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$1,999,000
4 Beds ⋅ 3 Baths ⋅ 1051253 MLS
Set directly on Little Fresh Pond in Southampton, this distinctive four-bedroom, three-bathroom waterfront residence offers a rare combination of privacy, expansive indoor-outdoor living, and approximately 81 feet of water frontage with a private dock. Situated on .62± acres and thoughtfully renovated and expanded in 2004, the home has been designed to take full advantage of its peaceful setting and connection to the water. The first floor is centered around a sun-filled great room, where expansive sliding glass doors open directly onto more than 1,000± square feet of decking, creating a seamless transition between the interior and the waterfront landscape beyond. The open-concept kitchen is designed for both everyday living and entertaining, featuring an impressive suite of appliances including a Wolf oven, induction range and wok burner, along with Thermador refrigeration, Sub-Zero freezer drawers and an Asko dishwasher. A formal dining room provides a dedicated space for gatherings, while two comfortable bedrooms and a full bathroom complete the main level. Additional features include stainless steel siding, a heated two-car garage, smart Lutron lighting, built-in vacuum system & radiant heat throughout the first-floor living areas, kitchen and primary bathroom. Occupying the second floor, the private primary suite serves as a true retreat. The oversized bedroom opens to its own private balcony, while a dedicated dressing room features two built-in closets. The spacious primary bathroom is appointed with two separate vanities, an oversized soaking tub, steam shower, radiant heated floors and a Toto Washlet. Electric skylights bring additional natural light into the upper level, further enhancing the home's bright and airy atmosphere. The finished lower level adds approximately 840± square feet of versatile living space and includes a fourth bedroom, full bathroom and generous recreation room with direct walkout access. A thoughtfully designed laundry area with ample countertop space and a sink adds functionality to the lower level, while wine storage tucked beneath the stairs provides a practical finishing touch. Outdoor living is an integral part of the property. More than 1,000± square feet of decking, a covered porch and retractable awning provide multiple areas for dining, lounging and entertaining while overlooking Little Fresh Pond. A private dock and walkway lead directly to the water, offering an exceptional setting for enjoying the pond throughout the seasons.

142 Little Fresh Pond Road, Southampton
$899,999
3 Beds ⋅ 2 Baths ⋅ 1050252 MLS
Set on a half-acre lot in the peaceful North Sea area of Southampton, known for its relaxed pace, scenic surroundings and multimillion-dollar homes, this 1994 ranch offers roughly 1,368 sf of single-level living on a private lane shared by nine homes. Three bedrooms, a brick fireplace with wood burning stove, and a light-filled den wrapped in windows overlooking the in-ground pool - flexible additional living space with its own exterior door. A screened porch runs the length of the front. Newer propane gas boiler; forced-air ductwork already in place throughout, making central air an easy add-on option. New Bathfitter Shower & Tub w/ lifetime warranty. Six-zone inground sprinkler system. Offered as-is, including the pool. Less than five miles to the famous Coopers Beach and some of the most beautiful ocean beaches in the world; minutes to North Sea Harbor and Conscience Point; nine minutes to Southampton Village and the LIRR. Southampton School District. FEMA Flood Zone X. Taxes ONLY $2,739.

11 Robinhood Lane, Southampton
$2,750,000
3 Beds ⋅ 3 Baths ⋅ 1049087 MLS
South of the highway on Old Fort Pond with access to Shinnecock Bay, this well-maintained waterfront home offers panoramic water views and spectacular sunrises and sunsets. The light-filled open floor plan features 3 bedrooms, a home office, and spacious living areas designed to take advantage of the waterfront setting. The large kitchen is equipped with stainless steel appliances and opens to a generous great room with walls of sliding glass doors leading to the waterside deck. Enjoy seamless indoor-outdoor living with an expansive lawn overlooking the water and a private dock ideal for boating, fishing, kayaking, and paddleboarding. A first-floor den with a full bath provides additional living space and flexibility for guests. The second-floor primary suite features a private balcony with water views, an en-suite bath, and a Jacuzzi tub. Two additional guest bedrooms and a full bath complete the second level. Conveniently located minutes from Southampton Village, fine dining, shopping, world-class ocean beaches, and all the amenities of the Hamptons. Exclusive waterfront offering with private dock, expansive water views, and easy access to Shinnecock Bay.

38 Old Fort Lane, Southampton
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 1049133 MLS
Waterfront Beach House Entering this Beach House at 9 Lake View Court, you are greeted by incredible views of Little Fresh Pond. The lake water views are constantly changing and beauty for all seasons. The open-concept living area with high ceilings creates a sense of spaciousness and light. The newly renovated kitchen is a chef's dream, while the adjoining living and dining rooms, complete with a wood burning fireplace, provide a cozy space for relaxation and entertainment. Multiple sliding doors with new remote shades lead out to a new deck, offering breathtaking sunrise and sunset views. The main level houses two guest bedrooms and a full bathroom. The upper level is a private sanctuary, featuring a large primary suite with two bathrooms and a separate office or den, perfect for those who work from home. Another guest bedroom is also found on this level, along with a sun deck that invites you to soak up the sun and enjoy the tranquil surroundings. This home sits on half an acre of land, providing ample outdoor space for leisure and recreation. There is a private dock for enjoying sports. Experience the perfect blend of nature and location convenience to Southampton Village from this exceptional waterfront property. It's where comfort meets elegance, and where your waterfront dream home awaits.

9 Lake View Ct, Southampton
$2,999,000
5 Beds ⋅ 6 Baths ⋅ 1049950 MLS
Moments from Big Fresh Pond and surrounded by some of Southampton's most beloved nature trails, this newly built five-bedroom, five-and-a-half-bath residence offers a seamless blend of modern comfort and Hamptons living. Thoughtfully designed for both everyday enjoyment and effortless entertaining, the home features bright open-concept interiors, a first-floor primary suite, and expansive gathering spaces that flow naturally to the outdoors. The first-floor primary retreat is filled with natural light and features a striking picture window overlooking the grounds, along with a beautifully appointed spa-like bath. Upstairs, two en-suite bedrooms and two additional guest bedrooms connected by a well-designed hall bath provide comfortable accommodations for family and guests alike. Privately set amid meticulously landscaped grounds, the backyard serves as a true retreat with a heated pool, covered trellis, patio seating areas, and a spacious deck designed for long summer days and evenings under the stars. A finished lower level offers additional space for recreation, fitness, or relaxation, while the attached two-car garage provides everyday convenience. With nearby access to Big Fresh Pond for swimming, kayaking, and paddle boarding, as well as miles of scenic trails to explore, this exceptional property offers a rare opportunity to enjoy Southampton's natural beauty while remaining just moments from village amenities, renowned ocean beaches, and some of the area's most celebrated dining destinations. Meticulously crafted and thoughtfully designed throughout, this is a home that balances refined luxury with effortless Hamptons living.

48 Beechwood Drive, Southampton
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 1049213 MLS
A rare opportunity south of the highway in coveted Shinnecock Hills, this distinctive property offers the perfect canvas for creating an exceptional Hamptons retreat. Set on just shy of an acre surrounded by mature trees, this recently refreshed Contemporary homecombines substantial living space, versatile accommodations and remarkable potential. Approximately 3,000 square feet of living space features a total of 4 bedrooms, 3 bathrooms, soaring cathedral ceilings, custom doors and sliders, a wood-burning fireplace and refined updates throughout. The second-floor primary suite is a private sanctuary with an ensuite bath, private balcony and separate lounge area. Adding an exceptional level of flexibility is a separate two-level guest/in-law suite with its own private entrance and separate kosher kitchen, offering an ideal retreat for extended family and guests-or an inspiring space for a home office, studio or additional living quarters. Thoughtfully designed for modern Hamptons living, the residence also offers two laundry areas, multi-zone HVAC, an attached two-car garage and a full unfinished walkout basement spanning the footprint of the home, presenting significant potential for future expansion and customization. The outdoor experience is equally impressive. An extraordinary 1,800-square-foot, three-level wraparound deck extends dramatically from the interior living spaces, creating an expansive setting for sophisticated entertaining, and effortless summer living. With ample room for a pool and additional opportunities to enhance the grounds, the property invites a truly personalized vision.Ideally positioned just moments from both bay and ocean beaches and minutes from Southampton Village, this is a compelling opportunity to create a distinctive luxury retreat in one of the Hamptons' most coveted locations.

422 Montauk Highway, Southampton
$4,295,000
3 Beds ⋅ 4 Baths ⋅ 1048282 MLS
Stroll to ocean and village shops/restaurants. Room for small pool. Generator.

200 Little Plains Road, Southampton
$5,595,000
5 Beds ⋅ 9 Baths ⋅ 1048083 MLS
Privately set at the end of a long driveway on approximately 2.5 acres in Water Mill, this private Water Mill estate combines scale, privacy and resort-style living with convenient access to Southampton Village, ocean beaches, dining and shopping. Built in 2019, the approximately 7,635-square-foot residence offers 5 bedrooms, 8 full baths and 1 half bath across three finished levels, complemented by two separate pool houses and an oversized 3-car garage. The main level is designed for both everyday living and entertaining, with an expansive gourmet kitchen featuring fully integrated Thermador appliances, oversized paneled refrigeration, wine refrigerator and radiant-heated floors, opening to generous living and dining spaces. Three gas fireplaces add warmth throughout the home. Upstairs, two spacious primary suites each feature private balcony access, dual closets, luxurious baths and radiant-heated floors, joined by two additional bedrooms and a dedicated laundry room. The finished lower level provides substantial additional living space with a large recreation area, fifth bedroom and full bath, ideal for guests, fitness, media or play. Outdoors, the property unfolds into a private Hamptons retreat centered around a heated gunite pool, expansive bluestone patios and multiple areas for lounging, dining and entertaining. Two approximately 370-square-foot accessory pool houses further elevate the setting—one with a full kitchen, lounge, and bath, and the second offering flexible finished space well suited for a home office, gym, yoga studio, art studio or playroom. Additional highlights include an owned rooftop solar system, whole-property fiber-optic Wi-Fi coverage extending to the pool and accessory buildings, bedroom blackout shades, and a dedicated elevator bay designed for future installation. A rare combination of privacy, versatility and Hamptons lifestyle in an exceptional Water Mill setting.

421 Edge of Woods Road, Water Mill
$3,200,000
6 Beds ⋅ 2 Baths ⋅ 1034303 MLS
*601 Watermill Towd Road & 591 Watermill Towd Road Are Being Sold Together* This beautiful, bright six-bedroom, two-full-bath home sits on 1.055a and features a circular driveway, expansive back yard, outdoor shower and charming garden. The entry foyer leads to the sunlit living room featuring a wood burning fireplace, built-ins and dramatic floor-to-ceiling windows. The expansive eat-in kitchen and spacious family room share an open floor plan. Together, they are perfectly designed for dining & entertaining. They boast a wood burning fireplace and 3 sets of french doors which lead out to the oversized deck. A guest bedroom and full bath complete the first floor. The second floor includes the primary bedroom plus 4 additional bedrooms and full bath. *591 WATERMILL TOWD ROAD is also included in this sale. The additional, single & separate .355a buildable lot is perfect for a pool, pool house and/or tennis/pickleball court. The possibilities are endless as paradise awaits you in Southampton!

601 Water Mill Towd Road, Southampton
$1,525,000
3 Beds ⋅ 3 Baths ⋅ 1046627 MLS
This immaculately maintained and beautifully decorated townhouse at The Courtyards is located just a short drive from Southampton Village, its restaurants, shops, and renowned ocean beaches. The first floor features a bright and open living room, dining area, updated kitchen, full bath, and sliders leading to a private patio with space for outdoor dining, lounging, and a hot tub for relaxing and rewinding. Upstairs, the spacious primary suite includes a large bath with shower and Jacuzzi tub plus a walk-in closet, along with two additional spacious bedrooms and a full bath. The fully finished lower level offers an infrared sauna, exercise area, sectional sofa for relaxing and watching TV, and laundry room. The condo includes a one car garage. The Courtyards community features a heated pool, cabana with changing room, and playground.

28 Andrew Court, Southampton
$1,495,000
4 Beds ⋅ 3 Baths ⋅ 1046663 MLS
This contemporary 4-bedroom townhouse offers spacious, light-filled living in one of Southampton's most desirable locations. Designed for both comfort and entertaining, the open-concept living, dining, and kitchen area features double-height ceilings, a dramatic floor-to-ceiling fireplace, and a flowing layout that seamlessly connects the home's main living spaces. The thoughtfully designed layout includes two primary suites-one upstairs with a spacious bath and generous accommodations, and a second on the main level with direct access to the pool area. In total, the home offers four bedrooms and three full baths, providing flexibility for family and guests alike. Additional highlights include hardwood floors throughout, a heated pool, sunny decks, a full-height basement for abundant storage, and an attached two-car garage. Community tennis courts add to the lifestyle amenities. Ideally located just moments from the beaches of Great Peconic Bay, renowned East End golf courses, marinas, and Southampton's award-winning ocean beaches, this bright and well-maintained home presents an exceptional opportunity to enjoy the very best of East End living.

39 Spring Pond Lane, Southampton
$24,995,000
9 Beds ⋅ 13 Baths ⋅ 1045735 MLS
Set along one of the most coveted stretches of Sagaponack South, just moments from the ocean, **493 Sagaponack Main Street is now complete**, presenting a rare opportunity to own a newly constructed estate in the Hamptons’ most exclusive and highest-priced zip code. Sited on 1.9 meticulously designed acres, this 11,369-square-foot residence has been thoughtfully conceived as a seamless blend of classic Hamptons architecture and modern luxury living, where every detail—from scale to finish—feels both timeless and forward. Arriving through a gracious drive, the home reveals a commanding yet elegant presence, with expansive windows and refined cedar-shingle craftsmanship that invite natural light throughout. Inside, a flowing floor plan unfolds across three levels, offering nine bedrooms—including a junior suite on the first level and a private primary suite upstairs—alongside eleven full and three half baths. Designed for both grand entertaining and intimate living, the interiors are complemented by an elevator servicing all levels, as well as a full suite of lifestyle amenities including a golf simulator with lounge area, a state-of-the-art gym, and a spa retreat featuring a large sauna, steam shower, and outdoor plunge pool. Outdoors, the estate transforms into a private resort. A 20×60 heated gunite pool and spa anchor the grounds, accompanied by a beautifully appointed pool house and expansive lounging areas that capture the essence of Hamptons summer living. The sunken tennis court adds another layer of recreation, while curated landscaping frames multiple entertaining zones—from al fresco dining terraces to quiet garden moments—creating a sense of privacy and serenity rarely found this close to the beach. As the day transitions to evening, the property takes on an entirely new character—warm interior lighting glows through oversized windows, landscape lighting softly defines the grounds, and the estate becomes a true showcase of architectural elegance. Whether hosting under the stars or enjoying a quiet weekend escape, every moment here is elevated. **Now fully completed and ready to be experienced,** 493 Sagaponack Main Street is more than a home—it is a statement property, delivering extraordinary scale, an exceptional location, and the rarity of brand-new construction in a market where opportunities of this caliber are nearly nonexistent. For the discerning buyer seeking immediate access to the Hamptons lifestyle at its highest level, this is an address that defines Sagaponack living.

493 Sagg Main Street, Sagaponack
$5,995,000
7 Beds ⋅ 9 Baths ⋅ 1044683 MLS
South of the Highway in Southampton, this exceptional residence offers panoramic views of Middle Pond and Shinnecock Bay on a beautifully landscaped property designed for year-round enjoyment. A grand foyer welcomes you into a thoughtfully designed home featuring bleached 8-inch red oak floors, 10-foot coffered ceilings, extensive custom millwork, and an indoor-outdoor carved soapstone fireplace. The open layout blends classic architectural details with modern amenities throughout. The chef's kitchen is appointed with 3-inch Pietra Cardoza countertops, a marble backsplash, custom cabinetry, double sinks, an 8-burner Wolf range, a 60-inch Sub-Zero refrigerator, and dual Miele dishwashers. Adjacent living and dining spaces are designed for both everyday living and entertaining, including a spacious great room with a wood-burning fireplace and direct access to the outdoor patio. A first-floor junior suite provides additional accommodations. The second level features a primary suite with a shiplap ceiling, custom walk-in closet, en-suite bath, and library lounge. Three additional guest suites offer private baths, built-in closets, and balconies with multiple water-facing exposures. The finished lower level is designed for recreation and relaxation, featuring a spa area with sauna and steam room, temperature-controlled wine cellar, media room, fitness area, and additional guest suite. Outdoor amenities include a heated Gunite saltwater pool with waterfall, expansive stone patio, layered stone walls, mature landscaping, and a cabana with outdoor kitchenette, bath, and shower. Conveniently located approximately three miles from Southampton Village and ocean beaches, this property presents an opportunity to enjoy Southampton living with water views, privacy, and extensive amenities.

65 Middle Pond Road, Southampton
$1,559,000
4 Beds ⋅ 3 Baths ⋅ 1045106 MLS
A chic, well-appointed Hamptons cottage offering an easy entry into the Southampton lifestyle. This four-bedroom, two-and-a-half-bath home is set on a generous half-acre with a fully fenced backyard, ample room for a pool, and thoughtfully designed outdoor spaces made for relaxed summer living. Inside, bright, updated interiors feature an open concept living, dining, and kitchen area with hardwood floors, a spacious center island, stone countertops, stainless steel appliances, and an effortless coastal feel. Four comfortable bedrooms and beautifully updated baths provide plenty of room for family and guests, while central air and a dedicated laundry area add everyday convenience. Outdoors, an expansive lawn creates a private backdrop for summer gatherings, with a patio, Jacuzzi, fire pit, outdoor shower, and storage shed already in place, while still leaving plenty of room to make the property your own. Adjacent to Southampton Golf Club and within easy reach of Southampton Village, ocean beaches, dining, shopping, and everything the East End has to offer, the home is equally suited as a year-round residence, weekend escape, or investment property with a strong rental history. Turnkey, inviting, and refreshingly easy - a versatile Southampton home ready to enjoy from day one.

845 County Road 39, Southampton
$2,200,000
11 Beds ⋅ 6 Baths ⋅ 1045061 MLS
NEW! Unique Mid-Century Six-Cottage Compound in Shinnecock Hills First time ever on market opportunity to own an original mid-century cottage compound in the sought-after Shinnecock Hills. Set on a flat 1.16-acre parcel with R-20 zoning, the property consists of six cottages, offering a unique opportunity for investment, rental income, personal use, or a combination of all three. Five of the cottages, each approximately 500 SF, have 2 bedrooms, one bath and open kitchen, dining, living area. One cottage, approximately 800 SF, has one bedroom, one bath and open kitchen, dining, living area. Just a quarter mile from Peconic Bay, with the Town boat launch conveniently located around the corner, the property puts boating, fishing, kayaking, and waterfront recreation within easy reach. Multiple renowned waterfront restaurants along Peconic and Shinnecock Bays are also close by. An exceptional opportunity to own a piece of old-school Hamptons/Poconos style character while enjoying the convenience of being close to Southampton and the area's beaches, restaurants, and marinas. With six cottages on a generous, level parcel, 8 Boat House Road offers flexibility and potential rarely found in Shinnecock Hills. Beat the traffic and enjoy the best of the East End from this unique six-cottage compound.

8 Boathouse Road, Hampton Bays
$9,950,000
8 Beds ⋅ 10 Baths ⋅ 1039305 MLS
Exceptional Re-built Estate | 4.1 Acres | 8 Bedrooms | 9.5 Baths | Detached Cottage, Pool & Tennis A rare opportunity to acquire a newly completed estate of extraordinary scale, privacy, and amenities in the heart of Water Mill. Privately set on 4.1 acres, this newly rebuilt 2026 estate encompasses more than 10,900sf of refined living space between the main residence and two-story cottage. Offered fully furnished, the estate is designed for sophisticated Hamptons living, combining exceptional scale, privacy, craftsmanship, and resort-style amenities with an effortless sense of comfort. A stately entrance opens to a light-filled main residence with expansive proportions and thoughtfully designed interiors. The first floor centers on a dramatic great room with a masonry fireplace, complemented by a separate family room with its own fireplace. The elegant eat-in kitchen features a full suite of professional-grade Wolf-Subzero appliances and flows seamlessly into a formal dining room, creating an ideal setting for both intimate meals and grand entertaining. Four bedroom suites on the first floor provide exceptional flexibility, including three with private full baths. A hallway full bath and powder room serve the entertaining spaces, while a custom-cabinetry pantry and well-appointed laundry room add convenience and functionality. The kitchen and family room open directly to the rear patio, pool and tennis court creating a seamless connection between indoor and outdoor living, Upstairs, two private wings create an ideal separation between the primary suite and guest accommodations. The expansive primary suite is a private retreat, featuring a spacious bedroom, dedicated lounge with balcony and masonry fireplace, custom walk-in closet, and a luxurious spa-style bathroom with dual water closets, soaking tub and a rain shower. The second wing features two additional en-suite bedrooms, including one with its own private balcony. The finished lower level adds further versatility with a full bath, dedicated wine and cigar room, and substantial storage. Private Cottage & Wellness House Set apart from the main residence, the cottage elevates the property beyond the traditional estate. Conceived as a private wellness, entertainment, and retreat destination, it provides an entirely separate environment for guests, recreation, and relaxation. The lower level features a dedicated media room, gym, and sauna with full bath, creating a private spa-like retreat. Upstairs, a generous lounge provides a flexible space for relaxing, or entertaining. A sophisticated kitchenette is equipped with a refrigerator/freezer; wine fridge and dishwasher, while a dedicated dining area create an inviting environment for extended stays and casual gatherings. A private outdoor deck completes the cottage, offering a peaceful vantage point from which to enjoy the surrounding grounds. Resort-Style Grounds The grounds have been designed to deliver a true resort experience at home. A heated Gunite pool with stone surround and generous sunbathing area anchors the grounds, while a fully equipped outdoor kitchen with gas grill, refrigerator, sink, and prep area makes summer entertaining effortless. The property also features a regulation-size tennis court, outdoor shower, expansive lawn ideal for recreation, and garden storage shed. Mature landscaping and 4.1 acres of private grounds offer an exceptional setting for recreation, entertaining, and relaxed summer living. With its exceptional scale, separate guest and wellness accommodations, resort-caliber amenities, and coveted Water Mill setting, this is a truly distinctive Hamptons estate—designed not simply as a residence, but as a private destination for living, entertaining, and enjoying the best of the East End.

560 Little Noyac Path, Water Mill
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 1035074 MLS
Southampton Comfort & Style Beautifully situated on a landscaped half-acre lot, this inviting Southampton home offers the perfect blend of comfort, style, and effortless living. A welcoming entryway opens to a living room with a fireplace and cathedral ceilings that continue into the dining area, creating an open and airy setting for both everyday living and entertaining. The dining area features sliding glass doors leading to an expansive mahogany deck, extending the living space outdoors and overlooking the beautifully maintained rear yard. The generously sized kitchen is designed for those who love to cook and entertain, with top-of-the-line appliances, abundant workspace, and a convenient slider leading directly to the backyard and grilling area. The first-floor primary bedroom offers privacy and convenience, complete with a full bath. Upstairs, two additional bedrooms share a newly renovated full bath, providing comfortable accommodations for family and guests. The lower level adds valuable functionality with a dedicated laundry room, generous storage space, and convenient access directly to the rear yard. Additional amenities include central air conditioning and a whole-house generator, providing year-round comfort and peace of mind. Set on a generous half-acre, the property offers plenty of room to create your own private backyard oasis, with ample space for a pool or future expansion. Whether enjoying a quiet evening by the fireplace, entertaining on the mahogany deck, or relaxing in the beautifully landscaped yard, this home offers a wonderful opportunity to enjoy the best of Southampton living—with comfort, character, and room to make it your own.

33 Hilltop Road, Southampton
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 1036793 MLS
Prepare to fall in love. Completely reimagined and renovated in 2026, this 4-bedroom, 4.5-bath residence was designed for those who appreciate impeccable craftsmanship and intentional design. From the moment you enter, your eye is immediately drawn to the stunning illuminated fireplace, a dramatic focal point that sets the tone for the sophistication found throughout the home. The kitchen is nothing short of a masterpiece, anchored by striking Taj Mahal quartzite and complemented by top-of-the-line finishes and appliances. Throughout the residence, exquisite Calacatta stone, marble flooring, and radiant heated bathroom floors create a seamless blend of luxury and comfort. Every material was thoughtfully selected, every finish carefully curated, and every inch executed to perfection. The first-floor primary suite offers a private retreat complete with a beautifully designed spa-like bathroom. Upstairs, a spacious junior primary features oversized closets, an en-suite bath, and its own private deck. Two additional bedrooms share a large bathroom. Designed for effortless indoor-outdoor living, a wall of floor-to-ceiling glass doors opens to an expansive entertaining deck overlooking a brand-new heated, gunite 18x50 pool, multiple fire pits, and beautifully landscaped grounds. Complete with landscape lighting and a full irrigation system, the outdoor spaces are just as thoughtfully designed as the interiors, creating the ultimate setting for entertaining or quiet relaxation. No corner was overlooked and no detail spared. Additional conveniences include a fully finished basement with true laundry room, bonus room, full bathroom and a new 3-zone HVAC and an attached garage. This is the kind of renovation you feel the moment you enter...refined and cohesive. Topping it all off is an exceptional location, moments from everything the Hamptons has to offer, including renowned restaurants, shopping, beaches, and village amenities.

4 Trail Court, Water Mill
$3,750,000
6 Beds ⋅ 7 Baths ⋅ 1035855 MLS
SOUTHAMPTON VILLAGE CHARM - IDEAL LOCATION, TIMELESS APPEAL Nestled in the heart of Southampton Village, this recently renovated colonial home seamlessly blends historic charm with modern convenience. Beyond being a stunning residence, this home offers a proven rental history, making it a compelling investment opportunity. Just minutes from the vibrant village center, this property captures the essence of Southampton living. With 6 bedrooms, 7 bathrooms, and a thoughtful layout, this residence is perfectly suited for luxurious living and entertaining. The main level features an inviting open floor plan, highlighted by multiple sunlit living spaces, a cozy fireplace, and a formal dining room. The fully-equipped chef's kitchen is a standout, boasting quartz countertops, a large center island, stainless steel appliances, and a commercial-grade gas stove. Adjacent to the kitchen, a serene sun-room surrounded by lush greenery offers an ideal space for an office or sitting area. The main-floor primary suite is a private retreat, featuring a separate sitting room, en-suite bathroom, and exclusive access to a charming patio adorned with bistro lights. Upstairs, five spacious bedrooms, each with updated en-suite baths, offer comfort and elegance for family and guests. Step outside to your backyard oasis, where relaxation awaits. A pergola-covered deck, stone patio, and sparkling in-ground pool are surrounded by mature landscaping, a picturesque English garden, and sculptural accents. Evenings can be spent gathered around the fire pit or enjoying outdoor activities in this thoughtfully designed space. A true turn-key village home with easy access to the Southampton train and Jitney. The driveway can accommodate up to 10 cars, with extra street parking available.

244 N Main Street, Southampton
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 1036626 MLS
For Sale | $3,500,000 2723 Deerfield Road, Sag Harbor Village Welcome to an exceptional opportunity in Sag Harbor Village. Set on a private 1.17-acre parcel along a quiet lane, this beautifully renovated single-story home delivers the ultimate Hamptons lifestyle. With approximately 2,000 square feet of refined living space, the residence offers 3 bedrooms and 3 full bathrooms in a light-filled, open layout designed for both relaxed living and effortless entertaining. The heart of the home features a warm living room with fireplace, a modern kitchen, and seamless flow throughout. The primary suite is conveniently located on the main level, creating true single-level living at its finest. Outside, your private oasis awaits. The expansive, manicured grounds showcase a heated pool, hot tub, and outdoor shower — the perfect setting for summer days and memorable evenings under the stars. Ideally located in Sag Harbor Village, this property offers the rare combination of privacy and convenience, with easy access to the village’s world-class dining, shopping, galleries, and nearby beaches. Turnkey, stylish, and ready to enjoy from day one — this is Sag Harbor living at its best. 2723 Deerfield Road, Sag Harbor Village 3 Bedrooms | 3 Bathrooms | ˜ 2,000 SF | 1.17 Acres Heated Pool | Hot Tub | Outdoor Shower Offered at $3,500,000

2723 Deerfield Road, Southampton
$7,995,000
7 Beds ⋅ 9 Baths ⋅ 1034727 MLS
TO BE BUILT- COMING SOON to Water Mill-Still time to customize plans and colors Grand scale meets refined craftsmanship in this striking Post Modern estate, where 8,200 square feet of luxury unfolds across 1.08 impeccably landscaped acres in the heart of the Hamptons. Behind Hardi Plank siding and Azek trim, the interior reveals soaring 10-foot first-floor ceilings, five-inch oak floors throughout, and 400 Series Anderson divided-lite windows that bathe every room in sunlight. Seven generous bedrooms and eight-and-a-half baths deliver space for everyone, with radiant-heated bathroom floors adding a touch of everyday indulgence. The gourmet chef's kitchen anchors the home, showcasing a magnificent island crowned by a waterfall edge, ready for both intimate dinners and lively gatherings. When entertainment calls, retreat to the private theatre, work up a sweat in the gym, or unwind in the sauna. A dedicated wine closet keeps your favorite vintages within easy reach, while surround sound sets the mood in every corner. The finished basement, boasting nine-foot ceilings, expands your possibilities even further. Outside, a bluestone portico welcomes you home, and a 20-by-40 gunite pool tempts with a swim-up bench and sunbathing area. The poolside cabana, complete with a bathroom and game area, practically guarantees unforgettable summers. Thoughtful systems, including solar power, 300-amp service, and a three-car garage with high tracks, prove that quality runs deeper than looks. Moments from Bridgehampton's shops, golf courses, beaches, schools, and train- this exceptional residence invites you to experience Hamptons living at its finest....

165 Strongs Lane, Water Mill
$799,000
1 Beds ⋅ 1 Baths ⋅ 1034856 MLS
Step into the timeless charm of this adorable 1950s beach cottage, where character meets coastal living. While needing some TLC, this inviting one bedroom, one bath home features soaring high ceilings that create a bright, airy feel and make the space live larger than its footprint. Perfectly situated in a highly desirable location, you're just moments from the beach, local shops, restaurants, and everything that makes coastal living so special. Whether you're looking for a weekend getaway, full time residence or investment opportunity, this cottage offers endless possibilities.

141 W Neck Road, Southampton
$3,150,000
4 Beds ⋅ 4 Baths ⋅ 1035054 MLS
Nestled within one of Southampton Village's most desirable private communities, 5 Juniper Lane offers the perfect blend of timeless Hamptons charm and modern sophistication. Recently renovated, this beautifully appointed 4-bedroom, 3.5-bathroom residence is thoughtfully designed for effortless year-round living and exceptional summer entertaining. A welcoming covered front porch, complete with porch swings and a comfortable lounge area, sets the tone for the inviting interiors beyond. The sun-drenched great room features soaring double-height ceilings and a wood-burning fireplace, creating a warm yet dramatic gathering space. Seamlessly connected, the recently renovated chef's kitchen showcases quartz countertops, a spacious center island with seating, and an open-concept layout ideal for both everyday living and hosting guests. The home's highly desirable first-floor layout includes both a luxurious primary suite and a junior primary suite, offering exceptional flexibility for owners and visitors alike. The primary suite is filled with natural light and opens directly to the backyard through sliding glass doors, creating a true indoor-outdoor lifestyle. Designed with entertaining in mind, the private backyard is an inviting retreat featuring an expansive deck and patio with covered dining and lounge areas, a heated swimming pool, and an outdoor shower—all surrounded by mature landscaping for added privacy. Located within an exclusive Southampton Village community offering private tennis courts, this exceptional home places you just moments from world-renowned ocean beaches, Main Street shopping, acclaimed restaurants, and everything that makes village living so sought after. Whether as a year-round residence or a summer escape, 5 Juniper Lane presents an exceptional opportunity to experience the very best of Southampton Village living.

5 Juniper Lane, Southampton
$2,735,000
3 Beds ⋅ 3 Baths ⋅ 1033910 MLS
Set on .83 of an acre on a private cul-de-sac, this 2,238-square-foot, three-bedroom, three-bath farmhouse lives entirely on one level, under three miles from world-class ocean beaches and from Village shops and restaurants. Room to breathe, and a quiet street you'll be glad to come home to. Inside, wide plank wood floors run throughout and the interior has been freshly painted, with large windows filling the rooms with natural light and a Franklin stove anchoring the great room. The kitchen is new down to the cabinets, counters, and appliances, with an adjoining pantry and laundry. The two guest bedrooms sit at the front of the house, well separated from the primary, each with its own updated ensuite bath. The first-floor primary suite - very generous, and genuinely rare in this market - has a wood stove of its own, a bay window looking out over the peaceful back yard, and a new bath finished in marble mosaic with a walk-in shower. Out back, a deck overlooks a flat, open expanse of lawn that is fully fenced, with east-west exposure. The property has a charming mix of mature plantings and new landscaping, with brick paver walkways throughout. A large driveway leads to an oversized 800-square-foot attached two-car garage with full basement access. What sets the house apart is what it costs to run. Geothermal heating and cooling - drawing on a private well - is paired with owned solar panels, a whole-house generator, a full-house surge protector, and municipal water alongside the well for irrigation. Utility costs here are a fraction of what a house this size would normally carry. The hard work is done: move in and enjoy it exactly as it is. And when future needs call for more space, the potential is already built in. A full attic with interior stairs and high ceilings, along with a 1,908-square-foot lower level, offers the potential for additional living space - expansion whenever you're ready, on your own timeline. Turnkey today, with room to grow tomorrow.

9 Aberdeen Lane, Southampton
$5,499,000
6 Beds ⋅ 6 Baths ⋅ 1029122 MLS
Fields in the Foreground, A Legacy Behind the Gate Set beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer's bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home's effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef's dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

652 Noyack Path, Water Mill
$2,170,000
3 Beds ⋅ 3 Baths ⋅ 1028965 MLS
Thoughtfully renovated Southampton property set behind an electric gated entrance and newly asphalted driveway on nearly one-acre of mostly cleared property, this 3/3 contemporary light-filled home offers nearly 3,000 square feet of finished living space across two well designed levels. The main level features a master bedroom with ensuite double vanity bathroom, two additional bedrooms with shared full bathroom, vaulted high ceilings, a wood-burning fireplace and a brand-new modern kitchen, while a dedicated dining room and separate den or home office provide flexibility for both everyday living and entertaining. A spacious lower level significantly expands the home's living space with a full double vanity bathroom and additional living/dining areas, easily accommodating a fourth bedroom if desired. The property offers two distinct outdoor settings. A tranquil landscaped pond with a gentle waterfall creates a peaceful, Zen-like arrival, while the rear of the home features a wraparound deck and a spacious bluestone patio leading up to a new 18x48 heated pool, providing exceptional privacy for entertaining or relaxing. The attached two-car garage completes the property's outdoor appeal. Designed for today's lifestyle, the home features comprehensive smart home automation, allowing remote access and full control of the sliding gate, garage doors, indoor/outdoor lighting, Honeywell thermostats, irrigation system, pool equipment and other major systems at the touch of a button. Offered fully furnished and ideally positioned for easy access to and from New York City, this move-in-ready home offers the opportunity to begin enjoying the Hamptons from day one or immediately generate rental income as an exceptional Hamptons retreat.

138 Longview Road, Southampton
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 1027749 MLS
Enter onto 2.5 private acres in Southampton. Surrounded by nature you will find this unique 3 bedroom 2.5 bath farmhouse. This house has an oversized living room with fireplace, which leads to a private dining area and full kitchen with additional seating. A three season room is perfect for those quiet moments to read a book overlooking your sanctuary. Upstairs you will find 2 bedrooms with a full bath. Off the kitchen you have an oversized bedroom (ensuite) with it's own private entrance. Natural light throughout for that cozy feel all year long. A detached 564 sq ft accessory structure can be used for cars or additional storage and workspace, the possibilities are endless. This is the perfect home for an investor or the year round buyer. The property is conveniently close to Southampton's ocean beaches, village, dining and shopping.

1680 N Sea Road, Southampton
$4,000,000
4 Beds ⋅ 4 Baths ⋅ 1025348 MLS
Discover a pristine home in Southampton that embodies modern design and decor, exuding both luxury and comfort. Upon arrival, high ceilings and a wall of windows greet you, filling the space with natural light and showcasing views of the beautifully landscaped backyard. The spacious living room features a gas fireplace complemented by built-in shelving, while the gourmet kitchen and open dining area create a generous open floor plan, perfect for hosting and celebrating. For more intimate gatherings, the step-down lounge offers privacy while maintaining connectivity with the main floor. The primary suite, located on the main floor, includes a spa-inspired bathroom and ample closet space. Upstairs, across the catwalk, you'll find a second junior ensuite and two additional bedrooms. Additional bonus space can be personalized as a gym, office, or library. The outdoor area is designed for entertaining, complete with a heated gunite pool, a deck with a pergola, an outdoor kitchen, and a side yard. This home is conveniently located near Southampton Village, providing a variety of dining and shopping options, along with easy access to beautiful ocean beaches, golf courses, and equestrian fields.

22 Summer Drive, Southampton
$2,990,000
3 Beds ⋅ 3 Baths ⋅ 1023422 MLS
Bright and Spacious Summer Home A rare combination of privacy and convenience, this sun-filled three-bedroom, 2.5-bath home is set on a generous 0.49-acre property in Southampton Village, featuring an expansive, beautifully landscaped backyard designed for seclusion and year-round enjoyment. Mature plantings and thoughtful landscaping create a peaceful retreat, ideal for both quiet relaxation and entertaining. Inside, the home offers well-proportioned bedrooms and elegant marble bathrooms, along with a custom modern white eat-in chef's kitchen featuring quartz and Glassos countertops and stainless steel appliances. The inviting living room is anchored by a wood-burning fireplace, adding warmth and character. Outdoors, a bluestone patio extends from the home to a heated 40x18 gunite pool, complemented by a dedicated outdoor dining area-perfect for hosting or unwinding in a private setting. Ideally located near both the Village center and renowned ocean beaches-including Coopers Beach, often ranked among America's best-this property offers the perfect balance of privacy, space, and accessibility.

770 Hill Street, Southampton
$7,950,000
6 Beds ⋅ 6 Baths ⋅ 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, 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.