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$2,495,000
3 Beds ⋅ 2 Baths ⋅ 990507 MLS
Tucked away in the sought-after North Sea section of Southampton, this beautifully curated 3-bedroom, 2-bath retreat offers an effortless blend of comfort, style, and classic Hamptons living. Set on approximately 0.70 acres, the property showcases a private backyard oasis with an in-ground pool and expansive decking—perfect for relaxed summer afternoons or elegant outdoor entertaining . Inside, sun-filled interiors feature a welcoming living room with hardwood floors and a wood-burning fireplace, while a bright sunroom with oversized windows and French doors creates a seamless indoor-outdoor experience. The chef’s kitchen is thoughtfully appointed with premium Thermador appliances, including a 6-burner range, dual dishwashers, and a wine refrigerator, catering to both everyday living and entertaining with ease . The home offers two guest bedrooms on the main level, while the primary suite provides a tranquil escape with an en-suite bath and direct access to a hot tub and outdoor shower. A fully finished walk-out basement adds valuable bonus space, ideal for recreation, guests, or a home office . Moments from Southampton Village, bay beaches, and renowned dining, this North Sea residence captures the essence of refined Hamptons living. Schedule your private showing today and experience this exceptional property for yourself.

44 Straight Path, Southampton
$1,995,000
6 Beds ⋅ 6 Baths ⋅ 990217 MLS
Discover an exceptional offering in the Hamptons-this beautifully updated six-bedroom, six-bathroom residence presents the perfect balance of refined Hamptons living and outstanding investment potential. Renovated in 2021, the home features a thoughtfully designed open floor plan ideal for both everyday living and entertaining. The light-filled living area flows seamlessly into a well-appointed eat-in kitchen and spacious dining area, all opening to an expansive deck that enhances the indoor-outdoor lifestyle. The first floor offers a versatile layout, including a junior primary suite with a full bath, and two additional guest bedrooms served by a well-appointed hall bath-providing comfort and flexibility for and guests alike. The second level is highlighted by a generous primary suite featuring a stylish private bath and a peaceful retreat feel. Two additional guest bedrooms-one en-suite and another with a separate hall bath-ensure ample privacy for visitors. A dedicated second-floor office offers an ideal work-from-home environment. The finished lower level expands the living space even further, complete with a kitchenette, den, and full bath-perfect for extended guests or recreation. Outdoor amenities are equally impressive, featuring a heated pool and hot tub, built-in outdoor kitchen, outdoor shower, and a private basketball court. Designed for relaxation and entertaining, the property delivers the ultimate Hamptons lifestyle. Ideally located in Shinnecock Hills, the home is just minutes from ocean beaches, renowned restaurants, and local shops. Whether enjoyed as a primary residence, seasonal retreat, or income-producing rental, this property offers year-round appeal and strong investment potential.

36 Charla Drive, Southampton
$5,250,000
3 Beds ⋅ 2 Baths ⋅ 983585 MLS
A rare dual-waterfront opportunity in Southampton, this unique property offers direct frontage on both Little Peconic Bay and Fresh Pond, creating an exceptional setting with water on either side. With approximately 111 feet of sandy beach on the bay and a protected bulkhead with dock, the property provides immediate access to open water while also offering a more sheltered environment for boating and watersports. Enjoy long summer days on the beach with swimming, paddleboarding, and kayaking, followed by sunset views over Little Peconic Bay. From your dock, set out with ease to explore nearby destinations including Sag Harbor, Shelter Island, Robins Island and the North Fork. The existing single-story home features three bedrooms and two baths, with an open living, dining, and kitchen area oriented toward the water. Whether enjoyed in its current form or thoughtfully updated over time, the property also offers significant potential to expand or create a custom residence that fully takes advantage of its rare setting. Situated within a desirable waterfront community just minutes from Water Mill and Southampton Village, this offering presents a compelling opportunity for builders, investors, or end users seeking a unique combination of bayfront beach and protected dockage in the Hamptons. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

21 E Shore Drive, Southampton
$5,595,000
7 Beds ⋅ 9 Baths ⋅ 978793 MLS
Newly constructed transitional residence set on approximately one acre just moments from Southampton Village. Offering approximately 7,564 +/- square feet across three finished levels, this home combines scale, design, and functionality in a highly desirable setting. A dramatic double-height foyer with 11-foot ceilings and a floating glass staircase creates a striking entry, leading into a sun-filled great room with a marble fireplace and views of the backyard. The open-concept layout is designed for both everyday living and entertaining, featuring a chef’s kitchen with premium appliances, custom cabinetry, marble countertops, and a spacious center island. A pantry, wet bar, and multiple dining areas provide flexibility and convenience. The first level also includes a junior primary suite, mudroom, powder room, and attached two-car garage with radiant heat. The second level features a primary suite with private balcony, walk-in closet, and a spa-style bathroom with soaking tub and dual vanities. Three additional en-suite bedrooms with walk-in closets and a well-appointed laundry room complete the upper level. The finished lower level offers additional living space including a gym with sauna, media room, recreation area, and two guest bedrooms with a full bath. Outdoor amenities include a heated 20 x 40 gunite pool with spa, marble patio, and landscaped grounds designed for privacy. A detached pool house provides additional space with kitchenette, bathroom, laundry, and outdoor shower, ideal for entertaining. Located near Southampton Village shops, restaurants, and ocean beaches, this property offers a complete Hamptons lifestyle.

8 Ashwood Court, Southampton
$2,199,000
4 Beds ⋅ 4 Baths ⋅ 975324 MLS
South of the Highway Gem - Two Houses from Shinnecock Bay Perfectly situated South of the Highway in the prestigious Atterbury Hills enclave, this residence offers a quintessential Hamptons lifestyle with beach access just steps away. Five minutes to the Village of Southampton and ten minutes to world-class ocean beaches, the location provides the perfect balance of convenience and coastal serenity. The ground level features two guest bedrooms, a full bath, laundry, a sauna, and a one-car garage. A short flight up leads to a thoughtfully designed junior primary suite, defined by large picture windows and warm natural wood accents. The heart of the home is an open-concept kitchen, living, and dining area anchored by a classic wood-burning fireplace. This level is flooded with natural light from its southern exposure toward Shinnecock Bay and includes a powder room and sliding glass doors that open to an inviting deck and terrace. The secluded primary suite occupies its own private level, boasting an abundance of sunlight and a balcony with partial water views. Explore the home's expansion possibilities, offering the potential to further capture and enhance the surrounding water vistas. Sited on over an acre, the grounds offer privacy framed by mature specimen trees, while the heated gunite pool and spa create the ultimate setting for summer enjoyment. This is a rare opportunity to customize a private estate in a premier beachside location.

27 Atterbury Road, Southampton
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 974288 MLS
Experience an inspired blend of Southern elegance and modern Hamptons living in this stunning new construction, perfectly positioned in the highly coveted Southampton Cove community. This exceptional residence showcases a beautifully balanced architectural design, featuring symmetrical front and rear façades accented by double stacked balconies on both levels. Step inside to an airy, open-concept first floor anchored by a custom designed chef’s kitchen with high-end Thermador stainless steel appliances, 2" quartz countertops, and an oversized center island ideal for entertaining. Ten-inch engineered white oak flooring, a striking marble fireplace, and custom-crafted railings elevate the home’s sophisticated aesthetic. A stylish first-floor junior suite with a private bath provides an inviting retreat for guests, while a dedicated second full bath—conveniently situated off the pool area—adds ease to indoor/outdoor living. Upstairs, the luxurious primary suite awaits with thoughtful indulgences including a built-in coffee bar with sink, a second fireplace, and an exquisite spa bath with rain shower, radiant-heated floors, water closet, ambient-lit double mirrors, and built-in Bluetooth speakers. Two additional guest suites, each with uniquely designed private baths, ensure comfort and privacy for all. Every living space and bedroom seamlessly integrates indoor and outdoor living through French doors leading to covered balconies. Ample built-in closet systems throughout the home offer move in convenience, complemented by a second-floor laundry room with additional hookups in the lower level. The fully finished lower level extends the living space with a private gym, lounge area, fifth bedroom, and full bath—perfect for hosting or relaxation. Outdoors, the property invites leisure and entertainment with a Gunite heated pool and a fully equipped outdoor kitchen. The adjacent carport with ample lighting offers easy access to the mud room into kitchen. For water enthusiasts, the private community marina offers space for your boat or kayak—just moments from your doorstep.

40 Waters Edge Road, Southampton
$2,625,000
7 Beds ⋅ 4 Baths ⋅ 972909 MLS
This exquisitely updated home is situated at the end of a tranquil cul-de-sac and features three finished levels, seven bedrooms, and four bathrooms. The incorporation of modern, high-end finishes throughout the property introduces elements of luxury and refinement. The home has been recently renovated and is ready for immediate occupancy. Upon entering, one is greeted by impressive high ceilings, elegant paneling, and expansive hardwood floors. To the right, a sunlit den, illuminated by large windows and bright recessed lighting, provides a warm and inviting atmosphere. The eat-in kitchen is adorned with stunning marbled countertops and equipped with top-of-the-line Viking appliances. The dining area is enhanced by a wall-integrated fireplace which serves as a sophisticated backdrop for dinner gatherings. The first floor comprises a primary bedroom featuring a luxurious marble bathroom, alongside an additional bedroom and bathroom. Ascending to the upper level, you will find five spacious bedrooms accompanied by two additional full bathrooms. One of the bathrooms boasts a large soaking tub, while both are fitted with spa-like showers and elegant custom tiles. The fully finished lower level is ideally suited for entertaining and provides ample space for a workout area, dining room, lounge with a bar, as well as the versatility to adapt the space to meet individual preferences. The backyard features a sunlit deck and patio, an in-ground saltwater pool, and a fire pit, creating an idyllic environment for outdoor entertaining. Residents will enjoy convenient access to an array of restaurants, shopping options, and all that the Hamptons have to offer, with easy access to Montauk Highway. This location is equidistant to both Southampton and Hampton Bay villages, each approximately four miles in either direction, and is situated less than a mile from two picturesque bay beaches: Peconic and Shinnecock. With a long history of rental income this property is the perfect purchase for both investor or end user. Call today to make this house your next home.

191 Shinnecock Hills Road, Southampton
$1,820,000
3 Beds ⋅ 2 Baths ⋅ 964413 MLS
Southampton Cove Retreat – Renovated 3BR with Water Views & Deck Just renovated! This stunning 3-bedroom, 2-bath home offers an open floor plan with brand-new floors and modern bathrooms. The spacious great room flows seamlessly to a large deck, perfect for entertaining or relaxing while enjoying serene water views. A bonus room on the first floor has a separate kitchenette and laundry. Located in the desirable Southampton Cove community, close to beaches and Southampton Village amenities. Enjoy kayaking in the peaceful waters of the Cove, or bring your canoe and picnic at the nearby bay beach. Centrally located just minutes from Southampton Village shops, dining, and world-class beaches.

9 Helens Lane, Southampton
$8,495,000
6 Beds ⋅ 9 Baths ⋅ 960949 MLS
Tucked behind a curtain of privacy hedges and located south of the highway in Southampton Village, 50 Tuckahoe Lane is a stunning brand-new construction set on 1.2 lush acres, thoughtfully designed to offer luxury, comfort, and refined Hamptons living. Recently Completed and Move in Ready, this 7,307 square-foot residence has been meticulously curated for both functionality and style. The approach down the long gravel driveway welcomes you to an elegant two-story cedar-clad home with clean architectural lines and expansive glass windows that fill the interiors with natural light. Step inside and be greeted by a soaring double-height foyer, setting the tone for the grand yet warm interior that flows effortlessly into the heart of the home-an open-concept living space anchored by a gourmet chef's kitchen. Outfitted with state-of-the-art stainless steel appliances, an oversized island, and a walk-in pantry, this kitchen is ideal for both casual breakfasts and large-scale entertaining. A sleek double-sided fireplace connects the great room and den, while a formal dining room, home office, mudroom with built-ins, and a junior primary suite with a private deck complete the first floor. Upstairs, the primary suite is a true retreat, offering two custom walk-in closets, a spa-like bathroom with a soaking tub and glass-enclosed shower, a separate sitting room, and a large private terrace overlooking the serene backyard. Three additional ensuite bedrooms and a laundry room complete the second floor. The finished lower level offers even more versatility with two ensuite bedrooms, a media lounge, recreation space, full bath, laundry, and potential for a gym, home theater, or playroom. Outside, this estate is a true entertainer's dream. A 20' x 50' heated gunite pool with integrated spa sits just off the rear patio, accompanied by a pool house, outdoor shower, and sunken patio lounge. A private sunken tennis court rounds out the outdoor amenities, creating a resort-like atmosphere that invites both relaxation and recreation. With 6 total bedrooms, 8 full baths, 1 half bath, and every modern amenity including central A/C, attached 2-car garage, private well water, and septic, 50 Tuckahoe Lane is not just a home it's a lifestyle. A rare offering in one of the Hamptons' most coveted locations.

50 Tuckahoe Lane, Southampton
$6,495,000
4 Beds ⋅ 4 Baths ⋅ 942706 MLS
SOUTHAMPTON VILLAGE CHARMER Historic Southampton Village Treasure with Pool, Barn & Lush Grounds- Discover timeless village charm in this beautifully preserved 4-bedroom, 3.5-bath, 3-fireplace residence-originally built in 1740 and gracefully evolved for modern living. Set on just under half an acre, this south-facing property offers privacy, mature specimen trees, and thoughtfully landscaped grounds that create an idyllic setting in the heart of Southampton Village. A sparkling pool is complemented by a classic barn with a second-floor loft and an attached covered porch that now serves as a stylish pool house. A historic "summer kitchen" adds to the property's authentic character and sense of place. Relocated twice within the Village and positioned in its current location since the 1950s, the home retains its early-American craftsmanship, including 9-foot ceilings on the first floor, exposed beams, and original wide-plank wood floors and paneling. The exquisitely renovated kitchen-outfitted with Viking appliances-was designed as a natural gathering space, opening to a warm, inviting family room and offering seamless flow to the outdoor living areas. The newly completed sunlit primary suite features French doors that open directly into the gardens, creating a serene retreat. Central air and heat ensure comfort in every season. Upstairs, three additional bedrooms provide ample space for guests, while the unfinished basement offers room for future expansion or customization. Just moments from the ocean at Little Plains Beach and steps to the boutiques and dining of Southampton Village, this rare offering blends historic charm with modern amenities-an extraordinary opportunity to own a piece of the Hamptons' heritage.

94 Post Lane, Southampton
$2,999,000
4 Beds ⋅ 5 Baths ⋅ 948865 MLS
Beautifully designed with a sleek, minimalist style this home and shows like nearly new. Open floor plan ideal for modern living. The residence features four en-suite bedrooms, all located on the second floor, highlighted by soaring ceilings throughout. Peconic Bay Beach is just one block away (approximately 500 feet) and neighborhood includes deeded mooring rights. The community also offers private neighborhood beaches with amenities for swimming, paddle boarding, kayaking, mooring, and a boat launch. Set on a quiet street on only 10 minutes from both Sag Harbor Village and Southampton Village. This charming, village-style home is framed by manicured hedges, welcomed by a circular driveway and inviting covered front porch. Upon entry, a dramatic double-height, sun-filled foyer sets the open and bright tone for the home. The house offers approximately 3,600± square feet of above-grade living space, plus an additional 1,600± square feet of unfinished basement with ceilings that would finish at approximately 9.5 feet. The first floor features a gourmet chef's kitchen with granite countertops, white high-end cabinetry, and a center island with prep sink and a second sink beneath a window overlooks the rear gardens. Professional-grade appliances include a Viking refrigerator/freezer, Viking 4-burner gas range with center grill, and two Bosch dishwashers. A large walk-in pantry provides ample storage. The adjoining great room features a stone fireplace, while the dining room flows seamlessly between the kitchen and open foyer ideal for entertaining. A light-filled first-floor office offers flexibility and could easily serve as a fifth bedroom in place of the office. The first floor features 9ft ceilings throughout. The second floor is anchored by a spacious primary suite with approximately 20-foot ceilings, a fireplace with stone hearth, and a generous walk-in closet. The en-suite bath includes double vanities, a large soaking tub, and a glass-enclosed shower with stone floors. A junior primary bedroom with its own en-suite bath featuring both tub and shower completes the bedroom accommodations. A conveniently located second-floor laundry room is complemented by an additional laundry area in the basement. The meticulously landscaped grounds provide total privacy and an ideal setting for outdoor living and seamless outdoor entertainment. The backyard features an 18' x 36' heated saltwater pool with a dedicated sunbathing area, as well as a separate lounging space centered around an outdoor fireplace table-perfect for intimate evening gatherings. The spacious patio accommodates dining and grilling areas. Additional features include an attached 20' x 16' garage.

10 Bay View Road N, Southampton
$3,595,000
4 Beds ⋅ 5 Baths ⋅ 945253 MLS
Stunning 4-Bedroom with Pool, 1.35+/- Acres on Majors Path, Southampton Welcome to this beautifully renovated and gated Southampton retreat where modern luxury meets timeless Hamptons style. Set on 1.35+/- private acres, this meticulously maintained two-story home offers exceptional indoor and outdoor living, 4 bedrooms, 4 full baths, and 1 half bath. Highlights include a brand-new Gunite heated saltwater pool (20' x 40'), new cedar roof and gutters, new landscaping, and a newly finished lower level with a full bathroom. Additionally, there is a permit in place for a tennis or pickleball court, adding great value to the property. Inside, the home features a sun-filled living room with a wood-burning fireplace, a chef's kitchen with premium appliances, and a cozy family room with a gas fireplace. The luxurious primary suite offers a serene private escape with a designer bath, and a versatile den provides additional living or sleeping space. Outdoor living shines with an expansive covered porch featuring automated screens, ideal for summer evenings. A surrounding deck and patio overlook the pool, creating a perfect setting for entertaining. Extensive recent upgrades include copper plumbing, new boiler and hot water heater, new septic system, irrigation system, water filtration system, humidifier, and more-ensuring comfort, efficiency, and peace of mind. A rare opportunity to own a turnkey, gated Southampton home on 1.35 sprawling acres on Majors Path.

1824 Majors Path, Southampton
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 944598 MLS
Elegantly finished and impeccably maintained, this refined carriage house delivers both premier location and exceptional quality, with effortless access to all the coveted amenities of Southampton Village - boutique shopping, acclaimed restaurants, verdant parks, and, of course, some of the world's most celebrated ocean beaches. A charming covered front porch sets a gracious tone upon arrival, leading into a sun-filled open-concept living room anchored by a wood-burning fireplace. The beautifully appointed eat-in kitchen features premium appliances, generous storage, and seamless flow to a dining area bathed in natural light. An inviting en-suite bedroom completes the main level with comfort and style. The finished lower level expands the home's versatility, offering an airy open layout ideal for a guest bedroom, home office, laundry, media lounge, fitness area, or a spacious recreation room. Combining an enviable village location with timeless design, modern comforts, and low-maintenance living, this residence is a rare opportunity to enjoy the very best of Southampton.

21 N Sea Road, Southampton
$2,150,000
3 Beds ⋅ 4 Baths ⋅ 942735 MLS
Southampton investment property offering a rare multi-structure compound on approximately 1.2 acres south of Montauk Highway, near Shinnecock Bay and close to ocean beaches. The property includes four structures: a main residence with a lower level; a separate guest cottage with 1 bedroom, full bath and powder room; a two-story garage; and an additional shed. The generous acreage and existing layout provide flexibility for renovation, reconfiguration, or value-add potential. Room for a pool and/or tennis court (subject to approvals). A unique opportunity to reimagine a Southampton compound in a sought-after resort market location.

39 Cedar Drive, Southampton
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 942193 MLS
Southampton Cove - Waterfront Community Located in the coveted waterfront community of Southampton Cove and set on 0.45 acres, this bright and charming Traditional offers the perfect Hamptons living surrounded by nature, beaches, and serene privacy. This 4-bedroom, 3-bath residence features 3,000 +/-sq.ft among the 3 levels with sun-filled living space with an open, flowing layout ideal for relaxing or entertaining. The main level welcomes you with a formal living room anchored by a wood-burning fireplace, seamlessly connected to the cozy family room. The updated kitchen is outfitted with stainless steel appliances and opens to the dining area, while a brand-new full bath completes the first-floor amenities. On the second level you'll find four bedrooms, including a generous primary suite with a master bath with radiant heated floors and laundry room. The 1100± sq. ft. finished lower level expands the home's living space with a TV lounge, game area, exercise equipment, and a sauna, offering a complete retreat. Step outside to an inviting bluestone patio with an outdoor kitchen/BBQ, overlooking manicured grounds and a heated saltwater pool. A covered front porch provides yet another spot to unwind and enjoy the peaceful surroundings. Additional highlights include an attached 2-car garage and access to Southampton Cove community amenities, including a marina and pavilion-perfect for taking in the area's renowned sunsets. Just moments from Towd Point Beach and conveniently close to Southampton and Sag Harbor Villages, with their world-class dining, shopping, and ocean beaches.

66 Knoll Road, Southampton
$6,995,000
6 Beds ⋅ 9 Baths ⋅ 939794 MLS
Experience refined coastal living in this newly built traditional residence located in the heart of Southampton Village. Set on a meticulously landscaped 0.52 acre property south of the highway, this sophisticated estate offers 6 bedrooms, 7 full baths, and 2 half baths across 6,000 sq. ft. of impeccably crafted living space. A dramatic double-height foyer welcomes you inside, revealing a thoughtfully curated floor plan that seamlessly blends comfort and style. Sun-filled living and family rooms flow effortlessly into the dining area, creating an ideal backdrop for everyday living and elegant entertaining. At the center of the home, the gourmet chef's kitchen showcases elevated design and premier functionality. Featuring a stunning Taj Mahal quartzite island, a six-burner Wolf range, built-in cappuccino machine, and an exceptional suite of professional-grade appliances, it opens directly to an expansive patio-perfectly designed for effortless indoor-outdoor gatherings. The first level includes a versatile junior primary suite, equally suited as a home office or guest quarters. Upstairs, the serene primary suite offers a private retreat with a spacious walk-in closet and a spa-inspired bath complete with double vanity and freestanding soaking tub. Three additional en-suite bedrooms, each generously scaled and filled with natural light, complete the second level. The fully finished lower level expands the possibilities with an en-suite bedroom, recreation lounge, custom wine display, and a flexible bonus room ideal for a home theater or gym. Outside, luxury continues with a pristine 20' x 40' heated Gunite pool with spa, surrounded by a custom Kasha sandblasted marble patio. A beautifully appointed pool house, outdoor shower, and fully fenced, lushly landscaped yard-maintained by a comprehensive irrigation system-create a resort-caliber outdoor oasis. Additional features include a two-car garage and ample on-site parking. Perfectly positioned just minutes from world-renowned beaches, village boutiques, and Southampton's celebrated dining scene, this exceptional new construction offers the ultimate Hamptons lifestyle.

100 Narrow Lane, Southampton
$6,795,000
6 Beds ⋅ 8 Baths ⋅ 936974 MLS
Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home features 6 bedrooms,7 full bathrooms, and 1 half bath, thoughtfully designed for both comfort and sophisticated entertaining. The main level showcases a dramatic open-concept great room with soaring ceilings, a fireplace, and walls of glass that invite natural light throughout the space. The chef’s kitchen is anchored by a large center island and complemented by a stylish bar area, seamlessly connecting to an elegant dining room with seating for ten and surrounded by glass sliders that open to the outdoor living areas.A first-floor primary suite offers a private retreat complete with a sitting area, gas fireplace, spa-inspired bath, and dual walk-in closets.Upstairs, four en suite guest bedrooms are privately situated opposite an additional primary suite with gas fireplace, all connected by a striking double-height foyer overlooking the main level. The second floor also includes a second laundry room and an expansive balcony lounge deck. The finished lower level adds exceptional living space with an en suite bedroom, media room, gym area,office, and a separate exterior entrance. Outdoor living is equally impressive. A 20' x 40' heated gunite pool is surrounded by classic Hamptons landscaping designed for privacy, while extensive decking creates multiple spaces for relaxing, dining, and entertaining al fresco.This remarkable residence combines modern design, generous living space, and a prime Hamptons location—just minutes from world-class ocean beaches, farm stands, and village amenities. ALSO AVAILABLE FOR RENT.

207 Middle Line Highway, Southampton
$5,595,000
7 Beds ⋅ 8 Baths ⋅ 935820 MLS
Presenting an exceptional new Hamptons estate, currently under construction and slated for completion at the end of 2025. This bespoke two-story residence spans approximately 6,651 sq. ft. of masterfully crafted living space, blending timeless architectural elegance with modern luxury for the ultimate year-round retreat or seasonal escape. A dramatic double-height foyer introduces an airy, open-concept great room anchored by a sleek fireplace and lined with expansive glass doors that frame views of the resort-style grounds. The adjoining gourmet kitchen is impeccably appointed with custom cabinetry, premium integrated appliances, and an oversized center island designed for both culinary precision and effortless entertaining. A sophisticated dining area flows seamlessly to the bluestone terrace and outdoor oasis, where a fully equipped kitchen and a beautifully designed pool house set the stage for al fresco living at its finest. The main level also features a private guest suite, a chic powder room, and an attached two-car garage, ensuring both comfort and convenience. The second floor is dedicated to luxury, highlighted by a grand primary suite that serves as a true sanctuary. Enjoy a private balcony overlooking the grounds, dual walk-in closets, a dedicated office lounge, and a spa-inspired bath with a soaking tub and designer finishes. Three additional en-suite bedrooms and a well-appointed laundry room complete the level. The finished lower level provides an additional world of lifestyle options, featuring a generous recreation room, two more bedrooms, a stylish mini-bar, and a secondary laundry room—ideal for extended stays or hosting guests. This home is also thoughtfully engineered with sustainability in mind, including a state-of-the-art geothermal heating and cooling system for optimal energy efficiency and year-round comfort. Outdoors, the beautifully landscaped property is designed for relaxation and recreation, featuring a 20' x 40' heated gunite pool, a charming pool house, and lush, professionally curated plantings that create a serene, private setting. Perfectly situated just minutes from Southampton Village, renowned dining, boutique shopping, and pristine ocean beaches, this property offers the quintessential Hamptons lifestyle—luxurious, effortless, and unforgettable.

259 Majors Path, Southampton
$4,560,000
5 Beds ⋅ 6 Baths ⋅ 926894 MLS
Built in 2005 and gracefully sited on 1.18 acres overlooking North Sea Harbor's peaceful Fish Cove, this 5,100± sq. ft. residence captures the essence of Hamptons waterfront living. Expansive glass windows and French doors fill the interiors with natural light and frame serene harbor views from nearly every room. The main level offers a gracious entry foyer, a generous kitchen with premium appliances, and open dining and living areas designed for gatherings that flow seamlessly outdoors. A sunroom, a living room with a fireplace, and a family room with a fireplace create inviting spaces to relax, while an en-suite guest room and three-car garage complete the first floor. Upstairs, two oversized and sunny primary suites each open to private sundecks, accompanied by two additional ensuite bedrooms. Outside, a spacious mahogany deck leads down to a bluestone patio that surrounds a 40'x20' heated gunite pool, nestled among expansive lawns and mature landscaping-perfect for entertaining or enjoying peaceful mornings by the pool and water. Adding tremendous versatility is a 2,400± sq. ft. unfinished lower level with 11-foot ceilings, offering abundant space for future recreation, media, or fitness rooms. Included with the property is a separate 1.3-acre waterfront parcel with a private dock, providing direct access to boating on Peconic Bay, and making this a total of 2.48 waterfront acres. With panoramic harbor and cove views, indoor-outdoor living, and rare dual parcels, this 2005-built North Sea Harbor retreat embodies the best of the Hamptons lifestyle-minutes from Southampton Village and ocean beaches.

12 Fish Cove Road, Southampton
$3,895,000
6 Beds ⋅ 6 Baths ⋅ 920991 MLS
SOUTHAMPTON MEADOWS ESTATES Located just moments from world-class beaches, dining, shopping, and cultural attractions, 4 Spring Lane offers the best of Hamptons living - whether as a full-time residence, summer escape, or investment opportunity. Set on a meticulously kept and landscaped property, this spacious home offers a lifestyle of ease and elegance with gourmet kitchen with island seating and stainless-steel appliances, formal dining area, den/office/TV room, living room with soaring ceilings and a wall of windows plus a gas fireplace. The first-floor primary ensuite comes with two spa-inspired bathrooms and an office space. The second story features four additional ensuite bedrooms connected by an elegant catwalk that overlooks the main floor. The fully finished lower level includes its own entrance, one additional bedroom and full bath, gym, wet bar, plus additional spaces providing flexibility for guests, office space, or recreation. A set of French doors open to a private backyard oasis complete with a heated gunite pool, spa, covered patio with retractable roof system, and lush gardens - ideal for summer gatherings or serene relaxation. Amenities include community tennis, laundry on the first floor, and on the finished lower level, and a two-car garage adds convenience to this already exceptional offering. 4 Spring Lane presents an incredible opportunity to own a sophisticated home in one of the Hamptons' most desirable areas. This multigenerational home is fully wheelchair accessible with lifts to upper and lower levels and to the spa and pool.

4 Spring Lane, Southampton
$3,380,000
4 Beds ⋅ 6 Baths ⋅ 916978 MLS
Completely Renovated Southampton Gem! Set on a beautifully landscaped 0.7-acre corner lot offering added privacy, generous outdoor space. In the highly desirable North Main Street, this stunning Southampton residence offers the perfect blend of modern luxury and Hamptons charm. Located less than 1 mile from Southampton Village and pristine ocean beaches, this move-in-ready home delivers both convenience and tranquility. Thoughtfully renovated from top to bottom, this approximately 3,000 square foot home features four en-suite bedrooms and 2.5 baths, along with a private lower level complete with additional en-suite bedroom, home office, cozy den-ideal for guests or extended living. The open-concept design showcases soaring ceilings with exposed rafters, modern track lighting, and warm, inviting gas-burning fireplace that elegantly defines the living space. The gourmet kitchen is a true centerpiece, outfitted with a Sub-Zero refrigerator, wet bar with Marvel ice maker, quartz countertops with a oversized island. Beautiful hardwood floors flow throughout, enhanced by abundant natural light. The primary suite offers a private retreat, featuring Anderson French doors overlooking the professionally landscaped grounds. Step outside to your own private oasis, complete with a brand new gunite pool an oversized, heated pool house featuring porcelain tile flooring, kitchenette with sink and beverage refrigerator, quartz countertops-ideal for entertaining. Additional highlights include a six-zone wireless sonos sound system, Lutron lighting, ring security system, wi-fi signal extenders, Cambridge pavers brand new roof installed in 2025. A newly designed front walkway enhances the home's curb appeal and entry. This exceptional property combines privacy, elegance, and a premier location just minutes from Southampton Village's boutique shopping, dining, and world class beaches. Experience the best of the Hamptons living in this truly turnkey home.

509 North Main Street, Southampton
$10,495,000
6 Beds ⋅ 8 Baths ⋅ 916731 MLS
Perfectly sited between the charming shops, world-class restaurants, and pristine beaches of Southampton Village, this newly built estate offers an effortless blend of sophistication and coastal living. Step inside to discover an open and airy layout with soaring ceilings, walls of glass, and abundant natural light that create an inviting, contemporary atmosphere. The chef’s kitchen is a culinary showpiece, outfitted with top-of-the-line appliances, custom cabinetry, and generous counter space for both everyday living and elegant entertaining. This 6-bedroom, 6.5-bath residence includes dual primary suites—one on the main level and one upstairs—each with spa-inspired bathrooms, private seating areas, and oversized closets. Four additional ensuite bedrooms provide luxurious accommodations for guests. The fully finished lower level extends the living space with a media lounge, wellness area, and a private sauna. Outdoors, the resort-like grounds offer a serene retreat. Relax by the heated gunite pool and spa, enjoy the poolside cabana with full bath, or host gatherings on the covered patios and expansive Turkish marble terraces. With meticulous attention to detail, premium finishes, and timeless design, this Southampton Village residence is the perfect blend of luxury, comfort, and location—ready to be enjoyed year-round.

60 Culver Street, Southampton
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 914642 MLS
Private, Park-Like Estate in Southampton - Welcome to 20 Hillside Road, a serene estate set on over 4 acres of beautifully-manicured grounds. This custom-built home has been meticulously cared for over three decades, and offers an exceptional blend of privacy, tranquility, and natural beauty. Inside, graciously-proportioned rooms, vaulted ceilings, and large windows create a bright, airy ambiance that serves as a canvas for your lifestyle. Step outside to enjoy a suite of resort-like amenities, including a gunite pool with cabana, tennis court, and acres of lush grounds. Just under five miles from the heart of Southampton Village, the property provides easy access to celebrated dining, boutique shops, and world-renowned beaches, while maintaining the sense of retreat that makes it a true haven. Take advantage of this rare opportunity, best appreciated in person. Come and see for yourself!

20 Hillside Road, Southampton
$6,500,000
8 Beds ⋅ 10 Baths ⋅ 911692 MLS
Welcome to 69 Halsey Street, a stunning new construction completed in Feb 2026, nestled in the heart of Southampton Village. Situated on a tranquil half-acre lot, with 7 en-suite bedrooms and a guest house with a bedroom and bath, this unique property is set back from the road on a private street, offering both privacy and serenity. This exquisite home with 5,500 square feet of living space features seven spacious en-suite bedrooms and two additional powder rooms spread across three levels of living space, including a charming guest house. The property also boasts a heated gunite pool and a relaxing spa, perfect for unwinding after a long day. As you step into the main house, you're greeted by soaring ceilings and abundant natural light that create an immediate sense of calm. The interior is elegantly appointed with white oak floors and natural design elements. The first floor offers a seamless flow between the open family room, kitchen, and dining area, all of which overlook the pool patio and expansive yard through walls of windows and sliding doors. Additionally, there's a convenient first-floor en-suite bedroom, a mudroom, a powder room, and an attached one-car garage. The second floor houses four en-suite bedrooms, a laundry room, and a luxurious primary suite complete with a cozy fireplace. The thoughtfully designed lower level includes a media room, two more en-suite bedrooms, a powder room, a second laundry facility, and walk-out access to the yard. Outside, you'll find a tranquil oasis surrounded by mature landscaping. The large patio features a built-in barbecue area, a spa, and a heated gunite pool, all framed by plenty of lush lawn space. The property also includes a guest house with a bedroom-living area combo, a kitchenette, a full bathroom, and a second garage. Conveniently located in the village of Southampton, this residence offers easy access to the town center, shopping, and the beautiful ocean beaches nearby. Please submit all offers via upcoming auction Xome.com Please call listing broker for opening bid

69 Halsey Street, Southampton
$3,750,000
5 Beds ⋅ 7 Baths ⋅ 904984 MLS
Set on over an acre of beautifully landscaped grounds, this 4,500 sq. ft. Southampton residence offers the perfect blend of sophistication and comfort. With five spacious, well- appointed bedrooms and six baths, the home features sun-filled interiors, expansive living and dining spaces and seamless access to outdoor living. A chef’s kitchen and elegant entertaining areas flow effortlessly to porches at both the front and back of the home. Classic custom finishes and attention to detail are noted on both the interior and exterior The private grounds are enhanced by a sparkling heated pool with waterfall, extensive irrigation system and mature plantings that create a serene retreat. Designed for both relaxation and gathering, this home combines timeless Hamptons style with modern amenities— in the perfect location between Southampton Village and Sag Harbor Village. The location offers access to pristine beaches, dining, the arts and all the East End has to offer.

45 Old Sag Harbor Road, Southampton
$14,995,000
8 Beds ⋅ 12 Baths ⋅ 897778 MLS
The price listed ($14,995,000) is for the Land, Pool, Pool House, and Tennis Court when the house is completely constructed. Perhaps one of the most coveted locations in the Hamptons because of its centrally located positioning amidst the horse and farm fields of Watermill, its proximity to the ocean beach and attractions like yachting in Sag Harbor, golfing in Bridgehampton, and its elevation offering ocean and bay views from the roof deck. Add an extremely rare large piece of property (9 acres) that is adjacent to a conservation easement and surrounded by very large estate-sized parcels with magnificent luxury homes. Plans and permits already in place for a 12,500 sf Traditional home on three levels with 8 bedrooms and 10 bathrooms, a roof deck for water and sunset views, a large pool, jacuzzi, pool house, and tennis court. The owner of the property offering, Rosewood Developers, is known in the industry as a builder of extremely high quality and distinction - with over 45 years of history building some of the most beautiful and sturdiest homes in the Hamptons and Long Island. Rosewood has a newly finished 6000 sf house in Southampton for sale or rent that you can move into right now while this 12,500 masterpiece home is being constructed. This 12,500 magnificent home will be perfectly matched to complement the majestic 9 acre elevated property that even has first floor winter ocean views and will also have summer ocean views from the planned roof deck. The house will have every conceivable amenity deserving of the spectacular 9 acre landscape. Close to everything, this home will provide easy access to the ocean, the Sag Harbor marinas, the Bridgehampton Golf Courses, and of course the village restaurants in Southampton, Bridgehampton, Sag Harbor and East Hampton.

1593 Deerfield Rd., Southampton
$3,600,000
3 Beds ⋅ 1 Baths ⋅ 897273 MLS
This 0.34-acre property features a 1.5-story clean 3-bedroom house and a pool. This nearly 1,300-square foot, highly rentable, and ready-to-move-in house can be transformed into a spacious 4,600-square-foot residence, including five bedrooms and a finished basement. Conveniently located just a short drive to Southampton Main Street, bay, and ocean beaches. Plans are available. This property has approved plans from the Building and Board of Health Departments.

28 Apple Road, Southampton
$3,475,000
3 Beds ⋅ 2 Baths ⋅ 887220 MLS
This Southampton Village Cape cod cottage encapsulates the timeless allure and relaxed sophistication of Hamptons living. The homes architecture is seamlessly integrated with modern updates creating an inviting retreat that balances tradition and contemporary comfort. inside the cottage offers three spacious bedrooms and two full baths for a spa like experience. The highlight of the recent renovations is a 16 x 18 four season conservatory extension-a sun drenched space ideal for Year round enjoyment, whether hosting gatherings or savoring quiet mornings. The interiors are enhanced by central air, hardwood floors, ensuring comfort and style throughout. Step outside to discover a GUNITE pool, pool house, outdoor shower and garage.

163 Halsey Street, Southampton
$4,995,000
7 Beds ⋅ 8 Baths ⋅ 874778 MLS
Now complete, this stunningly new transitional home has a Wow factor of 10 everywhere you may look. Check the photos closely, or better yet see it in person, and you will find this 5900 square foot new home to possess materials, craftmanship, and amenities that no other new home in this price range can touch. In fact, the amenities found here are more likely to be discovered in homes selling for much more than the listed price of this home. Just a few examples are whole house water filtration system, FloLogic automatic water cut-off switch, steel plate and extra powerbeam construction, provisions for generator and infrared sauna, enormous lower level courtyard, temperature control in every room, heated bathroom floors just to name a few. It is one of two new homes that are nestled squarely in between the Shinnecock Golf Course, a beautiful nature preserve and the Shinnecock Bay. The scale of the new home and property and big sky views are truly something to behold for an offering at such an attractive price point for Southampton South. Privacy is paramount in this neighborhood as there is no car thru-traffic here. Walking on the street with a baby stroller, unlike other parts of the Hamptons, is a safe and peaceful endeavor. Enjoy access to a large nature preserve with hiking trails on the street and access to the golf courses, village, marinas and beaches within minutes by car. These homes are a solid pair of Aces. The first one was sold while it was being constructed based on the strong portfolio of homes that Rosewood Developers has previously built throughout the Hamptons. Each enjoys 7 spacious bedrooms (the primary bedroom baths and decks are enormous), 7.5 baths, a generous .56 acre property - with extremely picturesque, gently rolling spacious rear yards that each enjoy a 20 x 42 ft. gunite pool with waterfall spa, and magnificent existing and planted country landscaping and copious amounts of deck and pool porcelain hardscaping and a unique below ground courtyard for lounging, ping pong and dining. In addition, these homes have magnificent northern exposure winter views out to the Sebonic Golf Course club house. There are fireplaces in the living room, primary bedroom, covered porch and a magnificent firepit by the spa. The builder, Rosewood Developers, is known in the industry for building homes of lasting quality and distinction, finishes of incomparable detail, their flawless reputation, and their commitment to the highest standard of skill and materials for each home that they build and sell (most recently 74 Shinnecock Hills Rd., Southampton and 84 and 88 South Country Rd., Remsenburg., and 593 Flying Point Rd., Watermill - All sold - google them). These masterpieces all underscore the Hamptons luxury living experience through creative architecture that maximizes open living featuring a kitchen fit for a chef, professional appliances, multiple sinks and a gorgeous waterfall and seated quartz countertop. The centrally located neighborhood has become a magnet for new luxury construction because of it's ease of access from New York City, it's proximity to Southampton Village and multiple world class golf courses, and the many pristine beaches of Southampton. Additionally, this neighborhood is attracting a special interest for those who favor hiking, bicycling, and boating and marine life because of the trails in the on premise nature preserve and bike, e-bike, or scooter access via private connecting path that leads directly to the South Highway and bay, multiple marinas and ocean beaches just to the south of the neighborhood. This Southampton spot is also known as the gateway to the Northfork of Long Island with it's plethora of weekend attractions like vineyards, distilleries, golf courses, and marinas. The beautiful designer customized furniture from Robb and Stuckey, Naples is available for an additional charge.

59 Shinnecock Hills Road, Southampton
$5,500,000
8 Beds ⋅ 8 Baths ⋅ 869717 MLS
Introducing a breathtaking masterpiece nestled in the heart of Southampton’s coveted East End. This brand-new custom estate spans an impressive 7,485 square feet on a lush half-acre, drenched in natural light and designed to enchant at every turn. With 8 luxurious bedrooms and 8.5 opulent baths, every corner of this home radiates timeless sophistication. The bespoke kitchen is a culinary dream, seamlessly flowing into expansive living and entertaining spaces. A private gym and a sleek recreational area elevate everyday living. Step outside to a resort-style oasis featuring a shimmering Gunite saltwater pool and Jacuzzi—your personal sanctuary under the Hamptons sun. Just minutes from pristine beaches and the charm of village life, this residence offers an alluring blend of serenity and splendor. Prepare to fall in love with the pinnacle of East End luxury. Additional interior highlights include a refined living/dining area with elegance.

58 Country Club Drive, Southampton

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.