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

94 Post Lane, Southampton
$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
$2,800,000
4 Beds ⋅ 4 Baths ⋅ 943460 MLS
A Serene Hamptons Retreat with Pool & Modern Upgrades Welcome to 50 Corbett Drive,- a private 1.38-acre sanctuary offering refined Hamptons living. Built in 2004 and recently enhanced with thoughtful upgrades, this 3,500+ square foot residence combines timeless design with modern amenities for today's lifestyle. Featuring four spacious bedrooms, three full bathrooms, and a stylish new half bath, the home offers an elegant yet comfortable flow. The separate dining room provides a refined space for formal gatherings, while expansive, light-filled living areas create a warm and inviting setting for both entertaining and everyday living. Outdoors, a newly installed resort-style pool serves as the centerpiece of the beautifully landscaped grounds, surrounded by mature trees that provide both shade and privacy. Multiple outdoor areas allow for relaxation and entertaining all summer long. Additional highlights include central air, efficient forced-air heating, and solid wood construction, blending quality craftsmanship with modern convenience. Flexible spaces allow for guest accommodations, a home office, or creative studios, adapting easily to your needs. Perfectly situated, the residence is just minutes from pristine beaches, charming shops, acclaimed dining, and convenient commuter routes - ensuring both tranquility and accessibility. 50 Corbett Drive is more than a home; it's a Hamptons retreat where privacy, comfort, and lifestyle come together seamlessly - whether as a year-round residence or a seasonal escape. *Interior photos have been virtually staged.

50 Corbett Drive, E. Quogue
$2,150,000
942952 MLS
Southampton investment property offering a rare multi-structure compound on approximately 1.2 acres south of Montauk Highway, near Shinnecock Bay and close to ocean beaches. The property includes four structures: a main residence with a lower level; a separate guest cottage with 1 bedroom, full bath and powder room; a two-story garage; and an additional shed. The generous acreage and existing layout provide flexibility for renovation, reconfiguration, or value-add potential. Room for a pool and/or tennis court (subject to approvals). A unique opportunity to reimagine a Southampton compound in a sought-after resort market location.

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

39 Cedar Drive, Southampton
$2,295,000
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
$6,795,000
6 Beds ⋅ 8 Baths ⋅ 936974 MLS
Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home features 6 bedrooms,7 full bathrooms, and 1 half bath, thoughtfully designed for both comfort and sophisticated entertaining. The main level showcases a dramatic open-concept great room with soaring ceilings, a fireplace, and walls of glass that invite natural light throughout the space. The chef’s kitchen is anchored by a large center island and complemented by a stylish bar area, seamlessly connecting to an elegant dining room with seating for ten and surrounded by glass sliders that open to the outdoor living areas.A first-floor primary suite offers a private retreat complete with a sitting area, gas fireplace, spa-inspired bath, and dual walk-in closets.Upstairs, four en suite guest bedrooms are privately situated opposite an additional primary suite with gas fireplace, all connected by a striking double-height foyer overlooking the main level. The second floor also includes a second laundry room and an expansive balcony lounge deck. The finished lower level adds exceptional living space with an en suite bedroom, media room, gym area,office, and a separate exterior entrance. Outdoor living is equally impressive. A 20' x 40' heated gunite pool is surrounded by classic Hamptons landscaping designed for privacy, while extensive decking creates multiple spaces for relaxing, dining, and entertaining al fresco.This remarkable residence combines modern design, generous living space, and a prime Hamptons location—just minutes from world-class ocean beaches, farm stands, and village amenities. ALSO AVAILABLE FOR RENT.

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

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

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

4 Spring Lane, Southampton
$3,749,500
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
$10,495,000
6 Beds ⋅ 8 Baths ⋅ 916731 MLS
Perfectly sited between the charming shops, world-class restaurants, and pristine beaches of Southampton Village, this newly built estate offers an effortless blend of sophistication and coastal living. Step inside to discover an open and airy layout with soaring ceilings, walls of glass, and abundant natural light that create an inviting, contemporary atmosphere. The chef’s kitchen is a culinary showpiece, outfitted with top-of-the-line appliances, custom cabinetry, and generous counter space for both everyday living and elegant entertaining. This 6-bedroom, 6.5-bath residence includes dual primary suites—one on the main level and one upstairs—each with spa-inspired bathrooms, private seating areas, and oversized closets. Four additional ensuite bedrooms provide luxurious accommodations for guests. The fully finished lower level extends the living space with a media lounge, wellness area, and a private sauna. Outdoors, the resort-like grounds offer a serene retreat. Relax by the heated gunite pool and spa, enjoy the poolside cabana with full bath, or host gatherings on the covered patios and expansive Turkish marble terraces. With meticulous attention to detail, premium finishes, and timeless design, this Southampton Village residence is the perfect blend of luxury, comfort, and location—ready to be enjoyed year-round.

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

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

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

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

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

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

59 Shinnecock Hills Road, Southampton
$1,699,000
869782 MLS
Sunrise, sunsets! Finished, ready-to-go 1.04 acre building lot - one of the last full-acre properties available in Southampton, just waiting for your creative design. Backs up to wooded, Town-owned parkland. Private cul-de-sac neighborhood, finished with Belgian block curbs. More than enough space for house of your dreams, with room for garage, pool, patio and gardens;; possibly tennis. Underground water, electric, cable and Verizon in place now at curb. Quick bike ride to swimming, canoeing, freshwater fishing at Elliston Park, Big Fresh Pond (Lake Missapogue). Close to boating, saltwater fishing and other water sports at Scallop Pond and beautiful Peconic Bay. Minutes to ocean beaches, dining and shopping in Southampton Village, Water Mill, and Sag Harbor.

8 Lois Lane, Southampton
$2,295,000
7 Beds ⋅ 6 Baths ⋅ 865275 MLS
OWNER MOTIVATER!!!!! Any reasonable offer will be considered.

251 Sebonac Road, Southampton
$10,250,000
5 Beds ⋅ 5 Baths ⋅ 847331 MLS
Nestled in the heart of Water Mill South, this historic luxury estate is a rare opportunity to own a masterpiece of Shingle Style architecture. Renovated in 2007 and conceived and built in 1884 by Henry Turbell Rose, Rosemary Lodge stands as a testament to exceptional craftsmanship and enduring elegance. Just minutes from the ocean, 0.93-acre grounds featuring a 4,110-square-foot residence, pool house, and a pool. This beautifully designed home boasts 5 bedrooms, 4 bathrooms, and 1 half bathroom. Impeccably preserved, the home retains its museum-quality original paneling, hand-carved woodwork, stained glass windows, and intricate moldings. Each of the five bedrooms was individually crafted, showcasing a unique species of wood. The central living hall, paneled in ash, sets the tone for this architectural gem, while four working fireplaces feature hand-carved mantels, hidden cupboards, hand-painted designs, and custom tile inserts. Throughout the home, delicate floral motifs, ships, butterflies, and birds are carefully etched into the wood, along with the initials "RL," an homage to its storied past. The grand master suite is a private sanctuary, complete with a spa-like ensuite bath, a spacious walk-in closet, and a romantic terrace overlooking serene Hamptons farmland. A second-floor media room with a big-screen TV and fireplace offers the perfect retreat for gatherings. Designed for elegant entertaining, the chef's eat-in kitchen features a massive center island, professional gas stove with broiler, and seamless access to the outdoor lounge and dining area. Outside, a meticulously maintained rose garden greets visitors at the entrance, while the lush backyard oasis boasts a heated pool, pool house with a full bath and outdoor shower, and an alfresco cooking station with a large refrigerator and vegetable garden. Additional modern amenities include a state-of-the-art darkroom for film and photographic development, a dedicated exercise and bicycle shed, ample storage, and a newly installed electric vehicle charging station. Recognized in Houses of the Hamptons, Rosemary Lodge is listed on both the State and National Register of Historic Places for its exceptional integrity and preservation. This architectural treasure offers the rare chance to own a piece of Hamptons history, blending timeless elegance with modern luxury.

322 Rose Hill Road, Water Mill
$2,865,000
4 Beds ⋅ 4 Baths ⋅ 828703 MLS
Discover a hidden gem with breathtaking water views in the exclusive Sandringham Beach community of Southampton! Located just two blocks from the private easement to Shinnecock Bay Beach, this 4-bedroom, 3.5-bathroom home is a rare opportunity to create your dream Hamptons retreat. With modern elegance and seamless indoor/outdoor living, enjoy panoramic water views from the kitchen, living room, dining room, and the expansive 50-foot deck. Step outside to overlook your 20x40 in-ground pool, featuring a new natural gas heater and a Nature 2 filtration system, which requires less chlorine for easier maintenance. Inside, the grand foyer opens into a large great room with endless views of Shinnecock Bay. The great room also features a fireplace with a natural gas hookup for cozy evenings and is set off of the open concept kitchen, perfect for entertaining. The primary ensuite featuring a spacious bedroom with water views, offers a luxurious escape with a jacuzzi, shower, and private balcony. For added privacy, guests can enjoy a separate gated entrance to their rooms, with sliding glass doors that open to the lower deck, pool area, and Dimensions 2 hot tub. Additional features include a private driveway which can fit five cars, a 2.5-car garage, Anderson storm windows throughout, a fireplace with natural gas hookups (which also services the kitchen stove and Generac), and a 7-zone sprinkler system. The enormous laundry room rounds out the home with a new washing machine, refrigerator, sink and ample storage closets. Outside, lush gardens featuring plenty of specimen trees, raised organic garden bed, serene walking paths, and multiple patios offer a tranquil setting for relaxation. Sandringham Beach community is located south of the highway, just minutes from Southampton Village and Ocean beaches. Additionally, it's the first stop off Route 27 when coming from the city, allowing you to avoid any additional summer traffic. Most notably, this property offers the unique potential to expand to a third level and add an upper deck (all without the need for a variance as you wouldn’t break the roof line). This home truly is a canvas for your vision, ready to be transformed into your ideal retreat. Don’t miss the chance to transform this property into the ultimate Hamptons getaway!

29 Kenwood Road, Southampton
$1,295,000
3 Beds ⋅ 3 Baths ⋅ 808678 MLS
LIGHT FILLED CONTEMPORARY CLOSE TO LITTLE FRESH POND & VILLAGE OF SOUTHAMPTON! This charming, warm home with brand new roof and gutters will delight you all year. Relax by the heated pool surrounded by patio and sunlight. with lots of sunlight Pool is heated by propane. Open living/dining area with high ceilings and sliders lead to an elevated front deck, wood burning stove will be removed. The spacious primary bedroom has an en-suite full bath and walk-in closet with glass sliders leading to the back deck. Downstairs there are two additional guest bedrooms and a separate updated full bathroom with a shower. This lovely home has central air conditioning and is located close to beaches, restaurants and shoppes. The square footage is approximate and not exact. All information is deemed accurate but should be independently verified by buyer/buyers agent.

292 Little Fresh Pond Road, 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.