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$1,559,000
4 Beds ⋅ 3 Baths ⋅ 1045106 MLS
A chic, well-appointed Hamptons cottage offering an easy entry into the Southampton lifestyle. This four-bedroom, two-and-a-half-bath home is set on a generous half-acre with a fully fenced backyard, ample room for a pool, and thoughtfully designed outdoor spaces made for relaxed summer living. Inside, bright, updated interiors feature an open concept living, dining, and kitchen area with hardwood floors, a spacious center island, stone countertops, stainless steel appliances, and an effortless coastal feel. Four comfortable bedrooms and beautifully updated baths provide plenty of room for family and guests, while central air and a dedicated laundry area add everyday convenience. Outdoors, an expansive lawn creates a private backdrop for summer gatherings, with a patio, Jacuzzi, fire pit, outdoor shower, and storage shed already in place, while still leaving plenty of room to make the property your own. Adjacent to Southampton Golf Club and within easy reach of Southampton Village, ocean beaches, dining, shopping, and everything the East End has to offer, the home is equally suited as a year-round residence, weekend escape, or investment property with a strong rental history. Turnkey, inviting, and refreshingly easy - a versatile Southampton home ready to enjoy from day one.

845 County Road 39, Southampton
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 1040167 MLS
Water-View Southampton Condo with Exceptional Finished Lower Level. Enjoy the relaxed Southampton lifestyle from this beautifully updated 2-bedroom, 2-bath condominium with ~500 sf finished lower level with office, bedroom area, and full bath. The community offers an appealing collection of recreational amenities, including a pool, tennis/pickleball/ basketball court, seasonable dockage available as well as convenient walk-in access for kayaks and paddleboards. Crab Beach is directly across the street, a 2-minute walk from your front door. The main level offers approximately 1,140 square feet of comfortable living space, with an inviting layout, renovated kitchen, and two renovated bathrooms. The kitchen is equipped with GE Café refrigerator, range and microwave, plus a Bosch dishwasher. The spacious living area features hardwood flooring that flows seamlessly from the living room into both enclosed sunrooms with continuous, level flooring throughout the main floor

400 Noyack Road Unit #E2, Southampton
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 1040568 MLS
Tucked into a private, wooded setting just moments from Sag Harbor, this cedar-shingled contemporary offers nearly an acre of quintessential East End living, complete with a pool and deeded rights to Little Peconic Bay. Enter into a dramatic double-height living room anchored by a wood-burning brick fireplace, with soaring ceilings and abundant natural light creating an immediate sense of openness. The living space flows into a sunroom wrapped in floor-to-ceiling glass, bringing the surrounding landscape in and creating a seamless connection to the outdoors. The eat-in kitchen opens directly to the expansive pool deck and large pool, surrounded by mature trees, rhododendrons and hydrangeas that create a wonderfully private backdrop for summer living and entertaining. A first-floor laundry room with direct access to the rear deck makes indoor-outdoor living especially easy, while a storage shed provides additional space for bikes, beach gear and seasonal necessities. The four-bedroom, two-and-a-half-bath layout includes two bedrooms on the first floor connected by a shared bath, with two additional bedrooms and a hall bath upstairs. An open loft overlooking the main living space adds another generous area that can easily adapt as a home office, playroom, reading lounge or additional gathering space. Below, a full unfinished basement offers substantial storage and further potential for future customization. Comfortable and inviting as it stands, the property also presents the opportunity for a thoughtful cosmetic renovation, investment or an entirely new vision over time. Deeded rights to Little Peconic Bay extend the lifestyle to the water, with access for kayaking, paddle boarding and boating, while nearby Sag Harbor puts village restaurants, shops, marinas and everything that makes this part of the East End so special within easy reach. A private Hamptons retreat with the space, setting and flexibility to enjoy today and make distinctly your own for years to come.

69 Glenview Drive, Southampton
$929,900
3 Beds ⋅ 2 Baths ⋅ 1038324 MLS
Opportunity in Southampton! Ranch-style home offering approximately 1,920 sq. ft. across the main and lower levels, set in an established residential neighborhood convenient to Southampton's beaches, shopping, dining, marinas and recreational amenities. The main level features three bedrooms, a full bath, eat-in kitchen, living room with fireplace and sliders to an elevated deck. The walk-out lower level offers additional finished living space, a second fireplace, full bath and direct exterior access. Two fireplaces, flexible living space, private yard and relatively low real estate taxes add to the appeal. Property offers excellent potential for renovation and customization for a year-round residence, second home or investment opportunity. Being sold as-is. Buyers should independently verify all permits, certificates of occupancy and intended uses with the appropriate municipality.

142 Fish Cove Road, Southampton
$3,750,000
6 Beds ⋅ 7 Baths ⋅ 1035855 MLS
SOUTHAMPTON VILLAGE CHARM - IDEAL LOCATION, TIMELESS APPEAL Nestled in the heart of Southampton Village, this recently renovated colonial home seamlessly blends historic charm with modern convenience. Beyond being a stunning residence, this home offers a proven rental history, making it a compelling investment opportunity. Just minutes from the vibrant village center, this property captures the essence of Southampton living. With 6 bedrooms, 7 bathrooms, and a thoughtful layout, this residence is perfectly suited for luxurious living and entertaining. The main level features an inviting open floor plan, highlighted by multiple sunlit living spaces, a cozy fireplace, and a formal dining room. The fully-equipped chef's kitchen is a standout, boasting quartz countertops, a large center island, stainless steel appliances, and a commercial-grade gas stove. Adjacent to the kitchen, a serene sun-room surrounded by lush greenery offers an ideal space for an office or sitting area. The main-floor primary suite is a private retreat, featuring a separate sitting room, en-suite bathroom, and exclusive access to a charming patio adorned with bistro lights. Upstairs, five spacious bedrooms, each with updated en-suite baths, offer comfort and elegance for family and guests. Step outside to your backyard oasis, where relaxation awaits. A pergola-covered deck, stone patio, and sparkling in-ground pool are surrounded by mature landscaping, a picturesque English garden, and sculptural accents. Evenings can be spent gathered around the fire pit or enjoying outdoor activities in this thoughtfully designed space. A true turn-key village home with easy access to the Southampton train and Jitney. The driveway can accommodate up to 10 cars, with extra street parking available.

244 N Main Street, Southampton
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 1036626 MLS
For Sale | $3,500,000 2723 Deerfield Road, Sag Harbor Village Welcome to an exceptional opportunity in Sag Harbor Village. Set on a private 1.17-acre parcel along a quiet lane, this beautifully renovated single-story home delivers the ultimate Hamptons lifestyle. With approximately 2,000 square feet of refined living space, the residence offers 3 bedrooms and 3 full bathrooms in a light-filled, open layout designed for both relaxed living and effortless entertaining. The heart of the home features a warm living room with fireplace, a modern kitchen, and seamless flow throughout. The primary suite is conveniently located on the main level, creating true single-level living at its finest. Outside, your private oasis awaits. The expansive, manicured grounds showcase a heated pool, hot tub, and outdoor shower — the perfect setting for summer days and memorable evenings under the stars. Ideally located in Sag Harbor Village, this property offers the rare combination of privacy and convenience, with easy access to the village’s world-class dining, shopping, galleries, and nearby beaches. Turnkey, stylish, and ready to enjoy from day one — this is Sag Harbor living at its best. 2723 Deerfield Road, Sag Harbor Village 3 Bedrooms | 3 Bathrooms | ˜ 2,000 SF | 1.17 Acres Heated Pool | Hot Tub | Outdoor Shower Offered at $3,500,000

2723 Deerfield Road, Southampton
$829,000
1 Beds ⋅ 1 Baths ⋅ 1034856 MLS
Step into the timeless charm of this adorable 1950s beach cottage, where character meets coastal living. While needing some TLC, this inviting one bedroom, one bath home features soaring high ceilings that create a bright, airy feel and make the space live larger than its footprint. Perfectly situated in a highly desirable location, you're just moments from the beach, local shops, restaurants, and everything that makes coastal living so special. Whether you're looking for a weekend getaway, full time residence or investment opportunity, this cottage offers endless possibilities.

141 W Neck 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
$2,170,000
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
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 1027985 MLS
Enjoy the ease of quintessential Hamptons living in this highly desirable corner-unit townhouse within the Southampton Meadows community. Located South of the Highway in the heart of Southampton Village, this beautifully situated home features a bright and airy living space accentuated by dramatic vaulted ceilings and a classic wood-burning fireplace. The open-concept first floor flows effortlessly from the kitchen into a spacious dining area, with sliding glass doors that lead directly out to a private, garden patio—perfect for seamless indoor-outdoor entertaining and al fresco dining. The second level offers a private retreat with generously sized bedrooms, full bath with dual vanity and laundry. Residents enjoy premium community amenities, including a heated saltwater swimming pool and recently resurfaced tennis courts, all just minutes from world-class ocean beaches, pristine village boutiques, fine dining, and local transportation. Peconic transfer tax is applicable *Pool photo is AI enhanced*

570 Hampton Road Unit #31, Southampton
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 1027749 MLS
Enter onto 2.5 private acres in Southampton. Surrounded by nature you will find this unique 3 bedroom 2.5 bath farmhouse. This house has an oversized living room with fireplace, which leads to a private dining area and full kitchen with additional seating. A three season room is perfect for those quiet moments to read a book overlooking your sanctuary. Upstairs you will find 2 bedrooms with a full bath. Off the kitchen you have an oversized bedroom (ensuite) with it's own private entrance. Natural light throughout for that cozy feel all year long. A detached 564 sq ft accessory structure can be used for cars or additional storage and workspace, the possibilities are endless. This is the perfect home for an investor or the year round buyer. The property is conveniently close to Southampton's ocean beaches, village, dining and shopping.

1680 N Sea Road, Southampton
$3,250,000
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
$7,950,000
6 Beds ⋅ 6 Baths ⋅ 1022948 MLS
Set in the heart of Southampton Village, this award-winning Victorian traditional has long been celebrated for its old world charm — wide-plank wood floors, exquisite tilework, and stately proportions that speak to a more gracious era of Hamptons living. Nearly 6,500 square feet of living space unfolds across a home that has been meticulously and recently restored to its finest expression, with European designer finishes and a soft, refined palette that makes every room feel both elevated and effortlessly livable. Six bedrooms and 6 marble bathrooms, are thoughtfully arranged to offer flexibility — privacy when desired, connection when needed. The primary suite and sitting area function as a sanctuary unto themselves, while a picturesque stand-alone garden cottage provides an additional private retreat alongside the classic in-ground pool and manicured English Garden. The chef's kitchen anchors the home with a massive central island, two oversized refrigerators, a professional range with dual ovens and griddle, and multiple dining configurations that make hosting feel natural rather than effortful. Wrap terraces front and back — newly furnished with European modern classics — extend the living space outdoors in a way that feels seamless rather than seasonal. A well-appointed lower level and a magical, tucked-away third floor complete this singular Southampton retreat. Please give 24 hour notice for showings.

55 Post Crossing, Southampton
$1,495,000
3 Beds ⋅ 3 Baths ⋅ 1021332 MLS
Builder owned, beautifully renovated Townhome. When you enter this beautifully renovated and immaculate 2,904+/- sq. ft. (2000 above ground 900 below ground) 3 level townhome with three bedrooms and three full baths, which is extremely rare for Southampton with this much space, you will be thoroughly delighted. It is bright, welcoming and very tastefully finished and appointed. Health conscious buyers will also appreciate the whole house water filter. The first floor serves as a great room, including a bright living room with gas fireplace, open dining, and an upgraded eat-in kitchen featuring stainless steel appliances, quartz countertops and backsplash, with seating at a quartz counter height peninsula. The ample dining area has a door leading to the spacious patio, hot tub and garage. The outdoor space is roomy enough for dining al fresco, relaxing and cooking, and it's landscaped for privacy and has a wonderful spa. Whether you are outside or indoors, this is a wonderful entertaining space. A superbly renovated full bath is also on the first floor and includes a large frameless shower with mosaic tile frieze, and a marble-top vanity. Upstairs are three bedrooms, all of them spacious and with generously sized closets. The oversized primary suite boasts a large and fully outfitted walk-in closet along with an elegantly renovated bath that features a double marble-top vanity, large soaking tub, and glass-doored shower and a heated toilet with bidet. The other two bedrooms, both bright and immaculate, share a renovated bath with marble-top vanity and glass shower with porcelain walls and mosaic tile frieze. An extra bonus of this home is its finished lower level for laundry, lots of storage and the new hvac handler. The laundry appliances are new. The detached one-car garage is located behind the house and adjacent to the outdoor living space. In just a few seconds you are out of your car and in your beautiful home! Further amenities here include a 20 by 50 gunite pool just steps from this condo, two playgrounds and a basketball court on the 8.8 meticulously maintained acres. The beautiful designer furniture is also available for purchase separately. Additionally, the complex is across the way from a family friendly tennis club and day camp. Cannot get any more convenient than that!

22 Gianna Court, 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 accessory studio provides exceptional flexibility as a home office, fitness studio, creative workspace. Combining a just-completed custom renovation, nearly 1.5 private acres, a detached accessory studio, a two-car garage, and an exceptional Southampton setting, this turnkey property offers the very best of Hamptons living.

1579 N Sea Road, 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
$998,000
3 Beds ⋅ 2 Baths ⋅ 1017347 MLS
Southampton, North Sea- Classic shingle summer cottage with Peconic Beach rights. Built in the mid 1930s and renovated in the late 1970s this dreamy bungalow is set in a sunny open level yard with free-standing-garage. The home has two levels of decking to capture the bay's glow. A long enclosed front porch opens to great room with central woodstove, lounge group and dining area, you then pass a reading alcove with sliding door to the back deck on the way to the kitchen. Two bedrooms with full bath complete the first floor. A dramatic spiral stair leads to spacious master suite with lounge area opening to deck, sky lit sleeping area, bath and desk nook for private time.

30 Edgemere Drive, Southampton
$885,000
3 Beds ⋅ 2 Baths ⋅ 1015143 MLS
Come see this 3br, 2bth Ranch home which facilitates a Master bedroom located in a quiet neighborhood on a dead end street. Opportunity is knocking for a great investment!!! Affordable taxes, 5 minute driving distance from Sunrise Hwy, golf courses, beaches and schools.

30 Fords Lane, Southampton
$1,500,000
6 Beds ⋅ 2 Baths ⋅ 1014669 MLS
458 N Magee Street welcomes you to a 6br/,2bth DUPLEX, 2 updated kitchens, 2 living rooms to host a large family, settled on a corner lot. Full unfinished basement providing so much potential!!! The 1st floor has been completely renovated including quartz countertops and stainless steel appliances. Perfect fit mother/daughter or rental income producing property. **Taxes incredibly low** Come and unpack your bags!!! All plumbing has been updated. New water heater, furace, 200amp electric panel. Location is in close driving distance to beaches, route 39, gas stations, bus transit and golf courses.

458 N Magee Street, Southampton
$5,800,000
1007816 MLS
A Rare Hamptons Opportunity Awaits on Majors Path - Three 4+ Acre Lot Sub-Division in Process. Imagine standing on more than 14 acres of pristine Southampton land, where the only limits are the boundaries of your imagination. This 3-lot subdivision (single family residential zoning), offers savvy Buyers and visionary Builders alike, the rare combination of scale, flexibility, and prime positioning . This extraordinary parcel is a compelling blank canvas with tremendous potential for a sprawling private compound, a multi-generational estate, or a strategic development opportunity. Tucked into one of Southampton's most convenient locations, the property delivers the best of both worlds: the quiet privacy of expansive acreage paired with easy access to Southampton Village's celebrated shops, restaurants, and the world-renowned ocean beaches. Accessibility is everything, and this location is second to none. Properties of this scale, and potential, simply do not come along often. The canvas is ready. Make 1240 Majors Path yours.

1240 Majors Path, 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
$14,695,000
7 Beds ⋅ 10 Baths ⋅ 1009765 MLS
Newly constructed architectural showpiece in the heart of Southampton, where modern design meets the timeless elegance of Hamptons living. Set on one pristine acre with protected farmland vistas and distant Atlantic Ocean views, this exceptional estate offers over 8,800 square feet of meticulously crafted living space across three levels, featuring 7 bedrooms, 8 full baths, and 3 half baths. From the moment you enter, the residence makes a striking impression. Douglas fir Marvin specialty windows frame sweeping views while filling the home with natural light. Throughout the residence, wide-plank 8- and 10-inch white oak flooring creates a warm and sophisticated palette, complemented by thoughtful architectural details and custom craftsmanship at every turn. Each bedroom features custom-built closets, seamlessly blending refined design with everyday functionality. The home offers two extraordinary primary suites, each designed as a private retreat. The main-level primary suite includes a dedicated office or den, a spa-inspired bath with soaking tub and separate shower, and tranquil views across the backyard toward open farmland. Upstairs, the second primary suite is a sanctuary unto itself, complete with a private ocean-view terrace, disappearing ceiling television, boutique-style custom closets, and a dramatic double-sided two-person shower that elevates the bathing experience. At the center of the home lies a stunning chef’s kitchen, defined by exposed wood beams, a statement central island, and top-tier appliances—perfect for both grand entertaining and intimate gatherings. The open floor plan flows seamlessly into expansive living and dining spaces designed to capture light, views, and effortless indoor-outdoor living. The fully finished lower level is designed for both wellness and recreation, featuring a state-of-the-art gym, sauna, steam shower, and large egress windows, along with a generous storage room beneath the oversized two-car garage equipped with lifts. Convenience is paramount, with three laundry stations located throughout the home. Comfort is ensured year-round with a 10-zone climate system, delivering precise temperature control through forced air and central air conditioning across all levels. Outdoors, the property transforms into a private Hamptons resort. A 20 × 42 heated gunite pool with integrated spa anchors the grounds, complemented by a pool house with half bath and outdoor shower. Three Douglas fir pergolas—two attached to the home and one shading the pool terrace—create inviting spaces for relaxation and entertaining. Custom integrated planters enhance the landscape design, while solar panels contribute to the home's modern energy efficiency. 522 Wickapogue Road represents the pinnacle of new construction in Southampton—a rare offering that combines architectural sophistication, cutting-edge amenities, and breathtaking natural surroundings in one of the Hamptons’ most desirable locations.

522 Wickapogue Road, Southampton
$1,595,000
4 Beds ⋅ 2 Baths ⋅ 918931 MLS
Nestled in the heart of Southampton, south of Route 27, this charming half-dormered Cape is much more spacious than it appears and offers the perfect opportunity to enjoy the Hamptons lifestyle. Featuring 4 bedrooms, 2 full bathrooms, and hardwood floors throughout most of the home, this inviting residence blends timeless character with thoughtful updates in an unbeatable location. Step inside to a bright and welcoming living room highlighted by a large picture window that fills the space with natural light. The formal dining room, enhanced with updated lighting, provides direct access to the backyard, making it ideal for everyday living and entertaining. The updated eat-in kitchen features gas cooking, new cabinetry, updated plumbing, a deep sink, and plenty of room for casual meals and family gatherings. The first floor also offers two comfortable bedrooms with hardwood flooring and a full bathroom, providing flexibility for guests, a home office, or convenient first-floor living. A full unfinished basement offers abundant storage and endless potential for future living space, a home gym, workshop, or recreation area. Upstairs, you'll find two generously sized bedrooms, each with oversized walk-in closets, along with a beautifully updated full bathroom that completes the second level. Outside, the spacious backyard provides plenty of room to relax, entertain, garden, or simply enjoy the outdoors. Ideally located just minutes from Southampton Village, world-famous ocean beaches, shopping, dining, schools, and transportation, this home is a wonderful opportunity to enjoy all that Southampton has to offer—whether as a year-round residence, weekend getaway, or investment property.

111 Miller Road, Southampton
$3,895,000
6 Beds ⋅ 9 Baths ⋅ 1002643 MLS
Welcome to your brand-new Hamptons oasis, just completed and ideally located less than two miles from the Village of Southampton and just minutes from world-class ocean beaches. This thoughtfully designed residence by renowned Architect, Ryan Kesner, offers six bedrooms, seven full and two half bathrooms, and nearly 6,000 square feet of luxurious living space across three meticulously finished levels. Enter through a grand foyer and immediately appreciate the craftsmanship and attention to detail evident throughout. The first floor features an open and airy layout highlighted by a formal dining room, great room, and living room with a propane fireplace. The chef's kitchen is equipped with top-of-the-line appliances and is complemented by a butler's pantry. Additional first-floor amenities include a primary ensuite bedroom, powder room, full bath, and a laundry/mudroom providing access to the attached two-car garage. Three sliding glass doors open to the beautifully landscaped backyard, bringing natural light into the interior while revealing a 20' x 40' heated gunite pool that serves as the focal point of the outdoor living space, seamlessly blending indoor and outdoor living. Upstairs, the expansive primary suite features a fireplace, dual walk-in closets and vanities, a soaking tub, and a private balcony overlooking the grounds-providing a covered terrace below on the poolside patio. Three additional ensuite bedrooms and a versatile bonus space as well as a second laundry room complete this level. The finished lower level is designed for relaxation and recreation, offering a sixth ensuite bedroom, gym, an additional powder room and large media or game room. With its exceptional attention to detail, refined finishes, and ideal proximity to Southampton Village, 244 North Sea Mecox embodies the pinnacle of modern Hamptons luxury living.

244 N Sea Mecox Road, Southampton
$779,000
1000520 MLS
Location, Location, Location. Fantastic opportunity to build a new home in desirable Southampton Village. Near shops and restaurants.

39 Miller Road, 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
$23,495,000
6 Beds ⋅ 8 Baths ⋅ 999864 MLS
Tucked away at the end of a private cul-de-sac in the heart of Southampton Village, 155 Duck Pond Lane is a rare convergence of land, water, and design—where every moment feels intentionally framed by nature. Set on 1.9 pristine acres backing directly to Wickapogue Pond with sweeping ocean views beyond, this 8,000-square-foot estate offers a lifestyle defined by serenity, privacy, and proximity. Here, mornings begin with soft light reflecting across the water, and evenings end with the rhythmic sound of waves crashing along the nearby shoreline. Completely rebuilt in 2017, the home was designed to embrace its surroundings from every angle. Expansive interiors flow effortlessly across three distinct living rooms, each offering its own atmosphere—from intimate fireside gatherings beside one of three gas fireplaces to open, light-filled spaces ideal for entertaining. Thoughtfully designed for both comfort and flexibility, the residence features six bedrooms, including a junior primary suite on the first floor and a spectacular primary suite on the second floor. The primary retreat is a sanctuary of its own, complete with radiant heated floors and a private sauna, creating a spa-like experience within the home. Every detail has been considered for elevated living—from the temperature-controlled wine cellar to the fully equipped gym, and the convenience of three separate laundry areas. The home seamlessly blends high-end functionality with understated elegance, offering spaces that feel both refined and livable. Step outside, and the property truly comes to life. Impeccably landscaped grounds unfold toward the water, where a heated saltwater gunite pool with spa anchors the outdoor experience. A spacious pool house with its own full bathroom and private patio extends the living space. At the same time, an outdoor kitchen, fire pit, and multiple entertaining areas create a setting built for unforgettable summer nights. An outdoor shower and expansive deck overlook the manicured lawn, Wickapogue Pond, and the Atlantic Ocean beyond—an ever-changing backdrop that defines this extraordinary property. Privately gated and complete with a detached two-car garage, this estate offers both exclusivity and ease—just moments from Southampton’s renowned ocean beaches, boutiques, and dining destinations. 155 Duck Pond Lane is more than a home—it’s a front-row seat to one of the Hamptons’ most coveted landscapes, where pond meets ocean, and every detail is designed to elevate the way you live.

155 Duck Pond Lane, Southampton
$4,295,000
6 Beds ⋅ 7 Baths ⋅ 996405 MLS
Set on 1.48± acres in Southampton, this newly constructed residence offers a refined blend of timeless transitional architecture and modern craftsmanship. Featuring six bedrooms and six-and-a-half bathrooms, this luxury Southampton home showcases clean lines, quality materials, and thoughtfully curated finishes throughout. The open-concept floor plan is anchored by a gourmet kitchen with a two-inch stone center island, custom soft-close inset cabinetry, premium appliances, and seamless connection to the living and dining areas. Five-inch white oak flooring extends throughout the home, complemented by radiant heated bathroom floors, Serena & Lily wall coverings in the powder room, integrated Lutron lighting controls, and built-in audio. Each of the six bedrooms includes an en-suite bath, while the finished lower level provides additional flexible living space. Outside, professionally landscaped grounds frame a heated pool, creating a private outdoor setting that complements the home's contemporary design. Ideally located in Southampton, this move-in-ready new construction residence offers convenient access to Southampton Village, exclusive ocean beaches, golf, marinas, shopping, and dining. Combining quality construction, designer finishes, and location south of the highway, this exceptional Southampton new construction presents a rare opportunity to own a newly built luxury home on the East End.

14 Ridge Road, Southampton
$999,999
4 Beds ⋅ 2 Baths ⋅ 978940 MLS
RARE OPPORTUNITY in North Sea – Hamlet of Southampton Located in an up-and-coming section of Southampton, this 0.51-acre property is designated as a legal two-family, the property currently includes two detached ranch-style homes, each offering 2–3 bedrooms, 1 bathroom, and a basement (in each home). Both homes are in need of renovation, presenting a true blank canvas for investors, builders, or end users looking to create something special. With ample space, the property can allow for the construction of even a new 2,500+ sq ft home with an in-ground pool, making it an ideal opportunity to maximize value. Property Highlights: • Legal two-family with R-10 zoning • Two detached homes on one lot • 0.51-acre parcel • FEMA Zone X • Strong income-producing potential or end-user flexibility Located north of Southampton Village and the neighboring hamlets of Water Mill, Bridgehampton, and Sag Harbor. Enjoy close proximity to North Sea Harbor, Conscience Point Marina, and Towd Point Beach, perfect for boating, waterfront activities, and scenic sunsets. Drive-by only. Property being sold as-is.

33 Locust Avenue Unit #33 & 29, 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

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