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

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

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

20 Hillside Road, Southampton
$6,500,000
8 Beds ⋅ 10 Baths ⋅ 911692 MLS
Welcome to 69 Halsey Street, a stunning new construction completed in Feb 2026, nestled in the heart of Southampton Village. Situated on a tranquil half-acre lot, with 7 en-suite bedrooms and a guest house with a bedroom and bath, this unique property is set back from the road on a private street, offering both privacy and serenity. This exquisite home with 5,500 square feet of living space features seven spacious en-suite bedrooms and two additional powder rooms spread across three levels of living space, including a charming guest house. The property also boasts a heated gunite pool and a relaxing spa, perfect for unwinding after a long day. As you step into the main house, you're greeted by soaring ceilings and abundant natural light that create an immediate sense of calm. The interior is elegantly appointed with white oak floors and natural design elements. The first floor offers a seamless flow between the open family room, kitchen, and dining area, all of which overlook the pool patio and expansive yard through walls of windows and sliding doors. Additionally, there's a convenient first-floor en-suite bedroom, a mudroom, a powder room, and an attached one-car garage. The second floor houses four en-suite bedrooms, a laundry room, and a luxurious primary suite complete with a cozy fireplace. The thoughtfully designed lower level includes a media room, two more en-suite bedrooms, a powder room, a second laundry facility, and walk-out access to the yard. Outside, you'll find a tranquil oasis surrounded by mature landscaping. The large patio features a built-in barbecue area, a spa, and a heated gunite pool, all framed by plenty of lush lawn space. The property also includes a guest house with a bedroom-living area combo, a kitchenette, a full bathroom, and a second garage. Conveniently located in the village of Southampton, this residence offers easy access to the town center, shopping, and the beautiful ocean beaches nearby. Please submit all offers via upcoming auction Xome.com Please call listing broker for opening bid

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

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

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

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

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

59 Shinnecock Hills Road, Southampton
$5,500,000
8 Beds ⋅ 8 Baths ⋅ 869717 MLS
Introducing a breathtaking masterpiece nestled in the heart of Southampton’s coveted East End. This brand-new custom estate spans an impressive 7,485 square feet on a lush half-acre, drenched in natural light and designed to enchant at every turn. With 8 luxurious bedrooms and 8.5 opulent baths, every corner of this home radiates timeless sophistication. The bespoke kitchen is a culinary dream, seamlessly flowing into expansive living and entertaining spaces. A private gym and a sleek recreational area elevate everyday living. Step outside to a resort-style oasis featuring a shimmering Gunite saltwater pool and Jacuzzi—your personal sanctuary under the Hamptons sun. Just minutes from pristine beaches and the charm of village life, this residence offers an alluring blend of serenity and splendor. Prepare to fall in love with the pinnacle of East End luxury. Additional interior highlights include a refined living/dining area with elegance.

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

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

251 Sebonac Road, Southampton
$795,000
833780 MLS
Positioned moments from Main Street, this rare commercial gem offers unparalleled visibility and accessibility in one of the Hamptons' most sought-after locations. This 220 sq ft ground-floor space is thoughtfully designed for maximum utility, including a storage area, private bathroom, and electric heating and air conditioning systems. The property's compact footprint is ideal for boutique retailers, art galleries, or professional services seeking a prestigious village address. With a lot size of 0.02 acres and annual taxes of under $3,000, it presents an exceptional opportunity for investors and owner-operators alike. Don't miss the chance to establish your presence in this vibrant commercial corridor.?

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

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

292 Little Fresh Pond Road, Southampton
$2,300,000
6 Beds ⋅ 5 Baths ⋅ L3582974 MLS
Heart of Southampton Village! You can renovate this property and move in. Or you could build your dream home. Please call me. The seller is motivated and we are looking for offers looking to close this sale this fall. Please give us a call and schedule a showing. The house is , totally vacant and freshly painted. VACANT - Tenants just moved out ! Ready for immediate move in. Located in the heart of Southampton Village. Rare opportunity . Two Family Home . Halsey Avenue provides a very unique investment opportunity in the heart of Southampton Village. A true diamond in the ruff. Spacious .39 lot with room for a 18x34 in ground pool. The property houses a separate 2 bay car garage, a rare find in Southampton Village, which could be converted to a large pool house and 200 ft driveway. Potential land to build a new construction 2,800 sq. ft. house with 1,200 sq. ft. walk out basement and 500 sf accessory structure pool cabana. Survey showing zoning setbacks, Survey without markings, Property Code Site Analysis attached.

39 Halsey 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.