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

509 North Main Street, Southampton
28 Inlet View Drive, Southampton
$3,350,000
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
40 Waters Edge Road, Southampton
$3,250,000
5 Beds ⋅ 6 Baths ⋅ 974288 MLS
Experience an inspired blend of Southern elegance and modern Hamptons living in this stunning new construction, perfectly positioned in the highly coveted Southampton Cove community. This exceptional residence showcases a beautifully balanced architectural design, featuring symmetrical front and rear façades accented by double stacked balconies on both levels. Step inside to an airy, open-concept first floor anchored by a custom designed chef’s kitchen with high-end Thermador stainless steel appliances, 2" quartz countertops, and an oversized center island ideal for entertaining. Ten-inch engineered white oak flooring, a striking marble fireplace, and custom-crafted railings elevate the home’s sophisticated aesthetic. A stylish first-floor junior suite with a private bath provides an inviting retreat for guests, while a dedicated second full bath—conveniently situated off the pool area—adds ease to indoor/outdoor living. Upstairs, the luxurious primary suite awaits with thoughtful indulgences including a built-in coffee bar with sink, a second fireplace, and an exquisite spa bath with rain shower, radiant-heated floors, water closet, ambient-lit double mirrors, and built-in Bluetooth speakers. Two additional guest suites, each with uniquely designed private baths, ensure comfort and privacy for all. Every living space and bedroom seamlessly integrates indoor and outdoor living through French doors leading to covered balconies. Ample built-in closet systems throughout the home offer move in convenience, complemented by a second-floor laundry room with additional hookups in the lower level. The fully finished lower level extends the living space with a private gym, lounge area, fifth bedroom, and full bath—perfect for hosting or relaxation. Outdoors, the property invites leisure and entertainment with a Gunite heated pool and a fully equipped outdoor kitchen. The adjacent carport with ample lighting offers easy access to the mud room into kitchen. For water enthusiasts, the private community marina offers space for your boat or kayak—just moments from your doorstep.

40 Waters Edge Road, Southampton
601 Water Mill Towd Road, Southampton
$3,200,000
6 Beds ⋅ 2 Baths ⋅ 1034303 MLS
TWO LOTS are being SOLD TOGETHER! 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, A SINGLE & SEPARATE BUILDABLE LOT is 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
48 Beechwood Drive, Southampton
$2,999,000
4 Beds ⋅ 6 Baths ⋅ 1049950 MLS
Moments from Big Fresh Pond and surrounded by some of Southampton's most beloved nature trails, this beautifully renovated four-bedroom, five-and-a-half-bath residence with a bonus room pairs refined finishes with an easy, thoughtful layout designed for everyday Hamptons living. Step inside to bright, open-concept living and dining spaces defined by 9-foot ceilings and 8-inch wide-plank white oak floors. Sliding glass doors from the dining area open directly to the rear deck, creating a natural connection between the home's main gathering spaces and the outdoors. Just beyond, the eat-in kitchen is beautifully appointed with Sub-Zero and Wolf appliances and offers its own sliding glass doors to the backyard. A powder room and dedicated laundry room complete the main living areas. Privately positioned in its own wing, the first-floor primary suite offers a peaceful retreat with a beautifully appointed spa-like bath featuring radiant heated floors, thoughtful upgrades including a TOTO fixture, and a striking picture window overlooking the grounds. Upstairs, two well-appointed en-suite bedrooms are joined by an additional bedroom and full hall bath, as well as a generously sized bonus room with a closet offering valuable flexibility as a home office, den, playroom, or additional living space. The finished lower level provides even more room for recreation, fitness, or relaxation, while an attached 1.5-car garage adds everyday convenience. Outside, meticulously landscaped grounds create a private retreat centered around a heated pool, covered trellis, multiple patio seating areas, spacious deck, and outdoor shower—an inviting setting for long summer days and evenings under the stars. Thoughtfully renovated and beautifully finished throughout, this exceptional property brings together privacy, comfort, and effortless Hamptons living, with Southampton Village, renowned ocean beaches, dining, shopping, and everything the area has to offer within easy reach.

48 Beechwood Drive, Southampton
770 Hill Street, Southampton
$2,850,000
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
810 David Whites Lane, Southampton
$2,750,000
3 Beds ⋅ 3 Baths ⋅ 1053107 MLS
Timeless Charm with Beautiful Landscaping & Outdoor Appeal Just minutes from Southampton Village, this beautifully maintained 3-bedroom, 3-full-bath residence exudes timeless English country charm and is surrounded by exceptional natural beauty. Warm and inviting interiors feature exposed beam ceilings, three fireplaces, and thoughtfully curated English country antiques that complement the home's distinctive character and elegance. A sun-filled sunroom with custom, high-end built-ins provides the perfect place to relax, while French doors open to a spacious mahogany deck overlooking the heated pool and impeccably landscaped grounds. A rooftop deck provides the perfect setting to enjoy morning coffee, evening sunsets, or peaceful views of the surrounding landscape. Designed for effortless indoor-outdoor living, the private backyard is a true retreat, featuring a heated pool, expansive entertaining spaces, and lush, professionally landscaped grounds. Adding to the property's unique appeal, a protected reserve directly across the street ensures a peaceful setting and no future development. Blending classic English country style with modern comforts in one of the Hamptons' most sought-after locations, this exceptional home presents a rare opportunity just moments from Southampton Village, ocean beaches, world-class dining, and shopping.

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

38 Old Fort Lane, Southampton
9 Aberdeen 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
6 Turtle Pond Road, Southampton
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 1054275 MLS
New to the market with ideal location. Perched on a hill and set on nearly an acre, this property offers a great opportunity for investors or end users looking to create something special. With its desirable location, generous property size, and flexible layout, the possibilities are endless. Inside, you'll find high ceilings, generous living spaces, and a versatile configuration featuring 4 bedrooms, 2 full baths, and 1 half bath. The primary suite boasts its own private balcony, adding to the home's appeal. The property includes a pool, 2-car garage, basement, and expansive backyard, offering plenty of space and potential for future enhancements. For boating enthusiasts, the nearby marina provides convenient access to the water and the opportunity to keep your boat close by. The area is surrounded by well-known restaurants and local favorites, while nearby bay beaches, including Towd Point, offer relaxing summer days at the beach and memorable evenings gathered around a bonfire under the stars. Ideally located between Bridgehampton, Sag Harbor, and Southampton, you'll be close to local farm stands, beaches, marinas, dining, and all that the South Fork has to offer. The elevated setting also provides beautiful sunset views. An excellent investment opportunity with nearly an acre of property, this home offers tremendous potential in a central and highly desirable Hamptons location.

6 Turtle Pond Road, Southampton
5 William Way, Southampton
$2,700,000
4 Beds ⋅ 4 Baths ⋅ 1053275 MLS
Set south of County Road 39 in Southampton and less than two miles from the Village, this beautifully updated residence offers refined living in a private setting on 0.46 acres. Renovated and thoughtfully enhanced throughout the past decade, the home combines generous living spaces with a serene outdoor retreat. The first floor unfolds from an inviting foyer to a gracious living room with fireplace, den, dining room, and chef's kitchen. A first-floor bedroom and full bath offer added flexibility, while an attached one-car garage provides everyday convenience. Upstairs, the luxurious primary suite is joined by two additional guest bedrooms and a full bath. The finished lower level further expands the living space with a large recreational room, office, full bath, and laundry room. Outside, a freeform heated pool is framed by a stone patio, lush lawn, and mature landscaping, creating a private setting for relaxing and entertaining. A nearby path leads to Southampton Meadows Park -- a 2.5-acre community park complete with amenities including a sunken tennis court, chess table, picnic pavilion, and playground. Ideally located close to Southampton Village, beaches, and the best of the Hamptons, this exceptional property offers a refined year-round retreat. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

5 William Way, Southampton
191 Shinnecock Hills Road, 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
40 Knollwood Drive, Southampton
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 1054363 MLS
This beautifully finished five-bedroom, four-bath residence offers approximately 2,800 square feet of thoughtfully designed living space, all within easy reach of ocean and bay beaches, renowned golf courses, and Southampton Village. Designed for effortless indoor-outdoor living, the heart of the home is an open-concept kitchen, dining, and living area featuring premium appliances, elevated finishes, and a custom fireplace. An impressive 16-foot glass slider opens the space completely to the outdoors, where mahogany decking, an expansive patio, a secluded outdoor living area, and professionally landscaped grounds surround the heated gunite pool. The primary suite offers a private retreat with its own sitting area, Juliette balcony, generous walk-in closet, and a spa-inspired bath with double vanity, private water closet, and oversized walk-in shower. Four additional bedrooms, three full baths, and a separate den provide flexibility for guests, work, or additional living space. Oak flooring runs throughout the home, with two laundry areas and a mudroom entry from the spacious two-car garage add everyday functionality. The exterior has been equally considered, with cedar Hamptons-style shingle siding, a new roof, half-round gutters, Andersen windows and doors, mahogany decking, and extensive custom stonework across the patios, walkways, and driveway. The pool equipment has also been newly updated and discreetly positioned within the landscape. Modern infrastructure completes the property, including spray-foam insulation, a gas furnace, Navien hot water system, two-zone HVAC, updated plumbing and gas lines, 200-amp electrical service, nine-zone irrigation, a 1,000-gallon underground propane tank, and both town and well water. An advanced I/A OWTS wastewater system provides additional potential for future expansion. Turnkey and designed for both everyday living and entertaining, 40 Knollwood Drive offers a refined Southampton lifestyle with beaches, golf, and the village all close at hand.

40 Knollwood Drive, Southampton
148 Hills Station 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
370 Old Canoe Place Road, Southampton
$2,500,000
4 Beds ⋅ 3 Baths ⋅ 1057007 MLS
Nestled just moments from Southampton Village, this beautifully four-bedroom, two-and-a-half-bath home offers the perfect balance of comfort, style, and location. Set on 1.1 Acre, the property is a private sanctuary ideal for both relaxing and entertaining. Enjoy the sun-drenched 20’ x 40’ heated pool surrounded by lush landscaping, or take in tranquil bay views from the upper-level balconies. Inside, the spacious layout features tasteful updates throughout, including modern baths and a bright, airy kitchen. Whether you’re living year round, hosting summer gatherings or enjoying a peaceful weekend escape, this home delivers. Located just minutes from world-class beaches, restaurants, boutique shopping, theaters, and scenic parks—experience the best of the Hamptons lifestyle.

370 Old Canoe Place Road, Southampton
1579 N Sea 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
44 Straight Path, 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
28 Cameron Street, 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
70 Middle Pond Road Unit #22, 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 co-op 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
251 Sebonac Road, Southampton
$2,295,000
7 Beds ⋅ 6 Baths ⋅ 865275 MLS
OWNER MOTIVATER!!!!! Any reasonable offer will be considered.

251 Sebonac Road, Southampton
422 Montauk Highway, 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
39 Cedar Drive, 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
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
24 Pond Crossing Unit #11, 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
142 Little Fresh Pond Road, 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
138 Longview Road, Southampton
$1,995,000
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
149 Miller Road, Southampton
$1,900,000
3 Beds ⋅ 3 Baths ⋅ 1055974 MLS
The Hamptons Hillcrest Jewel located at 149 Miller Road, ideally situated in the heart of Southampton, is a large irregular lot that offers the perfect blend of convenience, privacy, and opportunity for a second-floor addition. Built in 1963 and set back from the road along a long private driveway, this inviting 3-bedroom, 2½ bath residence is just minutes from Southampton's beautiful beaches, village shops, restaurants, and train station. The home offers comfortable living spaces designed for both everyday living and entertaining, along with a spacious deck overlooking the private grounds. A spacious rear area with a full bath offers excellent potential to be converted in a private primary suite accessing the deck, creating additional living space and enhancing the home’s overall functionality. A finished lower level provides valuable additional space that can be tailored to your needs-whether as a guest area, recreation room, home office, or extended living space. Set on approximately 0.23-acre lot totaling 10,019 square feet, the property offers exceptional depth, outdoor space, and privacy, extending from Miller Road to Hillcrest Avenue. For those envisioning additional living space, the property offers the potential for a second-floor addition. The expansive lot may also offer a various size pool potential with a full-size pool being subject to zoning permitting, variances, and all other applicable approvals. Whether you're seeking a full-time residence, a Hamptons retreat, or an investment opportunity, 149 Miller Road offers a versatile property in a highly desirable Southampton location- with the space, privacy, and potential to make it your own.

149 Miller Road, Southampton
32 Sugar Loaf Road, Southampton
$1,725,000
4 Beds ⋅ 3 Baths ⋅ 1053735 MLS
Welcome to this immaculate 4-bedroom, 3 full bath coastal retreat perfectly situated just moments from the ocean, bay beaches, charming villages, and some of the area's most beloved restaurants. Designed for both relaxed living and effortless entertaining, this home offers a spacious, sun-filled layout with beautiful coastal decor throughout. Two fireplaces create warm and inviting gathering spaces, while the finished basement provides additional room for recreation, guests, or a private retreat. Step outside to your own backyard oasis - a beautifully landscaped, quiet setting featuring a heated pool and 6-seat hot tub, perfect for summer evenings under the stars. Whether hosting or unwinding, this outdoor space delivers privacy and serenity.

32 Sugar Loaf Road, Southampton
9 Helens Lane, Southampton
$1,700,000
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
10 Kerrie Court, 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

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