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

$2,999,000

5 Beds ⋅ 6 Baths ⋅ 1049950 MLS

Moments from Big Fresh Pond and surrounded by some of Southampton's most beloved nature trails, this newly built five-bedroom, five-and-a-half-bath residence offers a seamless blend of modern comfort and Hamptons living. Thoughtfully designed for both everyday enjoyment and effortless entertaining, the home features bright open-concept interiors, a first-floor primary suite, and expansive gathering spaces that flow naturally to the outdoors. The first-floor primary retreat is filled with natural light and features a striking picture window overlooking the grounds, along with a beautifully appointed spa-like bath. Upstairs, two en-suite bedrooms and two additional guest bedrooms connected by a well-designed hall bath provide comfortable accommodations for family and guests alike. Privately set amid meticulously landscaped grounds, the backyard serves as a true retreat with a heated pool, covered trellis, patio seating areas, and a spacious deck designed for long summer days and evenings under the stars. A finished lower level offers additional space for recreation, fitness, or relaxation, while the attached two-car garage provides everyday convenience. With nearby access to Big Fresh Pond for swimming, kayaking, and paddle boarding, as well as miles of scenic trails to explore, this exceptional property offers a rare opportunity to enjoy Southampton's natural beauty while remaining just moments from village amenities, renowned ocean beaches, and some of the area's most celebrated dining destinations. Meticulously crafted and thoughtfully designed throughout, this is a home that balances refined luxury with effortless Hamptons living.

48 Beechwood Drive, Southampton

$5,595,000

5 Beds ⋅ 9 Baths ⋅ 1048083 MLS

Privately set at the end of a long driveway on approximately 2.5 acres in Water Mill, this private Water Mill estate combines scale, privacy and resort-style living with convenient access to Southampton Village, ocean beaches, dining and shopping. Built in 2019, the approximately 7,635-square-foot residence offers 5 bedrooms, 8 full baths and 1 half bath across three finished levels, complemented by two separate pool houses and an oversized 3-car garage. The main level is designed for both everyday living and entertaining, with an expansive gourmet kitchen featuring fully integrated Thermador appliances, oversized paneled refrigeration, wine refrigerator and radiant-heated floors, opening to generous living and dining spaces. Three gas fireplaces add warmth throughout the home. Upstairs, two spacious primary suites each feature private balcony access, dual closets, luxurious baths and radiant-heated floors, joined by two additional bedrooms and a dedicated laundry room. The finished lower level provides substantial additional living space with a large recreation area, fifth bedroom and full bath, ideal for guests, fitness, media or play. Outdoors, the property unfolds into a private Hamptons retreat centered around a heated gunite pool, expansive bluestone patios and multiple areas for lounging, dining and entertaining. Two approximately 370-square-foot accessory pool houses further elevate the setting—one with a full kitchen, lounge, and bath, and the second offering flexible finished space well suited for a home office, gym, yoga studio, art studio or playroom. Additional highlights include an owned rooftop solar system, whole-property fiber-optic Wi-Fi coverage extending to the pool and accessory buildings, bedroom blackout shades, and a dedicated elevator bay designed for future installation. A rare combination of privacy, versatility and Hamptons lifestyle in an exceptional Water Mill setting.

421 Edge of Woods Road, Water Mill

$1,495,000

4 Beds ⋅ 3 Baths ⋅ 1046663 MLS

This contemporary 4-bedroom townhouse offers spacious, light-filled living in one of Southampton's most desirable locations. Designed for both comfort and entertaining, the open-concept living, dining, and kitchen area features double-height ceilings, a dramatic floor-to-ceiling fireplace, and a flowing layout that seamlessly connects the home's main living spaces. The thoughtfully designed layout includes two primary suites-one upstairs with a spacious bath and generous accommodations, and a second on the main level with direct access to the pool area. In total, the home offers four bedrooms and three full baths, providing flexibility for family and guests alike. Additional highlights include hardwood floors throughout, a heated pool, sunny decks, a full-height basement for abundant storage, and an attached two-car garage. Community tennis courts add to the lifestyle amenities. Ideally located just moments from the beaches of Great Peconic Bay, renowned East End golf courses, marinas, and Southampton's award-winning ocean beaches, this bright and well-maintained home presents an exceptional opportunity to enjoy the very best of East End living.

39 Spring Pond Lane, Southampton

$24,995,000

9 Beds ⋅ 13 Baths ⋅ 1045735 MLS

Set along one of the most coveted stretches of Sagaponack South, just moments from the ocean, **493 Sagaponack Main Street is now complete**, presenting a rare opportunity to own a newly constructed estate in the Hamptons’ most exclusive and highest-priced zip code. Sited on 1.9 meticulously designed acres, this 11,369-square-foot residence has been thoughtfully conceived as a seamless blend of classic Hamptons architecture and modern luxury living, where every detail—from scale to finish—feels both timeless and forward. Arriving through a gracious drive, the home reveals a commanding yet elegant presence, with expansive windows and refined cedar-shingle craftsmanship that invite natural light throughout. Inside, a flowing floor plan unfolds across three levels, offering nine bedrooms—including a junior suite on the first level and a private primary suite upstairs—alongside eleven full and three half baths. Designed for both grand entertaining and intimate living, the interiors are complemented by an elevator servicing all levels, as well as a full suite of lifestyle amenities including a golf simulator with lounge area, a state-of-the-art gym, and a spa retreat featuring a large sauna, steam shower, and outdoor plunge pool. Outdoors, the estate transforms into a private resort. A 20×60 heated gunite pool and spa anchor the grounds, accompanied by a beautifully appointed pool house and expansive lounging areas that capture the essence of Hamptons summer living. The sunken tennis court adds another layer of recreation, while curated landscaping frames multiple entertaining zones—from al fresco dining terraces to quiet garden moments—creating a sense of privacy and serenity rarely found this close to the beach. As the day transitions to evening, the property takes on an entirely new character—warm interior lighting glows through oversized windows, landscape lighting softly defines the grounds, and the estate becomes a true showcase of architectural elegance. Whether hosting under the stars or enjoying a quiet weekend escape, every moment here is elevated. **Now fully completed and ready to be experienced,** 493 Sagaponack Main Street is more than a home—it is a statement property, delivering extraordinary scale, an exceptional location, and the rarity of brand-new construction in a market where opportunities of this caliber are nearly nonexistent. For the discerning buyer seeking immediate access to the Hamptons lifestyle at its highest level, this is an address that defines Sagaponack living.

493 Sagg Main Street, Sagaponack

$5,995,000

7 Beds ⋅ 9 Baths ⋅ 1044683 MLS

South of the Highway in Southampton, this exceptional residence offers panoramic views of Middle Pond and Shinnecock Bay on a beautifully landscaped property designed for year-round enjoyment. A grand foyer welcomes you into a thoughtfully designed home featuring bleached 8-inch red oak floors, 10-foot coffered ceilings, extensive custom millwork, and an indoor-outdoor carved soapstone fireplace. The open layout blends classic architectural details with modern amenities throughout. The chef's kitchen is appointed with 3-inch Pietra Cardoza countertops, a marble backsplash, custom cabinetry, double sinks, an 8-burner Wolf range, a 60-inch Sub-Zero refrigerator, and dual Miele dishwashers. Adjacent living and dining spaces are designed for both everyday living and entertaining, including a spacious great room with a wood-burning fireplace and direct access to the outdoor patio. A first-floor junior suite provides additional accommodations. The second level features a primary suite with a shiplap ceiling, custom walk-in closet, en-suite bath, and library lounge. Three additional guest suites offer private baths, built-in closets, and balconies with multiple water-facing exposures. The finished lower level is designed for recreation and relaxation, featuring a spa area with sauna and steam room, temperature-controlled wine cellar, media room, fitness area, and additional guest suite. Outdoor amenities include a heated Gunite saltwater pool with waterfall, expansive stone patio, layered stone walls, mature landscaping, and a cabana with outdoor kitchenette, bath, and shower. Conveniently located approximately three miles from Southampton Village and ocean beaches, this property presents an opportunity to enjoy Southampton living with water views, privacy, and extensive amenities.

65 Middle Pond Road, Southampton

$9,950,000

8 Beds ⋅ 10 Baths ⋅ 1039305 MLS

Exceptional Re-built Estate | 4.1 Acres | 8 Bedrooms | 9.5 Baths | Detached Cottage, Pool & Tennis A rare opportunity to acquire a newly completed estate of extraordinary scale, privacy, and amenities in the heart of Water Mill. Privately set on 4.1 acres, this newly rebuilt 2026 estate encompasses more than 10,900sf of refined living space between the main residence and two-story cottage. Offered fully furnished, the estate is designed for sophisticated Hamptons living, combining exceptional scale, privacy, craftsmanship, and resort-style amenities with an effortless sense of comfort. A stately entrance opens to a light-filled main residence with expansive proportions and thoughtfully designed interiors. The first floor centers on a dramatic great room with a masonry fireplace, complemented by a separate family room with its own fireplace. The elegant eat-in kitchen features a full suite of professional-grade Wolf-Subzero appliances and flows seamlessly into a formal dining room, creating an ideal setting for both intimate meals and grand entertaining. Four bedroom suites on the first floor provide exceptional flexibility, including three with private full baths. A hallway full bath and powder room serve the entertaining spaces, while a custom-cabinetry pantry and well-appointed laundry room add convenience and functionality. The kitchen and family room open directly to the rear patio, pool and tennis court creating a seamless connection between indoor and outdoor living, Upstairs, two private wings create an ideal separation between the primary suite and guest accommodations. The expansive primary suite is a private retreat, featuring a spacious bedroom, dedicated lounge with balcony and masonry fireplace, custom walk-in closet, and a luxurious spa-style bathroom with dual water closets, soaking tub and a rain shower. The second wing features two additional en-suite bedrooms, including one with its own private balcony. The finished lower level adds further versatility with a full bath, dedicated wine and cigar room, and substantial storage. Private Cottage & Wellness House Set apart from the main residence, the cottage elevates the property beyond the traditional estate. Conceived as a private wellness, entertainment, and retreat destination, it provides an entirely separate environment for guests, recreation, and relaxation. The lower level features a dedicated media room, gym, and sauna with full bath, creating a private spa-like retreat. Upstairs, a generous lounge provides a flexible space for relaxing, or entertaining. A sophisticated kitchenette is equipped with a refrigerator/freezer; wine fridge and dishwasher, while a dedicated dining area create an inviting environment for extended stays and casual gatherings. A private outdoor deck completes the cottage, offering a peaceful vantage point from which to enjoy the surrounding grounds. Resort-Style Grounds The grounds have been designed to deliver a true resort experience at home. A heated Gunite pool with stone surround and generous sunbathing area anchors the grounds, while a fully equipped outdoor kitchen with gas grill, refrigerator, sink, and prep area makes summer entertaining effortless. The property also features a regulation-size tennis court, outdoor shower, expansive lawn ideal for recreation, and garden storage shed. Mature landscaping and 4.1 acres of private grounds offer an exceptional setting for recreation, entertaining, and relaxed summer living. With its exceptional scale, separate guest and wellness accommodations, resort-caliber amenities, and coveted Water Mill setting, this is a truly distinctive Hamptons estate—designed not simply as a residence, but as a private destination for living, entertaining, and enjoying the best of the East End.

560 Little Noyac Path, Water Mill

$2,995,000

4 Beds ⋅ 5 Baths ⋅ 1036793 MLS

Prepare to fall in love. Completely reimagined and renovated in 2026, this 4-bedroom, 4.5-bath residence was designed for those who appreciate impeccable craftsmanship and intentional design. From the moment you enter, your eye is immediately drawn to the stunning illuminated fireplace, a dramatic focal point that sets the tone for the sophistication found throughout the home. The kitchen is nothing short of a masterpiece, anchored by striking Taj Mahal quartzite and complemented by top-of-the-line finishes and appliances. Throughout the residence, exquisite Calacatta stone, marble flooring, and radiant heated bathroom floors create a seamless blend of luxury and comfort. Every material was thoughtfully selected, every finish carefully curated, and every inch executed to perfection. The first-floor primary suite offers a private retreat complete with a beautifully designed spa-like bathroom. Upstairs, a spacious junior primary features oversized closets, an en-suite bath, and its own private deck. Two additional bedrooms share a large bathroom. Designed for effortless indoor-outdoor living, a wall of floor-to-ceiling glass doors opens to an expansive entertaining deck overlooking a brand-new heated, gunite 18x50 pool, multiple fire pits, and beautifully landscaped grounds. Complete with landscape lighting and a full irrigation system, the outdoor spaces are just as thoughtfully designed as the interiors, creating the ultimate setting for entertaining or quiet relaxation. No corner was overlooked and no detail spared. Additional conveniences include a fully finished basement with true laundry room, bonus room, full bathroom and a new 3-zone HVAC and an attached garage. This is the kind of renovation you feel the moment you enter...refined and cohesive. Topping it all off is an exceptional location, moments from everything the Hamptons has to offer, including renowned restaurants, shopping, beaches, and village amenities.

4 Trail Court, Water Mill

$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

$7,995,000

7 Beds ⋅ 9 Baths ⋅ 1034727 MLS

TO BE BUILT- COMING SOON to Water Mill-Still time to customize plans and colors Grand scale meets refined craftsmanship in this striking Post Modern estate, where 8,200 square feet of luxury unfolds across 1.08 impeccably landscaped acres in the heart of the Hamptons. Behind Hardi Plank siding and Azek trim, the interior reveals soaring 10-foot first-floor ceilings, five-inch oak floors throughout, and 400 Series Anderson divided-lite windows that bathe every room in sunlight. Seven generous bedrooms and eight-and-a-half baths deliver space for everyone, with radiant-heated bathroom floors adding a touch of everyday indulgence. The gourmet chef's kitchen anchors the home, showcasing a magnificent island crowned by a waterfall edge, ready for both intimate dinners and lively gatherings. When entertainment calls, retreat to the private theatre, work up a sweat in the gym, or unwind in the sauna. A dedicated wine closet keeps your favorite vintages within easy reach, while surround sound sets the mood in every corner. The finished basement, boasting nine-foot ceilings, expands your possibilities even further. Outside, a bluestone portico welcomes you home, and a 20-by-40 gunite pool tempts with a swim-up bench and sunbathing area. The poolside cabana, complete with a bathroom and game area, practically guarantees unforgettable summers. Thoughtful systems, including solar power, 300-amp service, and a three-car garage with high tracks, prove that quality runs deeper than looks. Moments from Bridgehampton's shops, golf courses, beaches, schools, and train- this exceptional residence invites you to experience Hamptons living at its finest....

165 Strongs Lane, Water Mill

$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

$5,499,000

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

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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.