Southampton Homes with Pool

Welcome to Southampton, NY, a picturesque town nestled in the heart of Suffolk County, where coastal charm meets an exceptional quality of life. Known for its stunning beaches, vibrant community, and rich history, Southampton offers a unique blend of tranquility and sophistication, making it an ideal place to call home.

One of the standout features of Southampton is its highly regarded school district. The Southampton School District is renowned for its commitment to academic excellence and holistic development. With a focus on personalized education, small class sizes, and a plethora of extracurricular activities, students thrive in an environment that fosters creativity and critical thinking. Parents can rest easy knowing their children are receiving a top-tier education, preparing them for a bright future.

For those seeking a home that embodies luxury and relaxation, Southampton boasts a variety of stunning properties with pools. Imagine stepping into your backyard oasis, where you can unwind by the poolside after a long day or host unforgettable summer gatherings with friends and family. Whether you’re looking for a modern estate or a charming cottage, the real estate market in Southampton offers a diverse selection of homes, each providing a unique lifestyle experience.

Living in Southampton means enjoying the best of both worlds: a serene suburban atmosphere with easy access to vibrant cultural attractions, exquisite dining, and beautiful beaches. Embrace the Southampton lifestyle, where community spirit and natural beauty come together, and discover your dream home with a pool in this idyllic setting. Come explore the possibilities!

Newest Southampton Homes with Pool

$5,850,000

6 Beds ⋅ 6 Baths ⋅ 1029122 MLS

Fields in the Foreground, A Legacy Behind the Gate Set beyond a private gate, this stunning estate offers expansive acreage and breathtaking farm field vistas, creating a rare retreat in the heart of Water Mill. Thoughtfully designed for both gracious entertaining and quiet relaxation, this six-bedroom, six-bathroom home is filled with natural light and beautifully appointed spaces. A grand double-height foyer welcomes you into an open and airy layout, where the great room with soaring ceiling and a fireplace flows seamlessly into the gourmet kitchen. Outfitted with top-tier Wolf and Sub-Zero appliances, a spacious center island with a second sink, quartz countertops, and a dedicated coffee station, this kitchen is both stylish and functional. A chic entertainer's bar, complete with a sink, dishwasher, refrigerator, ice maker, and wine cooler, enhances the home's effortless flow. The first floor features a private wing with the expansive primary suite, offering a spa-like bath with an air tub, radiant heated floors, and a loft space perfect for an office or library. Three additional first-floor bedroom optons provide comfortable accommodations for guests. Upstairs, two more ensuite bedrooms open to multiple decks overlooking the scenic farmland. The fully finished lower level offers endless possibilities, including an entertainment/TV area, gym, cedar wine storage, full bath, and private guest quarters. An oversized heated garage accommodates three vehicles, and a whole-home generator ensures uninterrupted comfort. Outside, discover a true Hamptons oasis, where a heated swimming pool with a brick patio is surrounded by lush English-style gardens and striking art sculptures. The outdoor kitchen is a chef's dream, featuring a brick pizza oven imported from Italy, a bar with hot/cold running water, two refrigerators, a smoker grill, and a two-burner stove with granite countertops. A water feature seating area and a two-season firepit with seating for 10+ complete the multiple outdoor entertaining spaces. Surrounded by horse pastures and scenic farm fields, this exceptional retreat blends luxury, privacy, and natural beauty, offering the ultimate Hamptons lifestyle.

652 Noyack Path, Water Mill

$2,170,000

3 Beds ⋅ 3 Baths ⋅ 1028965 MLS

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

138 Longview Road, Southampton

$2,175,000

4 Beds ⋅ 4 Baths ⋅ 1022236 MLS

SOUTHAMPTON HOME, GREAT ENTERTAINING SPACES! This custom-built Hamptons retreat is designed for those who appreciate home comforts with great spaces for entertaining. The house is being sold "as is" with its furniture and furnishings and gym equipment, excluding only its artwork, tools, and personal items, enhancing the opportunity to immediately move in and start enjoying all that the Hamptons have to offer. The large entry foyer leads to a light-filled, double-height great room, measuring 22' x 21', combining a chef's kitchen, dining area, and spacious living room. There are four bedrooms and four full bathrooms, including the first floor primary and junior-primary bedroom suites. Also located on the first floor is an office, a family room, the laundry area, and a third full bath. Beautiful solid oak flooring, stained a beachy coastal white, was recently installed on the first level. Upstairs, two generously sized bedrooms share a hallway bath. The basement has a full poured concrete foundation and includes the garage. The large, unfinished basement can be finished for multiple uses and currently has a home gym set-up that is included in the sale. The backyard is a highlight. Three sliding glass doors from the great room open onto an expansive rear deck set up for dining and leisure. The 20' x 40' heated pool has an electric cover to retain the pool water's warmth during cool summer nights. The property also features a two-story pavilion with outdoor seating and an alfresco dining area by the pool. Additional amenities include a large wood burning fireplace in the great room, central vacuum, an awning on the rear deck, and an electric car charger in the garage. The Solar Voitaic system is fully paid for and are tied into the PSEG grid, creating extremely low monthly electric bills. Located just west of Southampton Village in the Highlands subdivision of Shinnecock Hills, this home offers convenient access to world-class beaches, shopping, and restaurants.

3 Chivas Court, Southampton

$8,800,000

9 Beds ⋅ 11 Baths ⋅ 1027277 MLS

A rare opportunity to own one of Southampton’s most distinctive private compounds. Situated on approximately 5 acres, this extraordinary contemporary estate features two architecturally striking residences with a combined living area of approximately 10,500 square feet, dual swimming pools, exceptional privacy, and remarkable future potential. Experience exceptional luxury and privacy on this remarkable 5-acre Southampton estate featuring two contemporary residences, each with its own heated swimming pool. The main residence offers approximately 7,500 SF of thoughtfully designed living space with 5 spacious bedrooms, 6 full bathrooms, soaring ceilings, dramatic walls of glass, custom finishes, expansive entertaining areas, and seamless indoor-outdoor living. A separate 3,000 SF guest residence features 4 bedrooms and 3 full bathrooms, providing the perfect accommodation for extended family, guests, or private retreats. Surrounded by mature trees for complete privacy, the property showcases expansive terraces, resort-style outdoor spaces, and beautifully landscaped grounds. A private on-site well supplies the property’s water, contributing to exceptionally low annual property taxes of approximately $10,000. An additional approximately 3 acres offer outstanding future potential, subject to buyer verification and municipal approvals, for possible subdivision, additional development, recreational amenities, or other permitted uses. Ideally located just minutes from Southampton Village, world-renowned ocean beaches, championship golf courses, fine dining, wineries, and upscale shopping. This rare compound presents an exceptional opportunity as a year-round residence, luxury vacation retreat, or multigenerational estate in one of the Hamptons’ most desirable locations.

87 Castle Hill Court, Southampton

$4,000,000

4 Beds ⋅ 4 Baths ⋅ 1025348 MLS

Discover a pristine home in Southampton that embodies modern design and decor, exuding both luxury and comfort. Upon arrival, high ceilings and a wall of windows greet you, filling the space with natural light and showcasing views of the beautifully landscaped backyard. The spacious living room features a gas fireplace complemented by built-in shelving, while the gourmet kitchen and open dining area create a generous open floor plan, perfect for hosting and celebrating. For more intimate gatherings, the step-down lounge offers privacy while maintaining connectivity with the main floor. The primary suite, located on the main floor, includes a spa-inspired bathroom and ample closet space. Upstairs, across the catwalk, you'll find a second junior ensuite and two additional bedrooms. Additional bonus space can be personalized as a gym, office, or library. The outdoor area is designed for entertaining, complete with a heated gunite pool, a deck with a pergola, an outdoor kitchen, and a side yard. This home is conveniently located near Southampton Village, providing a variety of dining and shopping options, along with easy access to beautiful ocean beaches, golf courses, and equestrian fields.

22 Summer Drive, 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

$2,700,000

3 Beds ⋅ 3 Baths ⋅ 1019925 MLS

SHINNECOCK HILLS - A Private Retreat with Resort-Style Amenities! This exceptional 1-acre property offers the ultimate in luxury, relaxation, and entertainment. Thoughtfully designed for both sports enthusiasts and entertainers, the home features a heated pool with two sun decks, a private pickleball court, and a detached building with a gym and custom bar-perfect for at-home gatherings. End your day in the soothing jacuzzi spa or on one of two spacious covered decks. For gardening enthusiasts, the expansive vegetable garden with a BBQ area sets the stage for farm-to-table dining. Inside, the meticulously updated home boasts an open floor plan with breathtaking water views from nearly every room. The custom kitchen features top-of-the-line appliances, stone counters, and a gas cooktop, while the adjacent dining room offers a cathedral ceiling and cozy fireplace. The primary suite includes a private dressing area, en suite bath, laundry, and access to the back porch. Two additional bedrooms and a full bath provide ample space for guests. The elegant living area, with its cathedral ceilings, loft, and half bath, flows seamlessly onto the second covered deck, complete with a fire pit for cozy evening gatherings. Just down the road, a pristine sandy beach beckons, offering days of fun and sunsets that capture the essence of living-well. Don't miss this rare opportunity., Additional information: Appearance:Mint,ExterioFeatures:Tennis,Interior Features:Guest Quarters,Marble Bat

32 Inlet Road W, Hampton Bays

$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

$1,998,999

3 Beds ⋅ 4 Baths ⋅ 1019753 MLS

An extraordinary opportunity to create your dream waterfront estate in one of the Hamptons' most coveted locations. Nestled along the tranquil shores of Mill Pond in Water Mill. The home has been thoughtfully taken down to the studs, with an extensive renovation already underway. Architectural plans have been professionally designed to transform the residence into a stunning, modern Hamptons retreat, and the permits are already in place to complete the project. Skip the years of planning, design revisions, permit delays, and uncertainty that come with building new. The vision has been created, the approvals have been secured, and the framework is ready. All that's left is to bring your own style and select the finishes that reflect your personal taste, creating a truly one-of-a-kind waterfront home. The perfect backdrop for effortless indoor-outdoor living and entertaining in one of the East End's most desirable settings. Whether you're seeking a luxurious year-round residence, a spectacular summer escape, or an exceptional investment opportunity, this is a chance that seldom comes to market. Opportunities to customize a waterfront home with approved plans in Water Mill are incredibly rare. Bring your vision to life and enjoy the best of Hamptons living—without the wait. ***Please note there are no bedroom and baths in structure please see attached plans

203 Head Of Pond Road, Water Mill

$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

$8,495,000

4 Beds ⋅ 6 Baths ⋅ 1018047 MLS

Enter into timeless sophistication with this Modern Barn - a striking architectural statement set on 6+/- acres of lush, manicured grounds in the prestigious Water Mill South. Perfectly positioned moments from world-class ocean beaches and village amenities, this Hamptons retreat with a 4.76+/- acre agricultural reserve wrapped around the property, offers 4 bedrooms, 4.5 bathrooms. Sleek, high-end appliances, generous prep space, and refined finishes make this kitchen a culinary centerpiece. Floor-to-ceiling Nano glass doors frame the heart of the home, creating expansive indoor-outdoor living space; Great for entertaining! Outdoors, a heated gunite pool with cascading waterfalls and a spa invites relaxation beneath the Hamptons sky. The primary suite serves as a private sanctuary, complete with a dedicated office. Upstairs, a sunlit lounge offers a sophisticated setting for leisure or entertaining, flanked by three luxurious ensuite bedrooms. The accessory structure enhances the property's appeal, featuring a cozy studio, an upper loft area, full bath, and inviting family room, connected to the 2-car garage. The unfinished lower level has potential for spacious overflow space, including a gym, a media room and 2 additional bonus rooms. Thoughtfully curated in modern design, this South of the Highway residence embodies Hampton's Luxury and includes exponential opportunities on the agricultural reserve. The residential home sits on 1.21+/- acres and the agricultural reserve is an overall 4.76+/- acres, which completes this package, offering a total of 6+/- acres.

104 Osprey Way, Water Mill

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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.