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$4,150,000
6 Beds 7 Baths 1030309 MLS
Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sag Harbor

$1,695,000
3 Beds 3 Baths 1030014 MLS
Sag Harbor Village Opportunity: 3 BR, 3 BA, 0.6 Acres. Uncover an exceptional opportunity in one of the East End’s most coveted historic enclaves. Ideally situated less than a half-mile from the heart of vibrant Sag Harbor Village, 1350 Brick Kiln Road offers a rare combination of location, parcel scale, and extraordinary upside potential for development. Set on an expansive, sun-drenched 0.6-acre lot, this home features a versatile layout with 3 full bedrooms and 3 full bathrooms, seamlessly blending historic Sag Harbor character with modern comfort. Enjoy a direct sidewalk stroll straight into town to experience world-class dining, boutique shopping, and deep-water marinas. Just around the corner, enjoy immediate proximity to community parks featuring renovated tennis courts, a playground, and pickleball courts. Key Highlights: Unmatched Development Potential: A rare 0.6-acre parcel in the village area offering remarkable room for expansion, custom redevelopment, or creating a high-end luxury compound featuring a private pool, pool house, and outdoor entertainment oasis. 3 Full Bedrooms & 3 Full Bathrooms: Spanning 1,307 sq. ft. across two levels, the home offers comfortable living quarters with a main-level full bath, central air conditioning, classic hardwood floors, and a dedicated home office space. Garage & Extra Storage: Includes a detached 2-car garage alongside a partial basement for additional utility and storage needs. Prime Location: Minutes to Havens Beach and Foster Memorial Town Beach, with effortless access to the Hampton Jitney and Bridgehampton LIRR. Whether you choose to move right in, customize the existing home, or capitalize on its prime development potential to construct your dream Hamptons estate, this property represents one of the strongest investment values near Sag Harbor Village.

1350 Brick Kiln Road, Sag Harbor

$4,495,000
6 Beds 8 Baths 1027629 MLS
This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor

$15,950,000
4 Beds 6 Baths 1025305 MLS
5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor

$7,895,000
4 Beds 3 Baths 1017424 MLS
A true private compound set on just shy of an acre in one of the Hamptons' most desirable enclaves and on one of Sag Harbor Village's finest streets, this exceptional home blends timeless European charm with modern luxury and comfort. The beautifully landscaped property features a substantial detached accessory structure with its own private entrance, a pool house, detached two-car garage, and heated saltwater pool, offering exceptional flexibility for guests, a home office, studio, fitness space, or extended living. Framed by lush flowering gardens that bloom from spring through autumn, along with shaded brick and bluestone paths, the property offers a rare sense of privacy in the heart of the Village. Inside, the home is rich with one-of-a-kind details, including exquisite 100-year-old stained and leaded glass pocket doors imported from Europe, period windows, maple floors, and mahogany used throughout the interior and exterior. The airy open floor plan is as functional as it is elegant. The chef's kitchen, anchored by a cozy fireplace with an antique mantel, flows seamlessly into a sunlit living space and through French doors to a spacious half-moon deck overlooking stone walkways and a brick patio. A large formal dining room and TV den, both featuring custom mahogany cabinetry, provide ample space for casual and formal gatherings. Outdoors, the fenced heated saltwater pool with bluestone coping, pool house, detached garage with stained-glass gable windows, and expansive grounds create an exceptional setting for entertaining and year-round enjoyment. Every inch of the property has been thoughtfully curated, from the mature gardens to the distinctive architectural details that make this home truly unforgettable. There is simply no home in Sag Harbor like it. Best of all, you're just moments from Sag Harbor's world-class shops, acclaimed restaurants, marinas, and cultural venues, allowing you to enjoy village living without sacrificing privacy or tranquility.

54 Palmer Terrace, Sag Harbor

$3,295,000
4 Beds 4 Baths 1022870 MLS
Nestled on a quiet street in Sag Harbor and only a quarter mile from Long Beach, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Set on 0.55 acres, the property underwent a comprehensive gut renovation in 2014 under the direction of its current owners—an architect and an interior designer—whose thoughtful approach to scale, materials, and livability is evident throughout. The residence features four bedrooms and three-and-a-half baths, with generous living spaces designed for both relaxation and entertaining. A dramatic great room with a fireplace and soaring double-height ceiling is complemented by a refined study with a fireplace, a light-filled den with a fireplace, vaulted ceiling, and walls of windows, and a separate dining area. The charming eat-in kitchen overlooks the private backyard and serves as a natural gathering place. Upstairs, the spacious primary suite includes an attached office, accompanied by three guest bedrooms and a full bath. A partially finished lower level offers a recreation room, laundry area, and additional storage. Outside, the landscaped grounds feature a recently relined heated swimming pool, brick patio, picturesque manmade pond surrounded by gardens, hot tub, and a detached shed, creating a peaceful and private setting. Completing the property is a two-car garage and a location that offers easy access to Sag Harbor Village, nearby beaches, farmstands, and all the best of the Hamptons lifestyle.

22 Spring Lane, Sag Harbor

$4,500,000
5 Beds 6 Baths 1008515 MLS
New construction in a private beach community just moments from Sag Harbor Village. Situated on a corner lot of approximately 0.19 acres, this 5-bedroom, 5.5-bath residence offers approximately 3,800 square feet of living space designed for modern coastal living. The open floor plan features living and dining areas filled with natural light, a well-appointed kitchen with premium finishes and appliances, and two primary suites, including one on the main level and one on the second floor, providing flexibility for guests, multigenerational living, or a variety of lifestyle needs. Contemporary details include wide-plank flooring, an electric LED fireplace, and multiple indoor and outdoor gathering spaces. The landscaped grounds offer patio areas for outdoor dining and entertaining. Conveniently located near Sag Harbor Village shops, restaurants, marinas, and beaches, this newly constructed home offers a combination of modern design and coastal convenience. 5 Bedrooms | 5.5 Baths | Approx. 3,800 SF | Approx. 0.19 Acres | New Construction | Private Beach Community

46 Terry Drive, Sag Harbor

$5,495,000
7 Beds 7 Baths 1005466 MLS
Modern Hamptons Elegance with Pool, Gym | Sag Harbor Recently constructed by renowned builder Farrell, this beautifully designed Sag Harbor home offers the perfect balance of luxury, comfort, and convenience just moments from the village, nearby marinas, and the ocean beaches of Bridgehampton. Thoughtfully designed across three finished levels, the residence features 7 bedrooms and 6.5 exceptional baths with sophisticated, current finishes and beautifully curated design throughout. The first-floor primary suite is a private retreat complete with its own office and direct access to the backyard patio and pool area. Upstairs, four ensuite guest bedrooms share access to a private terrace, while a conveniently located laundry room adds everyday ease. The heart of the home is the expansive open living space where a wood-burning fireplace anchors the great room, flowing seamlessly into the dining area and gourmet eat-in kitchen outfitted with top-of-the-line appliances and premium finishes. Oversized glass doors open beautifully to the resort-style backyard, creating an effortless connection between indoor and outdoor living. Designed for entertaining and relaxation alike, the outdoor space features a heated gunite pool, outdoor shower, grilling station, and multiple patios for dining and lounging. The finished lower level offers exceptional additional living space including a gym, media lounge, and recreation/game area, along with two additional bedrooms and a full bath. A staircase leading directly from the pool area to the lower level provides convenient access to the indoor gym after a swim or workout. Additional highlights include a mud room, 2-car garage, central vacuum system, and abundant storage throughout. Crafted with the quality, craftsmanship, and attention to detail synonymous with a Farrell-built home, this turnkey property is ideally positioned near the restaurants, boutiques, waterfront, and marinas of Sag Harbor Village while only minutes to the renowned ocean beaches of Bridgehampton. Sophisticated, stylish, and move-in ready, this is Hamptons living at its finest.

21 Lily Pond Drive, Sag Harbor

$4,995,000
5 Beds 5 Baths 998496 MLS
Introducing The Pond House, a rare 2-acre private estate in the coveted Village of North Haven, moments from Sag Harbor and adjacent to Lovelady Park. Tucked away in a serene, park-like setting, just a short walk to Long Beach, this 5-bedroom, 3 full and 2 half bath residence offers refined living with seamless indoor-outdoor flow. Sun-drenched interiors feature expansive windows, a gracious living room with fireplace, and a thoughtfully designed chef’s kitchen with bar seating for entertaining. The luxurious primary suite offers a fireplace and spa-level bath with steam shower, heated floors, and private water closet. Designed for resort-style living, the grounds showcase a pool, spa, hot tub, outdoor shower, very large bluestone deck and covered kitchen and bar, all surrounded by lush landscaping, koi pond, and tranquil water features including a waterfall. Minutes to Sag Harbor Village and Shelter Island Ferry. Conveniently located near several Hampton towns.

263 Ferry Road, Sag Harbor

$4,600,000
3 Beds 3 Baths 998170 MLS
Unrivaled Bayfront Beauty Perched on a rare triple-sized .34-acre lot, this stunning waterfront residence offers a front-row seat to the best of Noyac Bay. Rebuilt to the highest standards following Hurricane Sandy, this FEMA-compliant home blends peace of mind with an extraordinary coastal lifestyle, featuring nearly 100 feet of newly bulk headed bay front. From the moment you arrive, the home's meticulous care and sophisticated design are evident. The interior is defined by an airy, sun-drenched ambiance, highlighted by impressive double-height ceilings create an immediate sense of scale and light. A top-of-the-line chef's kitchen equipped for high-end entertaining. A generous living area anchored by a classic wood-burning fireplace, perfect for cool evenings by the water. There is a convenient first-floor bedroom and full bath, complemented by two additional spacious bedrooms on the second level. Ability to add a fourth bedroom with in the current floorplan. Many additional upgrades. The exterior of the property is a private playground for water enthusiasts. Designed for a seamless indoor-outdoor lifestyle, the grounds include: a massive deck off the back of the home serves as an outdoor living room with unobstructed views across the bay. Positioned to capture both golden sunrises and vibrant sunsets, providing a shifting kaleidoscope of color throughout the day. An expansive lush lawn leads directly to your private bulkhead, where you can moor your boat and launch water toys directly into Noyac Bay.

83 Hampton Road, Sag Harbor

$1,250,000
3 Beds 1 Baths 998161 MLS
Nestled in the highly sought-after Pine Neck community, this "sweet" 1960s beach cottage offers a rare opportunity to capture a piece of original Hamptons charm. Set on a double corner lot, this property is a blank canvas awaiting a visionary touch to transform it into a modern coastal masterpiece. The residence maintains its authentic mid-century spirit, featuring a functional floorplan designed for easy summer living. Original 1960s Architecture: 3 bedrooms and 1 bath in original condition. An open kitchen flows into a central living area anchored by a classic fireplace. The expansive double lot provides a footprint seldom found in this beach community, offering, ample square footage to grow the current home or design a new architectural statement. Plenty of sun-drenched space to install a custom pool and create a private backyard oasis. A true water-lover's enclave, known for its storybook atmosphere and proximity to the bay. Residents enjoy multiple sandy beaches and a local marina. Easy access to the boutique shops, dining, and essential amenities of the surrounding hamlets. Whether you choose to honor its vintage roots or reimagine the site entirely, this double-lot gem is the ultimate entry point into a premier beachside lifestyle.

22 Chestnut Street, Sag Harbor

$2,695,000
3 Beds 2 Baths 994603 MLS
3 Bedroom Sag Harbor Waterfront w/ Dock & Panoramic Bay Views LIfe on the water! Immaculately maintained waterfront home in Noyac with a private dock and sweeping panoramic views across Noyac Bay to Shelter Island and the North Fork-an exceptional and increasingly rare offering in today's Hamptons market. This 3-bedroom, 2-bath residence offers approximately 1,600+/- sq. ft. of living space and a layout that is move-in ready, while also presenting clear opportunity to update, expand, or reimagine over time (subject to permits). The true value lies in the setting-open water vistas in multiple directions, expansive sky, and ever-changing light that define the waterfront experience. Enjoy direct access to the bay from your dock-perfect for boating, kayaking, or paddleboarding-and return home to sunsets. Located just moments from Sag Harbor Village shops, restaurants, and marinas, this property offers a rare balance of privacy and convenience. With existing dock infrastructure and this level of water access becoming increasingly difficult to replicate, it represents a compelling opportunity for both lifestyle and long-term value.

100 Crescent Street, Sag Harbor

$7,795,000
6 Beds 7 Baths 990599 MLS
Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and en-suite large studio , a full outdoor kitchen with bar and all amenities and outdoor shower enhancing this sublime experience. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios surrounding the salt water, gunite infinity pool and spa. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!

1 Fox Crossing, Sag Harbor

$3,850,000
3 Beds 3 Baths 990791 MLS
Coastal Sophistication: Modern Masterpiece in Sag Harbor Village Perched at one of the village's highest points, 1 Carver Street is an architectural sanctuary designed for the sophisticated entertainer. This light-drenched contemporary balances gallery-style aesthetics with the vibrant, walkable energy of Sag Harbor Village. A soaring atrium with a custom white oak staircase connects two distinct wings. The two-story great room, framed by walls of glass and a sleek fireplace, creates a luminous backdrop for showcasing significant art. The chef's kitchen-featuring custom cabinetry and Viking/Fisher & Paykel appliances-flows effortlessly into the dining areas, making it a premier venue for hosting. Beyond the automated gated entrance lies a private paradise. A brand-new gunite pool and spa are surrounded by extensive professional landscaping, all brought to life at night by stunning architectural lighting. The covered rooftop deck offers built-in seating and panoramic, distant water views-the ultimate setting for sunset cocktails. Experience total seclusion and extreme convenience, just moments from the world-class dining and deep-water docks of Sag Harbor's historic center.

1 Carver Street, Sag Harbor

$3,999,999
6 Beds 7 Baths 979851 MLS
Modern Elegance in Sag Harbor Village Discover an exquisite blend of traditional Hamptons elegance and modern craftsmanship in this beautiful new construction located in the renowned Sag Harbor Village and nearby beaches. This 4,500 sqft. brand-new custom home features six bedrooms on three thoughtfully designed levels. Nestled on a serene .30-acre lot, this architectural gem redefines Hamptons living. Step through the grand entrance into an ideal open layout, where soaring double-height ceilings and expansive glass windows and doors bathe the interiors in natural light. A uniquely designed staircase with glass railings makes a striking statement, seamlessly connecting the home’s thoughtfully designed levels. At the heart of the home, the stunning chef’s kitchen boasts Wolf appliances, a Sub-Zero fridge/freezer, and a Bosch dishwasher, complemented by quartz countertops. A separate butler’s pantry with a full-size sink, custom cabinetry, and additional prep space ensures effortless entertaining. The living room features a dramatic wood-burning fireplace with Calacatta marble, creating a warm yet refined ambiance. A wet bar with quartz countertops, and wine fridge enhances the space, perfect for hosting. French doors open to a lovely garden area, and a powder room and en-suite junior suite complete the first level. Retreat upstairs to the primary suite, an oasis of tranquility with vaulted ceilings, custom walk in closets, a stunning bathroom and a private balcony overlooking the pool. This level boasts two additional en-suite bedrooms with ultimate privacy and natural light. As you transition to the finished lower level, you will notice a design that is focused on both relaxation and recreation. Embracing a modern aesthetic; large format porcelain tiles and white marble span the entire floor. Witness two more generous bedrooms, two bathrooms, and an entertainment space with a gas fireplace. No stone was left unturned as this level is complete with a built-in entertainment bar with quartz countertops and wine cooler, as well as a versatile additional space that offers endless possibilities as a gym, office, or playroom with direct access to the yard and pool. Outside, an elegant covered veranda flows seamlessly into the heated Gunite pool, setting the stage for unforgettable gatherings. Designed for all-season enjoyment, this back yard boasts an electric fireplace, ceiling fans, and custom louvre shutters. A BBQ area enhances the outdoor dining experience, while an outdoor shower adds a touch of resort-style luxury. For added flexibility, an oversized detached garage could be converted to a pool house. As an added bonus, the property is equipped with four-zone heating and cooling, and a state-of-the-art security system with Google Nest cameras and thermostats. Do not miss your chance to experience the pinnacle of Hamptons living at this Sag Harbor Village retreat.

278 Hampton Street, Sag Harbor

$2,485,000
4 Beds 5 Baths 982978 MLS
Sag Harbor 4Bed/4.5Bath/Bonus Space - RENOVATED! From total privacy at your heated sunlit saline pool, to the light-filled open floor plan with high ceilings, this meticulously renovated modern home boasts 4 bedrooms, 4.5 baths + a BONUS SPACE is just blocks from Long Beach, minutes from Sag Harbor Village, and close to ocean beaches. On a quiet cul-de-sac bordered by a reserve, it's the perfect blend of privacy, comfort, and coastal living. A chef's dream kitchen with state-of-the-art amenities opens into a sun-filled dining/great room with a wood burning fireplace. Three bedrooms (including a second en-suite primary) and 2 baths are sited in their own wing on the first level. For optimum privacy, the second level is reserved for the luxurious primary with its spacious en-suite bath featuring steam shower, sculptural freestanding tub, and radiant heated floor-plus washer/dryer and generous closet space. The grounds are a veritable oasis: Expansive mahogany deck allows for large outdoor living room and dining area, sparkling pool and hot tub, outdoor shower-perfect for quiet relaxation or hosting guests. Additional features: partially finished walk-out lower level with full bath and finished multi-use optional space (gym/office/non-sleeping den, etc); access to the attached single-car garage and a second laundry area. Listing ID: 930894

76 Island View Drive W, Sag Harbor

$6,895,000
7 Beds 10 Baths 977545 MLS
Brand New Modern Sag Harbor Construction by Thread Collective Expansive New Construction in Sag Harbor Introducing a now completed modern masterpiece by Thread Collective Architects. Featuring 8,500sf of luxury and comfort with 7 bedrooms and 10 baths on 0.68+/- acres. This beautiful home includes a saltwater pool, spa, and pool house. Just moments away from Sag Harbor Village amenities and convenient to Sagg Main Ocean Beach. Additional amenities include a sauna, steam bath, 6 indoor fireplaces, and one outdoor fireplace. The lower level is expansive with a bar/wine and plenty of room for a gym, game room or however you would like to customize. There are four laundry areas. All bathroom floors are radiant heat. Handmade white oak cabinetry. Real white oak floors. This is a fantastic lot backing to county-owned easement with views and access to Long Pond.

22 Round Pond Lane, Sag Harbor

$2,050,000
4 Beds 4 Baths 977280 MLS
Your perfect East End summer starts here. This sprawling, move-in-ready mother-daughter home offers an incredible lifestyle, near a quiet, beautiful beach and just five minutes to the vibrant energy of Main Street. With 3,174 sq. ft. of flexible living space, this meticulously maintained residence provides ample room for family, guests, or in-laws. Enjoy the private, shy half-acre property, featuring a charming front porch, mature cedars, and a sunny deck perfect for al fresco dining. Complete with a fireplace, skylights, a lovely country kitchen, and a full basement with a workshop and outside access, this home is ready for you to embrace Sag Harbor Cove access and the best of the East End this season.

22 Peninsula Drive, Sag Harbor

$12,995,000
5 Beds 7 Baths 969949 MLS
Set on the tranquil shores of Genet Creek, this modern waterfront residence in North Haven Point captures the essence of Hamptons luxury. Facing west for breathtaking sunsets and framed by 1.84 acres of privacy, the pristine 8,000± sq. ft. home—crafted by master builders Witty & Gazda—balances timeless elegance with modern comfort. From the moment you arrive, the approach sets the tone: a gated, curving pebbled drive lined with native grasses leads to a striking home nestled in a natural clearing. Through a gracious loggia entry, a dramatic architectural stair introduces interiors designed to maximize light, water views, and seamless indoor-outdoor living. The first floor flows effortlessly with 10-foot ceilings, walls of French doors, and expansive bluestone patios extending each room into the landscape. A sunlit living room with marble fireplace opens to the epicurean kitchen, outfitted with sleek Poliform Varenna cabinetry, Caesarstone and stainless countertops, Dornbracht fixtures, and a full suite of Sub-Zero and Miele professional appliances—including double dishwashers and ovens. An adjoining bar and buffet area enhances entertaining, while a cozy den with fireplace, spacious walk-in pantry, custom mudroom, and private office complete the level. Upstairs, the serene primary suite features a wood-burning fireplace, spa-like bath, and private balcony overlooking Shelter Island. Two en-suite guest rooms also enjoy water views, while two additional bedrooms share a full bath—one with its own terrace. A generous laundry with double Miele washers and dryers completes the floor. The 1,500± sq. ft. lower level offers every amenity: a sun-filled game room with gas fireplace and bar, tiered home theatre with 10’ screen and projector, fully equipped gym, and full bath. Outdoors, multiple entertaining areas surround a 20’ x 50’ heated gunite pool with spa, masonry fire pit, and sweeping lawns that stretch toward dramatic western water views of Genet Creek, Noyac Bay, and Shelter Island. Sustainability meets luxury with a solar roof, geothermal air conditioning, and radiant heated floors—even in the two-car garage. Within North Haven Point, owners also enjoy quiet roads for walking or cycling, community tennis, and bay beach rights—all just minutes from Sag Harbor Village, Shelter Island, and world-class ocean beaches. This exceptional property is a rare offering: modern waterfront living at its finest, with every detail designed for comfort, beauty, and connection to the Hamptons’ natural landscape.

27 Ezekills Hollow, Sag Harbor

$34,995,000
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

$15,500,000
8 Beds 10 Baths 959467 MLS
The Pinnacle of Sag Harbor Waterfront Living This 11,723 SF+/- masterpiece redefines harbor water front luxury living. A collaboration between Andre Kikoski, Sofia Joelsson, and Ed Hollander, this 4-level residence sits on 250' of direct frontage on Sag Harbor Cove, featuring a private beach and an exclusive deep-water marina with two 60' slips. The Residence is defined by floor-to-ceiling glass and seamless indoor/outdoor transitions, the home features 8 bedrooms, 9.5 bathrooms, and an elevator serving all levels. Living spaces are light-filled, open-concept layout with wide-plank flooring, a sculptural floating staircase, and double-height foyers. The chef's kitchen embraces only the best: White Calacatta marble, custom charcoal Ecolak cabinetry, and a suite of Miele, SubZero, and Gaggenau appliances. The primary suite is situated in its own private wing featuring dual walk-in closets, panoramic water views, and a spa-bath clad in fluted Fior De Bosco tile and Black Cosmic granite. The guest quarters are elegant designer en-suites appointed with Zebrino marble, Canaletto walnut, and molten brass accents. Additional amenities include a Rooftop Oasis with an expansive terrace and a full outdoor kitchen, BBQ, and dining all overlooking Sag Harbor Cove. Sunsets provide moving artwork throughout the seasons. A private gym with Technogym equipment, 4-car underground garage, and a Rolls-Royce-engineered backup power system. All of this mere steps from Sag Harbor's Main Street galleries and fine dining. This isn't just a home; it's a masterclass in Hamptons engineering. From the deep-water docking to the rooftop with pool potential, extraordinary sunsets, every inch has been intentionally curated for capacious hosting and tranquil privacy.

2 "B" W Water Street, Sag Harbor

$34,995,000
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

$15,500,000
8 Beds 10 Baths 959203 MLS
Presenting a truly exceptional waterfront offering at 2 West Water Street, Residence B, this remarkable property spans approximately 11,723± sq. ft. of thoughtfully designed interior and exterior living space. Created by J. Bialsky Premier Design & Development in collaboration with award-winning Andre Kikoski Architect, this turnkey residence represents a sophisticated blend of innovative architecture, modern luxury, and effortless waterfront living in the heart of Sag Harbor. Arranged across four elevator-serviced levels, the home features a refined layout with eight beautifully appointed bedroom suites and expansive, light-filled living spaces designed to capture the surrounding harbor views. The entry level offers direct garage access and opens to a welcoming family room that connects seamlessly to a waterfront gym and a covered porch overlooking the dock, creating a tranquil indoor-outdoor lifestyle experience. The second level is dedicated to the serene waterfront primary suite, complete with a spa-inspired bath featuring a soaking tub, a private office, dual closets, and a waterside terrace designed for quiet mornings overlooking the harbor. At the heart of the residence, the third-level great room serves as the main gathering space, showcasing an open-concept kitchen, dining, and living area. Floor-to-ceiling openings lead to an expansive waterfront deck, perfectly positioned to take in sweeping views across Sag Harbor Cove and the village beyond. The rooftop terrace elevates the living experience further, featuring an outdoor kitchen, multiple seating and dining areas, and panoramic vistas in every direction. The generous rooftop footprint also allows for the potential addition of a plunge pool or spa, creating a private retreat above the water. The offering includes private beach access and immediate harbor entry, along with two individual boat slips accommodating vessels up to 50 feet, making this an exceptional opportunity for boating enthusiasts. Seamlessly combining the comfort of modern townhouse living with the rare privilege of direct waterfront access, Residence B stands as a distinctive and highly sought-after Hamptons offering.

2 B West Water Street, Sag Harbor

$6,500,000
3 Beds 2 Baths 957128 MLS
This unique waterfront offering boasts an unprecedented 228± feet of water frontage in the highly sought-after Redwood Island neighborhood of Sag Harbor Village. This south-facing, partially bulkheaded lot offers breathtaking panoramic views of Sag Harbor Cove and features a private dock equipped with a jet ski lift, accommodating multiple boats for convenient access to the Village and the Bay. The charming nautical-themed cottage boasts a charming eat-in kitchen with a tin ceiling, a cozy living room with a fireplace, 3 bedrooms, 2 bathrooms, a detached garage, and a covered deck and patio - ideal for relaxing and enjoying the expansive water views. Explore the potential of this extremely rare, double-wide waterfront opportunity, just a mile from Sag Harbor Village's year-round activities. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

210 Redwood Road, Sag Harbor

$2,395,000
4 Beds 4 Baths 919059 MLS
Welcome to this stunningly renovated three-bedroom plus den, four-bath home - just one block from private beach access, with mooring rights! This single-level home is filled with sunlight and soaring ceilings throughout. You'll love the open layout and the warmth of the huge gas fireplace in the living room, complete with built-ins. The kitchen features handmade white oak cabinetry, and every bathroom has been beautifully appointed. Hardwood oak floors tie the whole space together. Enjoy your very own backyard oasis just outside - a gorgeous 32-by-16 gunite saltwater pool with spa, plus a pool house and outdoor shower. Downstairs, the lower level with egress windows is ready for fun - think ping pong, a playroom, or your own gym - and there's plenty of storage, too. Listing ID: 926440

7 Sims Avenue, Sag Harbor

$1,695,000
3 Beds 3 Baths 900651 MLS
Now Offered at $1,695,000 Exceptional Value in Sag Harbor Village Opportunities like this are becoming increasingly rare. Just under half a mile from the heart of Sag Harbor Village with a sidewalk straight into town this .6-acre property offers something the market is starving for: scale, location, and meaningful upside. Around the corner, a vibrant community park features a recently renovated playground and tennis courts, with new pickleball courts anticipated by Memorial Day adding immediate lifestyle appeal to an already prime setting. The existing 3-bedroom, 3-bath home blends historic character with thoughtful updates, while a substantial detached garage with soaring ceilings presents endless potential — studio, gym, workspace, or future conversion. But what truly sets this property apart is the untapped development potential: Currently utilizing only 5% of the allowable Gross Floor Area (20% permitted) offering a rare opportunity to significantly expand, reimagine, or create a custom compound within the village. Whether you’re a builder, investor, or end-user with vision, the upside here is undeniable. Add to that a proven rental history including additional income from the garage space and you have a property that performs today while offering substantial future value. Large parcels with this level of flexibility, this close to the village, are few and far between. At this price, in this location, with this level of untapped potential opportunities like this, this close to the village, are exceptionally rare.

1350 Brick Kiln Road, Sag Harbor

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.