Southampton Homes with Pool

Welcome to Southampton, New York, a picturesque gem nestled in the heart of Suffolk County. Renowned for its stunning beaches, charming downtown, and vibrant arts scene, Southampton offers a perfect blend of coastal living and suburban charm. This idyllic town is not just a summer retreat; it boasts year-round appeal with its rich history, delightful shops, and exquisite dining options. Whether you’re strolling along the scenic waterfront or exploring the lush landscapes, Southampton is a place where every moment feels like a vacation.

One of the most sought-after features in Southampton real estate is the presence of homes with pools. Imagine stepping into your backyard oasis, where a sparkling pool invites you to relax and unwind. These homes with pools provide the perfect setting for entertaining friends and family, hosting summer barbecues, or simply enjoying a quiet afternoon under the sun. With a variety of architectural styles, from charming cottages to luxurious estates, there’s a home for everyone in Southampton.

Living in Southampton means you’re never far from the beauty of nature. The area is dotted with parks, nature preserves, and, of course, the stunning Atlantic Ocean. Whether you’re a beach lover, a boating enthusiast, or someone who enjoys outdoor activities, Southampton has something to offer.

Investing in a home with a pool in Southampton not only elevates your lifestyle but also enhances the value of your property. Dive into the Southampton experience—where every day feels like a getaway, and your home is your personal paradise.

Newest Southampton Homes with Pool

$899,999

3 Beds ⋅ 2 Baths ⋅ 1050252 MLS

Set on a half-acre lot in the peaceful North Sea area of Southampton, known for its relaxed pace, scenic surroundings and multimillion-dollar homes, this 1994 ranch offers roughly 1,368 sf of single-level living on a private lane shared by nine homes. Three bedrooms, a brick fireplace with wood burning stove, and a light-filled den wrapped in windows overlooking the in-ground pool - flexible additional living space with its own exterior door. A screened porch runs the length of the front. Newer propane gas boiler; forced-air ductwork already in place throughout, making central air an easy add-on option. New Bathfitter Shower & Tub w/ lifetime warranty. Six-zone inground sprinkler system. Offered as-is, including the pool. Less than five miles to the famous Coopers Beach and some of the most beautiful ocean beaches in the world; minutes to North Sea Harbor and Conscience Point; nine minutes to Southampton Village and the LIRR. Southampton School District. FEMA Flood Zone X. Taxes ONLY $2,739.

11 Robinhood Lane, Southampton

$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

$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

$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

$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

$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

$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

$2,990,000

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

$2,495,000

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

1579 N Sea Road, Southampton

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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.