Sag Harbor Homes with Pool

Welcome to the enchanting Sag Harbor School District, nestled in the heart of the picturesque Hamptons in Suffolk County, NY. Renowned for its rich history and vibrant community, Sag Harbor offers a unique blend of coastal charm and contemporary living, making it an ideal place for families and individuals alike.

The Sag Harbor School District is committed to providing a high-quality education, boasting a range of programs designed to foster academic excellence and personal growth. With a focus on innovative teaching methods and a dedicated staff, students are encouraged to explore their passions and develop critical thinking skills. The district's small class sizes ensure personalized attention, allowing educators to cultivate a supportive and engaging learning environment. From its thriving arts programs to its extensive athletic opportunities, Sag Harbor schools prepare students for success both in and out of the classroom.

For those seeking a slice of this idyllic community, Sag Harbor boasts an array of stunning homes, many of which feature inviting pools perfect for summer relaxation and entertaining. Imagine basking in the sun by your own private oasis, just moments away from the vibrant shops, restaurants, and cultural attractions that Sag Harbor has to offer. Whether you prefer a charming cottage or a modern estate, the real estate options here cater to a variety of tastes and lifestyles.

Discover the allure of Sag Harbor, where exceptional education meets luxurious living. Embrace the opportunity to call this remarkable community home, and enjoy the perfect blend of tranquility and excitement that defines life in this coastal gem.

Newest Sag Harbor Homes with Pool

$1,749,000

3 Beds ⋅ 2 Baths ⋅ 1046705 MLS

Welcome to this unique gem in Sag Harbor, offering a delightful blend of comfort and style. This inviting 3-bedroom home features 2 full bathrooms and a generous layout filled with natural light. Spacious bedrooms create peaceful retreats, while thoughtful features throughout add warmth and everyday comfort. Located near Sag Harbor’s charming eateries, picturesque parks, beaches, and convenient bay access only one block away. With the sugar sand beaches of Elizabeth A. Morton National Wildlife Refuge moments away, this home makes coastal living easy to enjoy. More than a house, it offers a lifestyle filled with Sunday brunches, morning walks by the water, beach days, and cozy evenings at home.

10 Oak Lane, Sag Harbor

$6,600,000

4 Beds ⋅ 4 Baths ⋅ 1030939 MLS

West Banks Waterfront Community North Haven Surrounded by the natural beauty and tranquility of West Banks, a private waterfront community in North Haven , 16 Barclay dr is a well appointed modern traditional residence. This gated enclave is a true boaters paradise featuring a deep water dock , a private beach and the most glorious westerly sunsets in all the Hampton's. Sited on 1.72+/- acres and surrounded by a 20 acre reserve, this property offers elegant style and sophistication. The desirable floor plan offers 4200 square feet of beautiful living spaces, and an additional 2050 square feet of a lower level with high ceiling heights, just waiting to be finished. Upon arrival, the coastal light cascades through the double height ceiling living room and wall of glass windows overlooking this lush property. The first level offers a wonderful flow with a large eat in kitchen, granite counters and center island, offsetting all the amenities for entertaining one would appreciate. A formal dining room , office or family room anchor the living area's. A first level private and spacious primary suite with walk-in large closets, and a luxurious bath with jacuzzi tub is a great addition. The second level's open landing divides two wings, offering an en-suite second primary bedroom and bath with a spacious walk in closet and additional unfinished area's that can be reimagined as a sitting room or extra living space. There are 2 additional bedrooms on the opposite wing with a shared Jack and Jill bath completing the second level. Numerous unfinished area's across this level just waiting to be expanded and customized. Mature plantings and beautiful landscaping create a park like setting surrounding the sparkling salt water gunite pool and lovely patio's for lounging and entertaining . A two car over sized attached garage also is a wonderful addition. This two-story traditional residence provides a serene and beautiful Hampton's retreat in a uniquely private and rare setting. The expansive acreage gives room for this residence to be substantially increased in sq footage with additional living area's if desired. A live in community caretaker is part of this wonderful offering, and conveniently available for concierge needs. Additionally, community tennis and a designated mooring for the boating enthusiast enhances this coastal experience. The natural beauty and tranquility of North Haven, also offers "Love Lady Park" a new addition to this area, with walking trails and gathering area's for all season enjoyment. This exceptional North Haven, Sag Harbor property and lifestyle, is just 10 minutes to the Historic Sag Harbor Whaling Village with coastal waterfront dining and marina's. The iconic Bay Street Theater features high profile entertainment and the Historic Whaling museum, are just a few local favorites. This sought-after private community and the residence at 16 Barclay Drive present an opportunity to own a substantial Hamptons residence in a World Class location!

16 Barclay Drive, Sag Harbor

$4,995,000

3 Beds ⋅ 2 Baths ⋅ 1032391 MLS

Set on 1.92 acres, this fully renovated contemporary home offers the perfect balance of comfortable living today and unlimited potential for tomorrow. Thoughtfully renovated throughout in 2025, the home features 3 bedrooms, 2 bathrooms, an open-concept floor plan, a beautifully updated kitchen, hardwood floors, a wood-burning fireplace, soaring 14-foot ceilings in the main living area, a first-floor primary suite, and seamless indoor-outdoor living designed for both everyday comfort and entertaining. Bathed in natural light from oversized windows and skylights, the bright, airy interiors create a warm and inviting atmosphere throughout. Step outside to enjoy a 20' x 40' pool, expansive entertaining deck, outdoor shower, and generous grounds with ample room for expansion. The full unfinished lower level provides exceptional potential to expand the home's living space, create a recreation room, home theater, wellness retreat, or additional garage and storage. The property features a 2385+/- SF detached barn, an extraordinary space offering exceptional flexibility. With the potential to be used as a recreational studio, a collector car showroom accommodating approximately 20 vehicles, a championship-caliber golf simulator, luxury workshop, fitness studio, creative studio, or expansive garage for prized collections, the possibilities are virtually endless. Ideally situated just 1 mile from Wölffer Estate Vineyard, approximately 1.8 miles from the heart of Bridgehampton, and less than 3.5 miles from both Sag Harbor Village and Sagg Main Beach, the property offers a rare combination of space, versatility, and convenient access to some of the Hamptons' most sought-after destinations. Whether you're seeking a turnkey Hamptons home, an exceptional collector's property, or a one-of-a-kind retreat with room to grow, this offering presents an opportunity unlike any other.

98 Old Farm Road, Sagaponack

$3,950,000

6 Beds ⋅ 7 Baths ⋅ 1030309 MLS

Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sagaponack

$4,495,000

6 Beds ⋅ 8 Baths ⋅ 1027629 MLS

This spectacular new construction home in Sag Harbor, designed by Peter Cook AIA, delivers the best of the Hamptons moments from the water and life in the Village. Just a few houses down from Ninevah bay beach, sited on a clear .35 acre parcel in Sag Harbor Hills, this brand-new home has 6 bedrooms,6 full and 2 half baths, with 4,519 +/- sq. ft. of living space across all 3 levels. Equipped with every luxurious amenity expected in a Hamptons home, including pool, pool house with a fireplace, and a detached 1 car garage. Inside, enjoy open-concept living with great natural light. There is a fabulous gas fireplace in the living room. Outfitted entirely with Viking stainless steel appliances, the kitchen sits at the heart of the home. Ready for everyday luxury living, the spacious lower adds another bedroom and 2 full baths. The two bedrooms upstairs have double vanities and private balconies. Easy indoor-outdoor living is always close at hand with large windows and egress to the covered porch, gunite pool, and pool house. This quiet neighborhood is close to the water and easily access to the exclusive and elevated experiences, shops, and dining in Sag Harbor Village.

66 Hillside Drive E, Sag Harbor

$15,950,000

4 Beds ⋅ 6 Baths ⋅ 1025305 MLS

5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor

$7,895,000

4 Beds ⋅ 3 Baths ⋅ 1017424 MLS

A true private compound set on just shy of an acre in one of the Hamptons' most desirable enclaves and on one of Sag Harbor Village's finest streets, this exceptional home blends timeless European charm with modern luxury and comfort. The beautifully landscaped property features a substantial detached accessory structure with its own private entrance, a pool house, detached two-car garage, and heated saltwater pool, offering exceptional flexibility for guests, a home office, studio, fitness space, or extended living. Framed by lush flowering gardens that bloom from spring through autumn, along with shaded brick and bluestone paths, the property offers a rare sense of privacy in the heart of the Village. Inside, the home is rich with one-of-a-kind details, including exquisite 100-year-old stained and leaded glass pocket doors imported from Europe, period windows, maple floors, and mahogany used throughout the interior and exterior. The airy open floor plan is as functional as it is elegant. The chef's kitchen, anchored by a cozy fireplace with an antique mantel, flows seamlessly into a sunlit living space and through French doors to a spacious half-moon deck overlooking stone walkways and a brick patio. A large formal dining room and TV den, both featuring custom mahogany cabinetry, provide ample space for casual and formal gatherings. Outdoors, the fenced heated saltwater pool with bluestone coping, pool house, detached garage with stained-glass gable windows, and expansive grounds create an exceptional setting for entertaining and year-round enjoyment. Every inch of the property has been thoughtfully curated, from the mature gardens to the distinctive architectural details that make this home truly unforgettable. There is simply no home in Sag Harbor like it. Best of all, you're just moments from Sag Harbor's world-class shops, acclaimed restaurants, marinas, and cultural venues, allowing you to enjoy village living without sacrificing privacy or tranquility.

54 Palmer Terrace, Sag Harbor

$8,950,000

5 Beds ⋅ 7 Baths ⋅ 1015563 MLS

Set on .94+/- acres, this rare south of the highway opportunity is on a private Sagaponack cul-de-sac with deeded ocean access and water views of the Ocean, Sagaponack Pond, and sweeping Farm Fields. Spanning three levels with a rooftop deck offering three scenic outlooks, this existing residence can be renovated or replaced, offering tremendous upside in one of the Hamptons' most desirable locations. The existing residence offers approximately 5,000± square feet of living space with 5 bedrooms and 6.5 bathrooms, with elevator access, thoughtfully designed for both comfortable living and seamless entertaining. Generous gathering spaces include both indoor and outdoor living areas. The primary suite is a standout feature, offering 2 full bathrooms and dual walk in closets, benefiting from western exposure over Sagaponack Pond. The suite enjoys breathtaking sunsets throughout the year. A private pathway leads directly from the property to the beach, creating a unique access to the ocean, rarely found today. Surrounded by premier estates and endless potential, this is an extraordinary opportunity to create a custom Hamptons retreat in a truly special setting. Combining privacy, natural beauty, protected views, and direct beach access, this is a sought after opportunity in one of Sagaponack's most desirable settings.

137 Sandune Court, Sagaponack

$5,299,000

7 Beds ⋅ 7 Baths ⋅ 1005466 MLS

Modern Hamptons Elegance with Pool, Gym | Sag Harbor Recently constructed by renowned builder Farrell, this beautifully designed Sag Harbor home offers the perfect balance of luxury, comfort, and convenience just moments from the village, nearby marinas, and the ocean beaches of Bridgehampton. Thoughtfully designed across three finished levels, the residence features 7 bedrooms and 6.5 exceptional baths with sophisticated, current finishes and beautifully curated design throughout. The first-floor primary suite is a private retreat complete with its own office and direct access to the backyard patio and pool area. Upstairs, four ensuite guest bedrooms share access to a private terrace, while a conveniently located laundry room adds everyday ease. The heart of the home is the expansive open living space where a wood-burning fireplace anchors the great room, flowing seamlessly into the dining area and gourmet eat-in kitchen outfitted with top-of-the-line appliances and premium finishes. Oversized glass doors open beautifully to the resort-style backyard, creating an effortless connection between indoor and outdoor living. Designed for entertaining and relaxation alike, the outdoor space features a heated gunite pool, outdoor shower, grilling station, and multiple patios for dining and lounging. The finished lower level offers exceptional additional living space including a gym, media lounge, and recreation/game area, along with two additional bedrooms and a full bath. A staircase leading directly from the pool area to the lower level provides convenient access to the indoor gym after a swim or workout. Additional highlights include a mud room, 2-car garage, central vacuum system, and abundant storage throughout. Crafted with the quality, craftsmanship, and attention to detail synonymous with a Farrell-built home, this turnkey property is ideally positioned near the restaurants, boutiques, waterfront, and marinas of Sag Harbor Village while only minutes to the renowned ocean beaches of Bridgehampton. Sophisticated, stylish, and move-in ready, this is Hamptons living at its finest.

21 Lily Pond Drive, Sag Harbor

$4,995,000

5 Beds ⋅ 5 Baths ⋅ 998496 MLS

Introducing The Pond House, a rare 2-acre private estate in the coveted Village of North Haven, moments from Sag Harbor and adjacent to Lovelady Park. Tucked away in a serene, park-like setting, just a short walk to Long Beach, this 5-bedroom, 3 full and 2 half bath residence offers refined living with seamless indoor-outdoor flow. Sun-drenched interiors feature expansive windows, a gracious living room with fireplace, and a thoughtfully designed chef’s kitchen with bar seating for entertaining. The luxurious primary suite offers a fireplace and spa-level bath with steam shower, heated floors, and private water closet. Designed for resort-style living, the grounds showcase a pool, spa, hot tub, outdoor shower, very large bluestone deck and covered kitchen and bar, all surrounded by lush landscaping, koi pond, and tranquil water features including a waterfall. Minutes to Sag Harbor Village and Shelter Island Ferry. Conveniently located near several Hampton towns.

263 Ferry Road, Sag Harbor

$2,799,000

3 Beds ⋅ 2 Baths ⋅ 985035 MLS

Tucked on just over an acre in the heart of Sagaponack, this recently updated and effortlessly charming single-level home offers quintessential Hamptons living. Thoughtfully designed for comfort and ease, the residence features three spacious bedrooms and two full baths, including a vaulted-ceiling primary suite that serves as a private retreat. The open-concept kitchen seamlessly connects to a sunlit living room with a fireplace, creating a warm and inviting space for gathering. A breezy sunroom adds an additional layer of charm-perfect for morning coffee or relaxed afternoons. Outdoors, a private backyard oasis awaits, highlighted by a brand-new heated gunite pool, expansive patio, electric awning, outdoor shower and generous lawn space-ideal for entertaining or quiet enjoyment. A one-car garage and ample parking provide flexibility, with potential to expand or reimagine the space, including the possibility of an additional ensuite. Ideally positioned just minutes from Sag Harbor Village, East Hampton, and Bridgehampton, and only moments to the ocean at Sagg Main Beach, this home delivers both convenience and coastal appeal. Enjoy close proximity to Wölffer Estate Vineyard and the area's renowned equestrian facilities, all within the sought-after Sag Harbor School District. Remarkably low taxes.

30 Sagg Road, Sagaponack

$7,795,000

6 Beds ⋅ 7 Baths ⋅ 990599 MLS

Perfectly appointed this gorgeous modern traditional is a rare offering in the gated waterfront community of West Banks, North Haven just minutes from Sag Harbor Village . Beautifully manicured, and surrounded by a 20 acre reserve this property ensures the utmost privacy and serenity . Newly renovated this residence is sited on 1.27+/- acres and offers 6 bedrooms and 5 and 2 1/2 baths across 5500 +/- sf of beautifully designed living spaces. On arrival, your captivated by soaring double height ceilings and an open floor plan spanning the whole first level. Architecturally designed, the living room and fireplace hearth flow into a perfectly designed chef's kitchen with a large center island, Sub Zero and Wolf appliances and granite counters for entertaining. A gorgeous Great room with southern light cascading in features an oversized jewel fireplace, a full wet bar and entertainment area with a wide expanse of glass Nanawall doors for indoor-outdoor living at its best. Glass panels enclose a dedicated wine room off setting the curated ambiance in this living area. Anchoring this level is a plush primary suite opening out to a covered porch and lush gardens and is the perfect addition. Your second level features a large primary suite with wide views and decking overlooking this stunning property, a designer bath and grand custom closet. The open modern landing flows to an additional guest en-suite and 2 additional bedrooms thoughtfully completing this seamless design. The finished lower-level offers a designated theater area , a fully-equipped professional gym and game area for all to enjoy. Your outdoor living is perfection with a pool house cabana and en-suite large studio , a full outdoor kitchen with bar and all amenities and outdoor shower enhancing this sublime experience. The lush landscape design features beautiful mature plantings and many sun drenched entertaining areas with expansive stone patios surrounding the salt water, gunite infinity pool and spa. The rich beauty of this estate property has been thoughtfully cultivated with timeless charm and care. West Banks offers a newly installed AI system for safe gate monitoring , and a live in caretaker who is there for any and all of your concierge living needs. Surrounding this community is Love Lady nature sanctuary , a 10 acre park with walking paths and trails . Additional amenities are just steps away, and include a private community beach with gorgeous westerly sunsets, deep water dock, and community tennis . A designated property mooring is also part of this wonderful offering . This very special property is just minutes to shops, renowned restaurants and marinas in Sag Harbor Village. Truly a World Class Hampton's property!

1 Fox Crossing, Sag Harbor

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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.