Homes with Pools for Sale in Sag Harbor, NY

Home with a Pool for sale in Sag Harbor, NY:

Welcome to 1768 Majors Path, an exceptional new-construction estate in Southampton offering a refined interpretation of contemporary Hamptons living. Privately positioned on 1.07 acres, this sophisticated residence features more than 5,500 square feet across three beautifully designed levels, with six bedrooms, seven baths, a heated saltwater Gunite pool, a Har-Tru tennis court, and an attached two-car heated garage. A dramatic double-height foyer introduces the open-concept interior, where timeless architectural details, premium materials, and quality craftsmanship create an elegant yet comfortable atmosphere. The expansive, sun-drenched great room w/ high ceilings & oversized window

Home with a Pool for sale in Sag Harbor, NY:

Discover 12 Deep View, a rare Wainscott retreat set on 1.17 acres at the end of a private cul-de-sac. With no through traffic and no neighbors beyond you, the setting offers a level of peace and privacy that becomes increasingly difficult to find once a road is built out. Rebuilt in 2024, the contemporary 3-bedroom, 2.5-bath residence spans 2,966 square feet beneath a standing seam metal roof. Inside, abundant natural light fills the open floor plan, anchored by a first-floor primary suite and a glass-roofed conservatory that beautifully extends the indoor-outdoor connection. A sun-drenched deck overlooks the 18-by-36-foot heated pool, creating an effortless setting for summer entertaining

Home with a Pool for sale in Sag Harbor, NY:

Ideally situated on a quiet cul-de-sac in Wainscott, just minutes from both East Hampton and Sag Harbor Villages, 55 Red Fox Lane presents an exciting opportunity to enjoy one of the Hamptons most desirable locations. Set on 0.69± acre, the traditional residence offers four bedrooms, four and one-half baths, a finished lower level, and a generous 18' x 36' swimming pool. The flexible floor plan includes an eat-in kitchen with stainless steel appliances, dining area, living room with fireplace, and sliding glass doors providing an easy connection to the outdoors. A first-floor primary suite offers convenient one-level living, while the second floor includes an additional ensuite bedro

Home with a Pool for sale in Sag Harbor, NY:

Welcome to this exceptional estate set on 1.3 beautifully landscaped acres, offering the perfect blend of modern sophistication and timeless craftsmanship. Ideally positioned just moments from Bridgehampton village's shops and restaurants, the renowned ocean beaches, and the East End's celebrated wineries and farm stands, the location places the best of the Hamptons within easy reach, with convenient Hampton Jitney service to Manhattan close at hand. Wrapped in classic cedar shingle siding with a welcoming covered front porch, this home exudes warmth and understated elegance from the moment you arrive. The circular driveway provides ample parking, while an electric gated entry ensures priva

Home with a Pool for sale in Sag Harbor, NY:

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 thoug

Home with a Pool for sale in Sag Harbor, NY:

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge a