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

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

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

48 Beechwood Drive, Southampton
$2,995,000
4 Beds ⋅ 5 Baths ⋅ 000103 MLS
Tucked away in the coveted Shinnecock Hills section of Southampton, this newly constructed residence by Hamptons Building Group offers an exceptional blend of modern luxury, effortless functionality and refined Hamptons living. Ideally located less than 10 minutes from the heart of Southampton Village, residents enjoy easy access to the Village's renowned boutiques, celebrated restaurants, and pristine ocean beaches. Set on .22 acres and spanning approximately 3,090 square feet, the home features four ensuite bedrooms, four full bathrooms, and one half bath thoughtfully designed across two impeccably finished levels. A dramatic double-height foyer welcomes you into the sun-drenched main living space, where natural white oak flooring, soaring ceilings, and an oversized stone fireplace create a warm yet sophisticated atmosphere. The open-concept layout seamlessly connects the great room to a beautifully appointed chef's kitchen complete with a substantial center island, premium finishes and an adjoining dining area ideal for both intimate gatherings and large-scale entertaining. The first floor is further complemented by a powder room, mudroom and attached garage for everyday convenience. The primary suite serves as a private retreat, featuring a spa-inspired bath with soaking tub, glass-enclosed shower, and dual vanities. An additional ensuite guest bedroom on the main level offers comfort and privacy for visitors. The fully finished lower level is designed with lifestyle in mind, offering two additional ensuite guest bedrooms, a spacious recreation lounge with wet bar, dedicated fitness room with sauna, oversized double laundry area, additional storage and electrical closet. Outdoors, beautifully landscaped grounds surround a stunning heated salt water gunite pool and expansive stone patio, creating the perfect backdrop for summer entertaining and relaxed coastal living. Offering the rare combination of new construction, luxury amenities, and exceptional value south of $3 million, this is a remarkable opportunity to own a turnkey Hamptons retreat in one of Southampton's most desirable enclaves. Expected completion June 2026!

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

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

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

9 Aberdeen Lane, Southampton
$2,625,000
7 Beds ⋅ 4 Baths ⋅ 972909 MLS
South of the highway and tucked at the end of a quiet Shinnecock Hills cul-de-sac, this renovated seven-bedroom retreat offers exceptional space and flexibility within easy reach of Southampton Village, Hampton Bays and nearby bay beaches. Set on 0.60 acre, the approximately 3,200-square-foot residence unfolds across three finished levels, creating a comfortable setting for year-round living, weekend escapes or extended stays with family and friends. Inside, high ceilings, paneled detailing and hardwood floors bring warmth and character to the light-filled interiors. The main level includes a welcoming den, an open dining area with a sleek fireplace and a renovated eat-in kitchen featuring marbled countertops, a generous center island and Viking appliances. Two bedrooms are conveniently positioned on the first floor, including the primary suite, while five additional bedrooms upstairs provide ample room for guests, home offices or recreational space. A spacious finished lower level adds further flexibility for a media room, gym, playroom or casual gathering space. Outdoors, the private backyard is designed for relaxed Hamptons living, with a saltwater pool, sunlit patio, firepit and established landscaping surrounded by a natural woodland backdrop. The cul-de-sac setting offers privacy while remaining conveniently positioned between Southampton Village and Hampton Bays. With seven bedrooms, a first-floor primary suite, three finished levels, a private pool and an established seasonal rental history, this versatile Southampton property presents a compelling opportunity as a full-time residence, weekend retreat or income-producing investment.

191 Shinnecock Hills Road, Southampton
$2,549,000
4 Beds ⋅ 4 Baths ⋅ 1019371 MLS
Welcome to this newly renovated, New England-inspired colonial home in Southampton, situated on a shy 1.5 acres at the entrance to the Hamptons. Upon arrival, the residence is set back on the property, providing a great deal of privacy. As you enter the home, you are greeted by high ceilings and a spacious foyer. The open floor plan is filled with natural light and seamlessly connects the living and dining areas. The kitchen features custom white cabinetry and stainless steel appliances, along with a casual dining island. Two sets of sliding doors provide easy access to the private backyard, accessing the pool and spacious entertaining patio. Additionally, the side yard offers ample space for curating a garden or outdoor lounge. On the main floor, you will find an office, a full bathroom with laundry facilities, and a lounge that opens to the backyard, making it an inviting space to gather and enjoy the pool. Upstairs, wide hallways lead to a loft space and four bedrooms. The primary suite includes a spa-inspired bathroom with a soaking tub, while the junior ensuite bedroom offers lovely views of the backyard. The two additional generously sized bedrooms share a full bathroom. The full, unfinished lower level provides versatile options, whether you envision it as a recreation room, gym, or home theater. Enjoy convenient access to picturesque beaches, golf courses, equestrian fields, and the charming village, where you can indulge in shopping, dining, and nightlife options.

148 Hills Station Road, Southampton
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 1019304 MLS
Just completed, this beautifully renovated transitional home is the quintessential Hamptons retreat. Set on nearly 1.5 private acres and complemented by a detached accessory studio with its own private entrance, the property offers a rare combination of flexibility, exceptional privacy, and expansive level grounds. Abutting protected Southampton Town preserve, the home enjoys a peaceful natural backdrop with miles of scenic walking trails just beyond the backyard, all while being moments from Southampton Village, world-renowned ocean & beaches, boutique shopping, and acclaimed restaurants. The thoughtfully redesigned residence features five spacious bedrooms, 4- of which are en-suite, and five full bathrooms. Bright, open living spaces are filled with natural light, flowing seamlessly between the living room, dining area, and beautifully appointed kitchen. Contemporary finishes, refined craftsmanship, and timeless design create a sophisticated yet welcoming atmosphere throughout. Designed for effortless indoor-outdoor living, the expansive backyard is a private oasis featuring a sparkling swimming pool, generous patio space, mature landscaping, and a sprawling lawn ideal for entertaining or relaxing. The detached recreational space with a bathroom and wet bar provides exceptional flexibility as a home office, fitness studio, creative workspace. Combining a just-completed custom renovation, nearly 1.5 private acres, a detached recreational space, a two-car garage, and an exceptional Southampton setting, this turnkey property offers the very best of Hamptons living.

1579 N Sea Road, 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
$2,450,000
973350 MLS
Freestanding Commercial Building - Rare VB-Zoned Property with Private Parking in the Southampton Village Core. Exceptional Accessibility in Prime Village Location – Located in the heart of Southampton Village’s Business District, this 0.25-acre property offers a rare freestanding commercial building with on-site parking - an increasingly scarce feature within the Village core. The property’s clean stucco façade and central positioning make it a strong presence along one of the area’s most established corridors. Versatile Two-Level Layout with Private Parking – The 2,640sf structure is currently configured for single-tenant use but can be easily adapted for multi-tenant occupancy. The ground floor offers open-plan retail or office space with high ceilings, while the upper level provides additional workspace or storage. The layout includes one full bathroom and one half bathroom, adding significant operational flexibility for both staff and client needs. Furthermore, an on-site generator ensures stable, uninterrupted operations, which is a critical asset for medical, professional, or retail users. The site also includes 15 parking spaces plus a two-car garage, providing unmatched convenience in a high-traffic area. Flexible VB Zoning with Broad Use Potential – Village Business zoning allows for an extensive range of commercial uses, including bank, professional or medical office, personal service, and retail. Special Exception uses further expand the property’s potential, including restaurant or second-floor apartments. The property’s adaptability makes it ideal for investors or those seeking a long-term headquarters.

28 Cameron Street, Southampton
$2,399,999
5 Beds ⋅ 3 Baths ⋅ 1052698 MLS
Rarely does a Southampton property offer the scale, privacy, and character of a standalone five-bedroom home with the ease of a waterfront community lifestyle. Set within Middle Pond Estates, this exceptional residence offers approximately 2,500 square feet of living space and an uncommon sense of scale. With a nod to Southampton's rich maritime heritage, the home evokes the spirit of a classic captain's house—spacious, welcoming, and designed for gathering. The thoughtful layout includes five bedrooms, three beautifully renovated baths, a newly completed kitchen renovation, a generous living room, and an impressive great room featuring a fireplace and picturesque views of the beach and pool. Enjoy the best of waterfront living with community amenities including a private beach, scenic saltwater pool, and beautifully maintained grounds. Whether relaxing by the water, entertaining guests, or enjoying the tranquility of the East End, this unique residence offers a rare opportunity to experience Southampton living in a setting that feels truly like home.

70 Middle Pond Road Unit #22, 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
$2,295,000
7 Beds ⋅ 6 Baths ⋅ 865275 MLS
OWNER MOTIVATER!!!!! Any reasonable offer will be considered.

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

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

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

9 Lake View Ct, Southampton
$2,100,000
3 Beds ⋅ 4 Baths ⋅ 1041905 MLS
Welcome to 24 Pond Crossing, Southampton of the highly sought after Pond Crossing condo community located just south of Montauk Highway beside Old Fort Pond. This exceptional offering has been fully updated from top to bottom with no upgrade spared featuring 3 bedrooms, an office and 3.5 bath across approximately 2,750 sqft of total living space. The floor plan has the most spacious open concept layout designed for both everyday living with great flow for entertaining between the front sitting area or the open chef's kitchen. Showcased are high end appliances including Subzero refrigerator, Viking range, Bosch dishwasher and wine refrigerator. A generous center island overlooks a casual living space around your indoor fireplace leading out to the privately hedged backyard ideal for a cook out or intimate dinner. High ceilings, recessed lighting create a joining space to the upper level where the office, bedroom and primary suite with generous closets and modern spa bath. Additional highlights include central air, natural gas heating, central vacuum, two car garage and a full unfinished basement. Pond Crossing is a community totaling 16 units and clubhouse and this is one of only 5 constructed with a 2 car garage. The clubhouse has a private keyed entry sitting area, gym and in ground heated gunite pool available to all of the residents. Don't miss your opportunity to reside in the beautiful Pond Crossing community of Southampton.

24 Pond Crossing Unit #11, Southampton
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 1051253 MLS
Set directly on Little Fresh Pond in Southampton, this distinctive four-bedroom, three-bathroom waterfront residence offers a rare combination of privacy, expansive indoor-outdoor living, and approximately 81 feet of water frontage with a private dock. Situated on .62± acres and thoughtfully renovated and expanded in 2004, the home has been designed to take full advantage of its peaceful setting and connection to the water. The first floor is centered around a sun-filled great room, where expansive sliding glass doors open directly onto more than 1,000± square feet of decking, creating a seamless transition between the interior and the waterfront landscape beyond. The open-concept kitchen is designed for both everyday living and entertaining, featuring an impressive suite of appliances including a Wolf oven, induction range and wok burner, along with Thermador refrigeration, Sub-Zero freezer drawers and an Asko dishwasher. A formal dining room provides a dedicated space for gatherings, while two comfortable bedrooms and a full bathroom complete the main level. Additional features include stainless steel siding, a heated two-car garage, smart Lutron lighting, built-in vacuum system & radiant heat throughout the first-floor living areas, kitchen and primary bathroom. Occupying the second floor, the private primary suite serves as a true retreat. The oversized bedroom opens to its own private balcony, while a dedicated dressing room features two built-in closets. The spacious primary bathroom is appointed with two separate vanities, an oversized soaking tub, steam shower, radiant heated floors and a Toto Washlet. Electric skylights bring additional natural light into the upper level, further enhancing the home's bright and airy atmosphere. The finished lower level adds approximately 840± square feet of versatile living space and includes a fourth bedroom, full bathroom and generous recreation room with direct walkout access. A thoughtfully designed laundry area with ample countertop space and a sink adds functionality to the lower level, while wine storage tucked beneath the stairs provides a practical finishing touch. Outdoor living is an integral part of the property. More than 1,000± square feet of decking, a covered porch and retractable awning provide multiple areas for dining, lounging and entertaining while overlooking Little Fresh Pond. A private dock and walkway lead directly to the water, offering an exceptional setting for enjoying the pond throughout the seasons.

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

36 Charla Drive, Southampton
$1,785,000
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
$1,699,000
3 Beds ⋅ 3 Baths ⋅ 1019081 MLS
Property is occupied. Please do not disturb the tenant. The property is being sold as-is, subject to the bank's approval. Interior access is not available at this time. Drive-by only until bank approval is obtained.

10 Kerrie Court, 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
$1,695,000
944322 MLS
Located within the Village of Southampton this commercial property offers a hard to beat location. The 2347 sq ft commercial building is highly visible with parking, plus lots of foot traffic. Full basement. It has in the past being home to liquor store and antique furniture.

25 N North Sea Road, Southampton
$1,650,000
3 Beds ⋅ 1 Baths ⋅ 1011323 MLS
Build, Expand, or Enjoy in Southampton Village New to the market, this Southampton Village property presents a rare opportunity to own in one of the Hamptons' most sought-after locations. Set on .38± acre, the property offers immediate enjoyment with significant future potential. The existing cottage is rich in character, featuring original wide-plank pine floors, a welcoming living room, separate dining room, kitchen, and full bath on the first floor. Upstairs are three bedrooms, offering comfortable accommodations for summer living or year-round use. Outside, a heated gunite pool, spa, and detached garage/storage building create a private setting for relaxation and entertaining. For those looking to expand, the property can accommodate a new residence of approximately 3,500± square feet on two levels, with additional space possible in the lower level, garage, and pool house. Whether updating, expanding, or building new, this is an exceptional opportunity to secure a Village address and create lasting value. Conveniently located near Southampton Village shops, restaurants, cultural attractions, the train station, and Hampton Luxury Liner stop. Enjoy as is, reimagine, or build new in the heart of Southampton Village.

98 Powell Avenue, 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.