walkway leading to an upper deck overlooking the Atlantic—your own serene retreat above the shoreline. This level also features a welcoming den with a wood-burning fireplace, along with three generously sized bedrooms and two full baths, all thoughtfully designed for comfort and style. The lower level provides an ideal space for guests, offering an ensuite bedroom, two additional bedrooms, a full bath, and a second den—perfect for relaxed gatherings or extended stays. Outdoors, the property transforms into a true summer oasis. A newly renovated heated gunite pool is perfectly positioned between the main residence and an amenity-rich pool house, creating a private resort-like setting. After a day at the beach, unwind poolside or retreat to the pool house, which features a spacious den, changing rooms, a kitchenette, and two full baths.Completing this exceptional offering is a private putting green, adding yet another layer of leisure to this remarkable coastal escape. A rare opportunity to own a premier oceanfront estate in one of the Hamptons’ most sought-after locations—where luxury, tranquility, and timeless coastal beauty converge.

40 Dune Road, Quogue

$16,995,000

A Gold Coast Legacy Estate: Along the storied bluffs of Lloyd Harbor’s Gold Coast, where private drives wind through centuries-old trees and the water stretches endlessly toward the horizon, Fort Hill rises as one of the North Shore’s most iconic waterfront estates. Welcome to 31 Fort Hill Drive, 28,000 square feet of architectural gravitas set across 10 secluded acres, with 870 feet of private beachfront and a deep-water dock. From its elevated perch, panoramic views of the Long Island Sound unfold in every direction: sunrise mists, sailboats at golden hour, winter tides crashing below. The perspective is cinematic. The privacy absolute. Originally built in 1910 and masterfully restored to its original glory, this Victorian Revival masterpiece is both historic landmark and modern sanctuary. Thirteen bedrooms, ten full baths, and four half baths are artfully distributed throughout grandly scaled living spaces designed for legacy living and world-class entertaining. A luminous solarium captures the changing light of the Sound. A stately wood-paneled library offers quiet retreat. An exquisitely detailed ballroom: rare in scale and craftsmanship, stands ready for unforgettable evenings. Seven fireplaces, intricate millwork, and curated architectural detail evoke an era when homes were built not merely to inhabit, but to endure. The fully renovated gourmet kitchen anchors the residence with contemporary precision: integrating seamlessly into formal dining rooms and intimate gathering spaces. Staff quarters, a 16-car garage with guest apartment suites above, and flexible rooms for theater, wellness, or gallery use ensure the estate functions as effortlessly as it impresses. Outdoors, three acres of curated formal gardens and a greenhouse create a private botanical world: lush lawns, sweeping terraces, and moments of serene seclusion. A squash court, expansive grounds, and private shoreline complete a compound that is as rare as it is commanding. Set within moments to Huntington Village and the train to Manhattan, Fort Hill is not simply a home. It is a generational estate - where American history, architectural pedigree, and natural beauty converge. By appointment only.

13 Beds ⋅ 14 Baths ⋅ 980600 MLS

A Gold Coast Legacy Estate: Along the storied bluffs of Lloyd Harbor’s Gold Coast, where private drives wind through centuries-old trees and the water stretches endlessly toward the horizon, Fort Hill rises as one of the North Shore’s most iconic waterfront estates. Welcome to 31 Fort Hill Drive, 28,000 square feet of architectural gravitas set across 10 secluded acres, with 870 feet of private beachfront and a deep-water dock. From its elevated perch, panoramic views of the Long Island Sound unfold in every direction: sunrise mists, sailboats at golden hour, winter tides crashing below. The perspective is cinematic. The privacy absolute. Originally built in 1910 and masterfully restored to its original glory, this Victorian Revival masterpiece is both historic landmark and modern sanctuary. Thirteen bedrooms, ten full baths, and four half baths are artfully distributed throughout grandly scaled living spaces designed for legacy living and world-class entertaining. A luminous solarium captures the changing light of the Sound. A stately wood-paneled library offers quiet retreat. An exquisitely detailed ballroom: rare in scale and craftsmanship, stands ready for unforgettable evenings. Seven fireplaces, intricate millwork, and curated architectural detail evoke an era when homes were built not merely to inhabit, but to endure. The fully renovated gourmet kitchen anchors the residence with contemporary precision: integrating seamlessly into formal dining rooms and intimate gathering spaces. Staff quarters, a 16-car garage with guest apartment suites above, and flexible rooms for theater, wellness, or gallery use ensure the estate functions as effortlessly as it impresses. Outdoors, three acres of curated formal gardens and a greenhouse create a private botanical world: lush lawns, sweeping terraces, and moments of serene seclusion. A squash court, expansive grounds, and private shoreline complete a compound that is as rare as it is commanding. Set within moments to Huntington Village and the train to Manhattan, Fort Hill is not simply a home. It is a generational estate - where American history, architectural pedigree, and natural beauty converge. By appointment only.

31 Fort Hill Drive, Lloyd Neck

$16,800,000

Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the Gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

10 Beds ⋅ 11 Baths ⋅ 1015559 MLS

Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the Gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

1350 W Cove Road, Cutchogue

$16,500,000

Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

4 Beds ⋅ 8 Baths ⋅ 1002180 MLS

Introducing Sky House. This 7,500-square-foot modern estate atop 138 acres of meadows, woodland, and rolling hills in Millbrook’s storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of glass that allows the room to open completely to the landscape beyond. Outside, an expansive covered terrace unfolds beneath a contemporary pergola, where shifting light and shadow animate the space throughout the day. Conceived as a true outdoor living room, the terrace offers multiple seating areas oriented toward panoramic views of the surrounding fields and distant mountains. Beyond lies a media room with its own fireplace, a handsome retreat for film, music, or winter nights. Just beyond, the office appears as a hushed sanctuary bathed in soft natural light. With views stretching across the landscape, it offers a beautiful connection to the world outside. The home features a chef’s kitchen with contemporary millwork, discreet storage, and professional-grade appliances. Adjacent are a pantry, mudroom, powder room, and back-of-house spaces designed to support both intimate daily living and large-scale entertaining. A staircase of clean lines and floating geometry leads to the second level, though an elevator links all floors with ease. At the top, a spectacular outdoor terrace extends the living space into the sky. With lounge seating arranged around a sleek outdoor fireplace, it becomes a natural stage for twilight cocktails, summer dinners, and stargazing. The primary suite occupies its own wing, conceived as a restorative retreat. The bedroom, wrapped in glass and soft morning light, is complemented by dual dressing rooms, a massage and treatment room with fireplace, and a spa-inspired bath anchored by a sculptural soaking tub positioned toward the horizon. Separate indoor and outdoor showers offer a choice between privacy and open-air immersion. Three additional en suite bedrooms provide comfort and independence for guests, each with its own view and sense of calm. The outdoor amenities are equally sophisticated. A pool house with kitchen and lounge stands beside an infinity-edge pool and spa that appear to slip toward the valley below. A three-car garage, designed with the same architectural restraint as the main residence, adds practicality without compromising aesthetic integrity. Beyond the immediate grounds stretch acres of meadows, forested trails, and open fields suited for riding or walking. Though utterly private, the property is minutes from Millbrook’s charming village center, local farmstands, dining, and regional hiking and riding trails. Yet its true allure lies in the equilibrium it creates between monumental design and whisper-soft landscape, between contemporary precision and the timeless calm of country life. More than a residence, Sky House is a living composition of light, terrain, and modern craft; a place for contemplative mornings, lively weekends, and the rare sensation of inhabiting a home that is simultaneously shelter, sculpture, and sanctuary.

365 Tower Hill Road, Wassaic

$16,000,000

The Bluffs at Premium Point introduces ultra-luxury living at the absolute pinnacle of the Premium Point market, setting a new standard within Mamaroneck’s most exclusive, guard-gated peninsula. One of only the coveted “Big Four” landmark estates in this 24/7 secured enclave, this brand-new architectural masterpiece occupies a rare 1.3-acre waterfront sanctuary with horizon-level views found nowhere else along the Sound. Encompassing more than 13,000 square feet, dramatic expanses of glass and sculptural steel dissolve the boundary between land, sea, and sky, delivering 360-degree panoramas from the open Long Island Sound to the tranquil Mill Pond. Every detail of this 8-bedroom, 10.3-bath residence is impeccably new and uncompromising, now professionally staged to showcase its Architectural Digest–caliber design and craftsmanship. Across three elevator-serviced levels, the home unfolds into a spectacular dual-island chef’s kitchen, a breathtaking primary suite with uninterrupted water views, and exceptionally designed lifestyle spaces that balance wellness, entertaining, and flexibility. The pool-level experience is thoughtfully executed, featuring a state-of-the-art custom gym, a private guest suite with ensuite bath, a dedicated laundry designed to service the pool and outdoor living areas, a fully built-out outdoor kitchen, and a separate pool bath—all seamlessly integrated for effortless indoor-outdoor living. Just minutes from New York City, the lifestyle is unmatched, with an expansive entertainer’s terrace, a near-completion pool and spa, private neighborhood beach access, and exclusive boat slips. The Bluffs at Premium Point is not simply a home—it is a generational, legacy-level offering, redefining ultra-luxury within the storied Premium Point market for those who demand absolute privacy, prestige, and coastal supremacy.

8 Beds ⋅ 13 Baths ⋅ H6292361 MLS

The Bluffs at Premium Point introduces ultra-luxury living at the absolute pinnacle of the Premium Point market, setting a new standard within Mamaroneck’s most exclusive, guard-gated peninsula. One of only the coveted “Big Four” landmark estates in this 24/7 secured enclave, this brand-new architectural masterpiece occupies a rare 1.3-acre waterfront sanctuary with horizon-level views found nowhere else along the Sound. Encompassing more than 13,000 square feet, dramatic expanses of glass and sculptural steel dissolve the boundary between land, sea, and sky, delivering 360-degree panoramas from the open Long Island Sound to the tranquil Mill Pond. Every detail of this 8-bedroom, 10.3-bath residence is impeccably new and uncompromising, now professionally staged to showcase its Architectural Digest–caliber design and craftsmanship. Across three elevator-serviced levels, the home unfolds into a spectacular dual-island chef’s kitchen, a breathtaking primary suite with uninterrupted water views, and exceptionally designed lifestyle spaces that balance wellness, entertaining, and flexibility. The pool-level experience is thoughtfully executed, featuring a state-of-the-art custom gym, a private guest suite with ensuite bath, a dedicated laundry designed to service the pool and outdoor living areas, a fully built-out outdoor kitchen, and a separate pool bath—all seamlessly integrated for effortless indoor-outdoor living. Just minutes from New York City, the lifestyle is unmatched, with an expansive entertainer’s terrace, a near-completion pool and spa, private neighborhood beach access, and exclusive boat slips. The Bluffs at Premium Point is not simply a home—it is a generational, legacy-level offering, redefining ultra-luxury within the storied Premium Point market for those who demand absolute privacy, prestige, and coastal supremacy.

104 Premium Point Road, Mamaroneck

$15,995,000

This unique offering unites a just-completed resort-style residence with full ownership of an adjacent 18±-acre protected agricultural reserve - together composing nearly 19 acres in coveted Water Mill, where architecture, nature, and lifestyle align in a way that is truly rare.    Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this extraordinary residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away - yet convenient to farm stands, village shops, restaurants, and world-class beaches.    The reserve at 460 Edge of Woods Road serves as the estate's extended backyard - a dreamscape for pursuing new interests or lifelong passions. An early-stage concept envisions a winery with production buildings and a central tasting court surrounded by vineyard plantings. Equestrians will recognize the hallmarks of Hamptons horse country in the sweeping eastern lawn, ideal for riding trails, arenas, and paddocks. The reserve also lends itself to a sun-drenched orchard or sweeping field of wildflowers - open land to cultivate, preserve, or simply enjoy.    Spanning just shy of 10,000 square feet across three impeccably finished levels served by a private elevator, the residence offers eight bedrooms, ten full baths, and two half baths - balancing grand-scale entertaining with intimate serenity. A dramatic double-height foyer floods the entrance with light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout.    The living room features oak ceiling beams and a double-sided fireplace opening to an inviting den. Glass doors line the rear of the home, where landscaped grounds give way to sweeping reserve views beyond. The custom kitchen is anchored by a spacious center island, natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath covered outdoor areas. A generously scaled junior primary suite with soaking tub and double vanities offers a true secondary retreat. Thoughtful service spaces - including a package room, laundry, half bath, and cabana bath - complete the main level.    The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A marble-surround fireplace, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, soaking tub, elegant vanities, and rainfall shower complete this singular haven. Four additional guest bedrooms offer ensuite baths, volume ceilings, and walk-in closets. A gracious upper-level terrace with its own fireplace overlooks the property and reserve - an ideal setting for evenings under the stars.    The lower level offers eleven-foot ceilings and private indulgence: a sleek wet bar, golf simulator, home theater, recreation area, and a glass-walled gym opening onto a wellness terrace for yoga or meditation. A cedar-lined sauna, steam shower, two ensuite guest bedrooms, and a half bath complete this remarkable level.    Outside, a fully equipped outdoor kitchen, pergola, 20-by-50-foot heated gunite pool and spa, bluestone patio fireplace, and a north/south-facing all-weather tennis court compose resort-style grounds built for effortless living and celebration. Don't miss this complete and compelling opportunity in coveted Water Mill.

8 Beds ⋅ 12 Baths ⋅ 991792 MLS

This unique offering unites a just-completed resort-style residence with full ownership of an adjacent 18±-acre protected agricultural reserve - together composing nearly 19 acres in coveted Water Mill, where architecture, nature, and lifestyle align in a way that is truly rare.    Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this extraordinary residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away - yet convenient to farm stands, village shops, restaurants, and world-class beaches.    The reserve at 460 Edge of Woods Road serves as the estate's extended backyard - a dreamscape for pursuing new interests or lifelong passions. An early-stage concept envisions a winery with production buildings and a central tasting court surrounded by vineyard plantings. Equestrians will recognize the hallmarks of Hamptons horse country in the sweeping eastern lawn, ideal for riding trails, arenas, and paddocks. The reserve also lends itself to a sun-drenched orchard or sweeping field of wildflowers - open land to cultivate, preserve, or simply enjoy.    Spanning just shy of 10,000 square feet across three impeccably finished levels served by a private elevator, the residence offers eight bedrooms, ten full baths, and two half baths - balancing grand-scale entertaining with intimate serenity. A dramatic double-height foyer floods the entrance with light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout.    The living room features oak ceiling beams and a double-sided fireplace opening to an inviting den. Glass doors line the rear of the home, where landscaped grounds give way to sweeping reserve views beyond. The custom kitchen is anchored by a spacious center island, natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath covered outdoor areas. A generously scaled junior primary suite with soaking tub and double vanities offers a true secondary retreat. Thoughtful service spaces - including a package room, laundry, half bath, and cabana bath - complete the main level.    The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A marble-surround fireplace, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, soaking tub, elegant vanities, and rainfall shower complete this singular haven. Four additional guest bedrooms offer ensuite baths, volume ceilings, and walk-in closets. A gracious upper-level terrace with its own fireplace overlooks the property and reserve - an ideal setting for evenings under the stars.    The lower level offers eleven-foot ceilings and private indulgence: a sleek wet bar, golf simulator, home theater, recreation area, and a glass-walled gym opening onto a wellness terrace for yoga or meditation. A cedar-lined sauna, steam shower, two ensuite guest bedrooms, and a half bath complete this remarkable level.    Outside, a fully equipped outdoor kitchen, pergola, 20-by-50-foot heated gunite pool and spa, bluestone patio fireplace, and a north/south-facing all-weather tennis court compose resort-style grounds built for effortless living and celebration. Don't miss this complete and compelling opportunity in coveted Water Mill.

460 Edge Of Woods Road, Water Mill