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$3,895,000
6 Beds ⋅ 9 Baths ⋅ 1002643 MLS
Welcome to your brand-new Hamptons oasis, just completed and ideally located less than two miles from the Village of Southampton and just minutes from world-class ocean beaches. This thoughtfully designed residence by renowned Architect, Ryan Kesner, offers six bedrooms, seven full and two half bathrooms, and nearly 6,000 square feet of luxurious living space across three meticulously finished levels. Enter through a grand foyer and immediately appreciate the craftsmanship and attention to detail evident throughout. The first floor features an open and airy layout highlighted by a formal dining room, great room, and living room with a propane fireplace. The chef's kitchen is equipped with top-of-the-line appliances and is complemented by a butler's pantry. Additional first-floor amenities include a primary ensuite bedroom, powder room, full bath, and a laundry/mudroom providing access to the attached two-car garage. Three sliding glass doors open to the beautifully landscaped backyard, bringing natural light into the interior while revealing a 20' x 40' heated gunite pool that serves as the focal point of the outdoor living space, seamlessly blending indoor and outdoor living. Upstairs, the expansive primary suite features a fireplace, dual walk-in closets and vanities, a soaking tub, and a private balcony overlooking the grounds-providing a covered terrace below on the poolside patio. Three additional ensuite bedrooms and a versatile bonus space as well as a second laundry room complete this level. The finished lower level is designed for relaxation and recreation, offering a sixth ensuite bedroom, gym, an additional powder room and large media or game room. With its exceptional attention to detail, refined finishes, and ideal proximity to Southampton Village, 244 North Sea Mecox embodies the pinnacle of modern Hamptons luxury living.

244 N Sea Mecox Road, Southampton
$779,000
1000520 MLS
Location, Location, Location. Fantastic opportunity to build a new home in desirable Southampton Village. Near shops and restaurants.

39 Miller Road, Southampton
$2,300,000
3 Beds ⋅ 3 Baths ⋅ 1000339 MLS
Heart of Southampton Village Southampton Village gem, just steps from Main Street's renowned dining and boutiques. This elegantly updated 1850 shingle-style 3BR residence blends timeless historic charm with modern Hamptons luxury. Inside, discover a gracious living room with wood-burning fireplace, formal dining room, powder room, and gourmet eat-in kitchen boasting professional stainless appliances. The primary suite impresses with vaulted ceilings, exposed beams, and en-suite bath; two guest bedrooms share a full bath. A light-filled breakfast area overlooks the heated pool, south-facing brick patio, lush English and herb gardens, pool house, and outdoor shower. The versatile pool house/garage features brick floors, 10' ceilings with recessed lighting, and French doors to the pool-ideal for cars, beach gear, bikes, or effortless entertaining. Step out from the kitchen to a dedicated outdoor cooking zone with gas and charcoal grills. Now approved for 400SF first-floor expansion, this home delivers quintessential Southampton living with village convenience and endless appeal.

28 Bowden Square, Southampton
$23,495,000
6 Beds ⋅ 8 Baths ⋅ 999864 MLS
Tucked away at the end of a private cul-de-sac in the heart of Southampton Village, 155 Duck Pond Lane is a rare convergence of land, water, and design—where every moment feels intentionally framed by nature. Set on 1.9 pristine acres backing directly to Wickapogue Pond with sweeping ocean views beyond, this 8,000-square-foot estate offers a lifestyle defined by serenity, privacy, and proximity. Here, mornings begin with soft light reflecting across the water, and evenings end with the rhythmic sound of waves crashing along the nearby shoreline. Completely rebuilt in 2017, the home was designed to embrace its surroundings from every angle. Expansive interiors flow effortlessly across three distinct living rooms, each offering its own atmosphere—from intimate fireside gatherings beside one of three gas fireplaces to open, light-filled spaces ideal for entertaining. Thoughtfully designed for both comfort and flexibility, the residence features six bedrooms, including a junior primary suite on the first floor and a spectacular primary suite on the second floor. The primary retreat is a sanctuary of its own, complete with radiant heated floors and a private sauna, creating a spa-like experience within the home. Every detail has been considered for elevated living—from the temperature-controlled wine cellar to the fully equipped gym, and the convenience of three separate laundry areas. The home seamlessly blends high-end functionality with understated elegance, offering spaces that feel both refined and livable. Step outside, and the property truly comes to life. Impeccably landscaped grounds unfold toward the water, where a heated saltwater gunite pool with spa anchors the outdoor experience. A spacious pool house with its own full bathroom and private patio extends the living space. At the same time, an outdoor kitchen, fire pit, and multiple entertaining areas create a setting built for unforgettable summer nights. An outdoor shower and expansive deck overlook the manicured lawn, Wickapogue Pond, and the Atlantic Ocean beyond—an ever-changing backdrop that defines this extraordinary property. Privately gated and complete with a detached two-car garage, this estate offers both exclusivity and ease—just moments from Southampton’s renowned ocean beaches, boutiques, and dining destinations. 155 Duck Pond Lane is more than a home—it’s a front-row seat to one of the Hamptons’ most coveted landscapes, where pond meets ocean, and every detail is designed to elevate the way you live.

155 Duck Pond Lane, Southampton
$4,295,000
6 Beds ⋅ 7 Baths ⋅ 996405 MLS
Set on 1.48± acres in Southampton, this newly constructed residence offers a refined blend of timeless transitional architecture and modern craftsmanship. Featuring six bedrooms and six-and-a-half bathrooms, this luxury Southampton home showcases clean lines, quality materials, and thoughtfully curated finishes throughout. The open-concept floor plan is anchored by a gourmet kitchen with a two-inch stone center island, custom soft-close inset cabinetry, premium appliances, and seamless connection to the living and dining areas. Five-inch white oak flooring extends throughout the home, complemented by radiant heated bathroom floors, Serena & Lily wall coverings in the powder room, integrated Lutron lighting controls, and built-in audio. Each of the six bedrooms includes an en-suite bath, while the finished lower level provides additional flexible living space. Outside, professionally landscaped grounds frame a heated pool, creating a private outdoor setting that complements the home's contemporary design. Ideally located in Southampton, this move-in-ready new construction residence offers convenient access to Southampton Village, exclusive ocean beaches, golf, marinas, shopping, and dining. Combining quality construction, designer finishes, and location south of the highway, this exceptional Southampton new construction presents a rare opportunity to own a newly built luxury home on the East End.

14 Ridge Road, Southampton
$15,995,000
8 Beds ⋅ 12 Baths ⋅ 991792 MLS
This unique offering unites a just-completed resort-style residence with full ownership of an adjacent 18±-acre protected agricultural reserve - together composing nearly 19 acres in coveted Water Mill, where architecture, nature, and lifestyle align in a way that is truly rare.    Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this extraordinary residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away - yet convenient to farm stands, village shops, restaurants, and world-class beaches.    The reserve at 460 Edge of Woods Road serves as the estate's extended backyard - a dreamscape for pursuing new interests or lifelong passions. An early-stage concept envisions a winery with production buildings and a central tasting court surrounded by vineyard plantings. Equestrians will recognize the hallmarks of Hamptons horse country in the sweeping eastern lawn, ideal for riding trails, arenas, and paddocks. The reserve also lends itself to a sun-drenched orchard or sweeping field of wildflowers - open land to cultivate, preserve, or simply enjoy.    Spanning just shy of 10,000 square feet across three impeccably finished levels served by a private elevator, the residence offers eight bedrooms, ten full baths, and two half baths - balancing grand-scale entertaining with intimate serenity. A dramatic double-height foyer floods the entrance with light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout.    The living room features oak ceiling beams and a double-sided fireplace opening to an inviting den. Glass doors line the rear of the home, where landscaped grounds give way to sweeping reserve views beyond. The custom kitchen is anchored by a spacious center island, natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath covered outdoor areas. A generously scaled junior primary suite with soaking tub and double vanities offers a true secondary retreat. Thoughtful service spaces - including a package room, laundry, half bath, and cabana bath - complete the main level.    The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A marble-surround fireplace, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, soaking tub, elegant vanities, and rainfall shower complete this singular haven. Four additional guest bedrooms offer ensuite baths, volume ceilings, and walk-in closets. A gracious upper-level terrace with its own fireplace overlooks the property and reserve - an ideal setting for evenings under the stars.    The lower level offers eleven-foot ceilings and private indulgence: a sleek wet bar, golf simulator, home theater, recreation area, and a glass-walled gym opening onto a wellness terrace for yoga or meditation. A cedar-lined sauna, steam shower, two ensuite guest bedrooms, and a half bath complete this remarkable level.    Outside, a fully equipped outdoor kitchen, pergola, 20-by-50-foot heated gunite pool and spa, bluestone patio fireplace, and a north/south-facing all-weather tennis court compose resort-style grounds built for effortless living and celebration. Don't miss this complete and compelling opportunity in coveted Water Mill.

460 Edge Of Woods Road, Water Mill
$999,999
4 Beds ⋅ 2 Baths ⋅ 978940 MLS
RARE OPPORTUNITY in North Sea – Hamlet of Southampton Located in an up-and-coming section of Southampton, this 0.51-acre property is designated as a legal two-family, the property currently includes two detached ranch-style homes, each offering 2–3 bedrooms, 1 bathroom, and a basement (in each home). Both homes are in need of renovation, presenting a true blank canvas for investors, builders, or end users looking to create something special. With ample space, the property can allow for the construction of even a new 2,500+ sq ft home with an in-ground pool, making it an ideal opportunity to maximize value. Property Highlights: • Legal two-family with R-10 zoning • Two detached homes on one lot • 0.51-acre parcel • FEMA Zone X • Strong income-producing potential or end-user flexibility Located north of Southampton Village and the neighboring hamlets of Water Mill, Bridgehampton, and Sag Harbor. Enjoy close proximity to North Sea Harbor, Conscience Point Marina, and Towd Point Beach, perfect for boating, waterfront activities, and scenic sunsets. Drive-by only. Property being sold as-is.

33 Locust Avenue Unit #33 & 29, Southampton
$2,495,000
3 Beds ⋅ 2 Baths ⋅ 990507 MLS
Privacy, outdoor living, and a relaxed Southampton setting define this North Sea retreat. Set on approximately 0.70 acres, this 3-bedroom, 2-bath home is designed around its beautifully landscaped grounds, with an in-ground pool, expansive decking, and multiple spaces for outdoor dining, lounging, and entertaining. Inside, oversized windows and French doors create a strong connection to the gardens and pool, particularly from the sun-filled den/sunroom and dining area. The kitchen is equipped for serious cooking and entertaining with a 6-burner Thermador range, Thermador refrigerator and range hood, two dishwashers, and a Marvel wine refrigerator. Hardwood floors and a wood-burning fireplace add warmth and character to the living room, while the primary suite offers an en-suite bath and direct access to the hot tub and outdoor shower area. A full finished walk-out basement provides additional flexible space along with the laundry room. Privately positioned in Southampton's North Sea area, 44 Straight Path offers an inviting combination of established landscaping, indoor-outdoor living, and a pool-centered setting. Schedule your private showing and experience 44 Straight Path for yourself.

44 Straight Path, Southampton
$11,995,000
8 Beds ⋅ 12 Baths ⋅ 986783 MLS
Built by one of the Hamptons' most respected builders and refined by an award-winning Manhattan design firm, this masterfully crafted, just-completed residence sets a new standard for Hamptons living. Set along a private access road, the property offers sweeping open-field reserve views that feel worlds away — yet convenient to farm stands, village shops, restaurants, and world-class beaches. Spanning nearly 10,000 square feet across three impeccably finished levels served by a private elevator, the estate offers eight bedrooms, ten full baths, and two half baths — striking an ideal balance between grand-scale entertaining and intimate serenity. A dramatic double-height foyer floods the entrance with natural light, while exquisite millwork and graceful architectural detail set a warm, welcoming tone throughout. The living room features oak ceiling beams and a finely finished double-sided fireplace that opens to an inviting den. Glass doors line the rear of the home, where the beautifully landscaped grounds give way to sweeping views of the broad, open fields of the reserve beyond. At the heart of the home, the custom kitchen is anchored by a spacious center island, hand-selected natural stone countertops, a Wolf range, integrated Sub-Zero refrigeration, a glass wine column, beverage drawers, and a handsome butler's pantry. Guests may dine formally in the oak-paneled dining room, enjoy casual meals in the sunlit breakfast room, or gather beneath one of several covered outdoor areas. The generously scaled junior primary suite with a soaking tub and double vanities is a true secondary retreat. Thoughtful service spaces — including a secure package room, laundry room, half bath, and full cabana bath — complete the main level. The second-floor primary suite serves as a resplendent sanctuary crowned by a soaring cathedral ceiling and anchored by a breathtaking picture window looking out to the natural world beyond. A gas fireplace framed by a striking marble surround, dual walk-in closets, and a luxuriously finished bath with radiant-heated floors, a freestanding soaking tub, elegantly detailed vanities, and a glass-enclosed rainfall shower complete this singular haven. Four additional guest bedrooms each offer beautifully finished ensuite baths, volume ceilings, walk-in closets, and laundry access. A gracious upper-level terrace with its own fireplace overlooks the property and 18 acre reserve — an ideal setting for evenings under the stars. The lower level continues the home's elevated aesthetic with eleven-foot ceilings and a world of private indulgence: a sleek wet bar, golf simulator, state-of-the-art home theater, light-filled recreation area, and glass-walled gym. The gym opens directly onto a serene wellness terrace suited for yoga or meditation, with walk-out access to the backyard. A cedar-lined sauna and a full bath featuring a steam shower complete the spa experience, while two ensuite guest bedrooms and an additional half bath round out this remarkable level. Outside, the resort-style grounds invite effortless living and celebration. A fully equipped outdoor kitchen sets the stage for picturesque al fresco dining beneath the pergola. Spend days lounging beside the 20-by-50-foot heated gunite pool and spa, enjoying the outdoor shower, or unwinding by the bluestone patio fireplace. And for the tennis enthusiast, a north/south-facing all-weather tennis court stands ready to serve. Don't miss this complete and compelling opportunity in coveted Water Mill. This exceptional estate may also be purchased together with the adjacent agricultural reserve. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

450 Seven Ponds Towd Road, Water Mill
$15,000,000
910953 MLS
Exceptional opportunity to acquire a highly visible, high traffic count 9.48-acre parcel along the bustling County Road 39 corridor. Boasting 604 feet of prime road frontage, this property offers outstanding exposure for future development. Currently improved with a substantial 9,844 SF building configured as a church and school, the structure includes a full kitchen and cafeteria, six classrooms, four bathrooms, a main sanctuary, and a 5,000 SF basement. The expansive 17,000 SF paved parking area enhances usability and accessibility. R-20 zoning. A rare offering with significant potential in a high-demand location. Includes SCTM#904-4-1-74.009

130 County Road 39, Southampton
$4,650,000
4 Beds ⋅ 5 Baths ⋅ 987428 MLS
Welcome to 532 Blank Lane—an elegant and fully renovated retreat nestled in the heart of Water Mill. Set on 1.5 acres of lush, wooded grounds, this timeless shingle-style home offers 3,500 square feet above grade, plus a finished lower level designed for entertaining and relaxation. Fully reimagined in 2023, the home underwent a complete transformation—new roof, wiring, insulation, electric, plumbing, kitchen, bathrooms, and more—blending classic architecture with today’s modern finishes. Natural light pours in through oversized windows and vaulted ceilings, illuminating crisp interiors and wide-open living spaces. Two original wood-burning fireplaces anchor the main-level living and family rooms with warmth and character. The open-concept kitchen features quartz waterfall counters, custom cabinetry, stainless steel appliances, and a seamless flow into the dining area and vaulted great room—perfect for both intimate dinners and lively gatherings. With four bedrooms in total—two on the main level and two upstairs with a bonus room—and 2 full baths on the second floor plus a full and half bath on the main level, the layout is ideal for both privacy and comfort. A dedicated home office offers flexibility for remote work or quiet study. Downstairs, the finished lower level expands the footprint of the home, featuring a spacious entertainment lounge and a fully equipped movie theater—an unbeatable amenity for cozy nights and summer screenings alike. Step outside to your sun-soaked backyard oasis, where a recently resurfaced pool (just five years ago) sits surrounded by an expansive bluestone patio. Whether hosting guests, lounging poolside, or enjoying serene evenings under the stars, this private setting delivers the full Hamptons lifestyle. Move-in ready with a newer roof (2023), top-of-the-line finishes, and every modern comfort—532 Blank Lane is a rare Water Mill opportunity that combines scale, style, and soul.

532 Blank Lane, Water Mill
$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
$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
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 971595 MLS
Located south of the highway in the sought after Mecox section of Water Mill. Ride your bike down to Scott Cameron Beach from this 4 bedroom, 3 bathroom home. All new kitchen with new cabinetry, stainless steel appliances, and quartz countertops. Open floor plan makes it an ideal home for entertainment. Three updated bathrooms with all new tiling and gold fixtures. All new windows, doors, roofing and siding. All new mechanical systems, Air conditioning, and sprinkler system. Make this move in ready home yours!

54 Hayground Road, Water Mill
$4,995,000
968433 MLS
A Rare 33 Acre Reserve In Watermill An extraordinary opportunity to acquire 33 acres of protected agricultural reserve in Watermill, New York, set along one of the Hamptons’ most iconic stretches of preserved farmland and open landscape. Offering exceptional scale, privacy, and natural beauty, this remarkable property provides a rare opportunity to thoughtfully utilize significant acreage for permitted agricultural purposes, subject to applicable approvals and agricultural reserve regulations. Potential possibilities include farming, an equestrian center, vineyard, orchard, or other agricultural pursuits, allowing a purchaser to create a distinctive property rooted in the character and traditions of Watermill. With its protected status and expansive open setting, the property offers something increasingly rare in the Hamptons—the opportunity to own a significant piece of preserved landscape while envisioning its future use. Whether imagined as a working farm, private equestrian retreat, vineyard, or simply an extraordinary expanse of protected Watermill countryside, this is a truly unique offering in one of the East End’s most coveted locations. 33 acres. Watermill. Protected agricultural reserve. An extraordinary opportunity to create your own vision. * This listing is offered by itself or as a package with two or more properties within 635,639,641&731 Deerfield Rd and 749 Head of Pond Rd.

731 Deerfield (Lot #4) Road, Water Mill
$1,795,000
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
$5,495,000
5 Beds ⋅ 6 Baths ⋅ 961068 MLS
Bridgehampton Gambrel with Private Pickel & Padel Court The Ultimate Hamptons Lifestyle. This beautifully landscaped Gambrel sits on a private 1+/- acre lot, offering 5,000+/- sq. ft. of luxury living space and a brand-new private Piakcel/Padel court. The home features a dramatic double-height living room, a gourmet chef's kitchen, and five spacious bedrooms, including a grand upstairs master suite and two convenient first-floor guest rooms. Outdoor Paradise. Designed for resort-style living, the grounds feature a pristine pool, an expansive entertaining deck, and professional-grade Padel facilities-all framed by lush, mature landscaping for ultimate privacy. Unbeatable Location. Ideally situated just minutes from the vibrant villages of Bridgehampton, Southampton, and Sag Harbor, and within easy reach of world-renowned ocean beaches.

1366 Scuttle Hole Road, Water Mill
$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
$9,995,000
8 Beds ⋅ 12 Baths ⋅ 950327 MLS
Exquisitely designed with a modern contemporary Miami/Palm Beach aesthetic, this exceptional 3+/- acre new construction estate is the true essence of Water Mill opulence. The fully furnished 9,400 SF residence features 8 en-suite bedrooms, 12 bathrooms, a heated gunite pool with hot tub, a glass pool house, and an all-weather tennis court. On the meticulously finished lower level is a recreational game room, glass- partitioned gym, sauna, spa, steam room, and a state-of-the-art movie theatre. The crown jewel is an impressive cocktail bar lounge and nightclub inspired by the exclusive Annabelle’s members-only club in London. Nestled amidst picturesque open fields, this modern gated estate in Water Mill is a testament to luxury living.

1552 Deerfield Road, Water Mill
$3,195,000
4 Beds ⋅ 5 Baths ⋅ 958968 MLS
Step into a world of tranquility and elegance at the stunning Mill Pond property, nestled in the picturesque hamlet of Water Mill. Just moments away from the vibrant Southampton and Bridgehampton Villages and the pristine shores of Flying Point Ocean Beach, this extraordinary residence is a sanctuary for the senses, offering breathtaking sunsets and serene vistas that will leave you spellbound. Meticulously redesigned and renovated, this modern masterpiece spans over 3,500 sq. ft. and boasts four generous bedrooms and four and a half luxurious baths. As you enter, you'll be captivated by the grand living space featuring soaring 11-foot ceilings and an open-concept layout that perfectly aligns with today’s lifestyle, allowing for seamless interaction and effortless entertaining. A magnificent wall of glass stretches across the rear of the home, flooding the interiors with natural light and framing the spectacular water views that make this property truly unique. The custom chef’s kitchen and elegant dining area, adorned with exquisite finishes, are a dream come true for culinary enthusiasts and socialites alike. Ascend to the second floor, where 10-foot ceilings enhance the airy ambiance. The master suite is a personal oasis with unobstructed water views, while three additional guest suites provide luxurious accommodations for friends. Step outside to discover your own outdoor paradise, thoughtfully designed for both relaxation and entertainment. Whether you’re hosting intimate gatherings or grand celebrations, the serene backdrop of nature sets the stage for unforgettable moments. Plus, the potential to add a pool offers even more opportunities to create your dream outdoor retreat. Experience the perfect blend of modern luxury and nature’s beauty at the remarkable Mill Pond property. This is your chance to embrace a lifestyle of unparalleled elegance—don’t miss the opportunity to own your own slice of paradise!

172 Mill Pond Lane, Water Mill
$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
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 941317 MLS
Discover this private Water Mill retreat set on just over a half acre of beautifully mature landscaping. This charming 4 bedroom, 3 full bath home offers a serene setting with exceptional potential, perfect as is or ready for thoughtful renovation and expansion. The first floor primary suite features a spacious layout and an ensuite bathroom, providing comfort and convenience. An open kitchen and living area create an inviting flow for effortless entertaining and relaxed everyday living. Currently a bonus room being used as study that can be made into a bedroom. Large windows bring in abundant natural light and showcase the lush surroundings. Step outside to your own secluded oasis with a heated pool, expansive decking, and generous outdoor space ideal for lounging, dining, and soaking up the Hamptons sun all wrapped in greenery for complete privacy. Whether you’re looking for a move in ready getaway or a property to reimagine, this Water Mill gem offers endless possibilities in a highly desirable location.

112 Upper 7 Ponds Road, Water Mill
$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
$10,500,000
7 Beds ⋅ 9 Baths ⋅ 937172 MLS
New Construction | Water Mill South Just completed by boutique custom builder Heartwood Corp, this 7-bedroom, 9-bathroom, 9,600-square-foot Water Mill South estate showcases signature craftsmanship and refined detail. Positioned on prestigious Cobb Road behind a motorized gate and enveloped by mature, professionally designed landscaping, the property offers a private retreat moments from Flying Point Beach and Southampton Village. A soaring two-story foyer introduces the open, light-filled layout, highlighted by architectural floor-to-ceiling millwork on a double-sided gas fireplace shared with the living room. The dining area flows into a fully outfitted butler’s pantry with sink, ice maker, wine refrigerator, and walk-in pantry. The chef’s kitchen blends elegance and performance with custom white oak and painted cabinetry, integrated luxury appliances, and a hybrid waterfall island ideal for entertaining. The first-floor junior suite features a private patio, two walk-in closets, and a large spa-inspired bath with double vanity and privacy-glass shower enclosure that welcomes natural light. The living room, kitchen, foyer, and junior suite all overlook the landscaped grounds and pool, creating seamless indoor-outdoor living. A mudroom with garage access and a powder room complete the main level. Upstairs, the primary suite is a tranquil sanctuary offering two walk-in closets, a luxurious bath with soaking tub, separate vanities, makeup station, and privacy-glass shower and water closet, plus a dedicated office and serene views. Four additional ensuite bedrooms, a bonus room, and a custom-outfitted laundry room complete the second floor. The lower level is designed for recreation, featuring a glass-enclosed wine cellar, den with wet bar and wine cooler, flexible gym/media/game space with exterior access, a private sauna with Bluetooth controls, a full bath with steam shower, powder room, and two guest or staff bedrooms. Outdoors, resort-style amenities include a heated saltwater Gunite pool with integrated spa and sundeck, outdoor shower, stainless-steel kitchen and bar, and a dedicated outdoor powder room for poolside convenience. Expansive patios and lush landscaping set the atmosphere for effortless summer living. With Wi-Fi–enabled smart-home capabilities, custom cabinetry, tailored closet systems, central vacuum, laundry on two levels, and a radiant-heated two-car garage, 158 Cobb Road embodies timeless sophistication, abundant natural light, and modern Hamptons craftsmanship.

158 Cobb Road, Water Mill
$6,395,000
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
$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
$3,749,500
3 Beds ⋅ 3 Baths ⋅ 916216 MLS
Stylish and Secluded Water Mill Sanctuary Discover this elegant Water Mill summer retreat, perfectly situated in the heart of the Hamptons. Surrounded by meticulously landscaped grounds, the residence offers sunlit interiors, refined yet comfortable living spaces, and a thoughtfully designed layout that seamlessly accommodates both everyday living and entertaining. Outdoors, a private pool is framed by lush greenery, creating a tranquil escape ideal for summer relaxation and gatherings. The home's effortless indoor-outdoor flow enhances the experience, whether hosting guests or enjoying quiet moments. Just minutes from pristine beaches, charming village shops, and acclaimed dining, this property offers the quintessential Hamptons lifestyle in a private, stylish setting.

2 Strongs Lane, Water Mill
$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

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.