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$5,250,000
3 Beds 2 Baths 983585 MLS
A rare dual-waterfront opportunity in Southampton, this unique property offers direct frontage on both Little Peconic Bay and Fresh Pond, creating an exceptional setting with water on either side. With approximately 111 feet of sandy beach on the bay and a protected bulkhead with dock, the property provides immediate access to open water while also offering a more sheltered environment for boating and watersports. Enjoy long summer days on the beach with swimming, paddleboarding, and kayaking, followed by sunset views over Little Peconic Bay. From your dock, set out with ease to explore nearby destinations including Sag Harbor, Shelter Island, Robins Island and the North Fork. The existing single-story home features three bedrooms and two baths, with an open living, dining, and kitchen area oriented toward the water. Whether enjoyed in its current form or thoughtfully updated over time, the property also offers significant potential to expand or create a custom residence that fully takes advantage of its rare setting. Situated within a desirable waterfront community just minutes from Water Mill and Southampton Village, this offering presents a compelling opportunity for builders, investors, or end users seeking a unique combination of bayfront beach and protected dockage in the Hamptons. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

21 E Shore Drive, Southampton

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

40 Waters Edge Road, Southampton

$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

$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

$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

$6,395,000
6 Beds 8 Baths 936974 MLS
Perfectly positioned in Southampton and just moments from the villages of Water Mill, Bridgehampton, and Sag Harbor Village, this exceptional new construction offers the ultimate in modern Hamptons living. Set on 1.21 private acres backing onto a protected Suffolk County reserve, the property provides both tranquility and convenience. Spanning over 7,000 square feet of living space, the home features 6 bedrooms,7 full bathrooms, and 1 half bath, thoughtfully designed for both comfort and sophisticated entertaining. The main level showcases a dramatic open-concept great room with soaring ceilings, a fireplace, and walls of glass that invite natural light throughout the space. The chef’s kitchen is anchored by a large center island and complemented by a stylish bar area, seamlessly connecting to an elegant dining room with seating for ten and surrounded by glass sliders that open to the outdoor living areas.A first-floor primary suite offers a private retreat complete with a sitting area, gas fireplace, spa-inspired bath, and dual walk-in closets.Upstairs, four en suite guest bedrooms are privately situated opposite an additional primary suite with gas fireplace, all connected by a striking double-height foyer overlooking the main level. The second floor also includes a second laundry room and an expansive balcony lounge deck. The finished lower level adds exceptional living space with an en suite bedroom, media room, gym area,office, and a separate exterior entrance. Outdoor living is equally impressive. A 20' x 40' heated gunite pool is surrounded by classic Hamptons landscaping designed for privacy, while extensive decking creates multiple spaces for relaxing, dining, and entertaining al fresco.This remarkable residence combines modern design, generous living space, and a prime Hamptons location—just minutes from world-class ocean beaches, farm stands, and village amenities. ALSO AVAILABLE FOR RENT.

207 Middle Line Highway, Southampton

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

12 Fish Cove Road, Southampton

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

4 Spring Lane, Southampton

$3,380,000
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

$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

$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

$1,295,000
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.