Wainscott, NY Homes for Sale with Pool

Experience a one-of-a-kind modern retreat offering a true resort experience, wrapped in tranquility, privacy, and elevated design. Set at the end of a long, wooded driveway on 1.4 acres south of the highway, this brand-new 7-bedroom, 10-bathroom estate delivers architectural drama, refined luxury, and the full Hamptons resort lifestyle and is just minutes from East Hampton Village, Wainscott

Dave Barkstedt Serhant East End LLC

Step into effortless elegance with this contemporary 3-bed, 2-bath home nestled in coveted Wainscott. Bathed in natural light, the open floor plan features a first-floor master suite and stylish indoor-outdoor flow perfect for summer entertaining. Lounge on the sun-drenched deck overlooking a sparkling pool, and discover a rare gem-a separate unfinished studio with potential. The finished lower

Jeremy Dunham Compass

Step into this fully renovated 4-bedroom, 4-bathroom home offering over 3,300± sq. ft. of living space on 0.52± acres in the heart of Wainscott. Designed for versatility, the layout includes two primary bedroom suites with walk-in closets-one on the main level and one upstairs-plus additional rooms ideal for a home office, studio, or guest accommodations. An accessory apartment with private

Jake Kelly SERHANT.

On a quiet lane, this newly renovated home blends modern design with relaxed Hamptons living. Clean architectural lines, sunlit interiors, and seamless indoor-outdoor flow define this stylish south-of-the-highway retreat near Sag Harbor, Bridgehampton, and East Hampton Village. Set on a shy half acre, the home offers 4 bedrooms, 4 baths, and 3,400 +/- sq. ft. of living space with room to expand.

Nancy Mizrahi Saunders & Associates

Ready for immediate occupancy and fully furnished. Stunning new construction from renowned Hamptons Paramount Development Group, South of the Highway in Wainscott. Sited on a flag lot off the end of a cul-de-sac and surrounded by scenic easement, this brand-new home has 7,366 +/- sq. ft. of living space on 3 levels with 7 bedrooms, 7.5 baths, an attached 2-car garage, and heated saltwater pool

Vincent Horcasitas Saunders & Associates

Set on a secluded 2 acres ensconced in mature landscaping with specimen plantings, this meticulously maintained 7 bedroom, 3200 SF Cape with modern flourishes features exceptional outdoor spaces with a heated 18x44' pool, cabana, a gorgeous built-in, stone grill kitchen, and wellness amenities with a sauna and Endless Swim indoor lap pool.Minutes to Atlantic Ocean beaches, the charms of

Dana Trotter The Agency Hamptons

Wainscott "south of the highway", western facing on fifty acre protected agricultural reserve with East Hampton's famed Beach Lane beach and Wainscott Farm Stand within one mile. Charming traditional private four bedroom home off Sayre's Path featuring a heated salt water gunite pool, detached garage, screened in porch, second floor primary bedroom w/deck and multiple expansion

Lawrence Haag Compass

Located on a quiet street in the heart of Wainscott, this impressive four-bedroom, three-bathroom home is set on approximately 0.59 acres. Upon entering, you're welcomed by a dramatic double-height ceiling that carries through the expansive great room, creating a light-filled and inviting atmosphere. The home features a brand-new chef's kitchen equipped with top-of-the-line appliances, a finished

Jessica Von Hagn Compass

Wainscott 4BR Rental w 50ft Heated PoolNewly renovated, 4+ bedroom rental with pool on Georgica Woods Lane in Wainscott. Enter a beautifully furnished sanctuary that exudes grace and elegance at every turn. The sun-drenched living room boasts double-height ceilings, an abundance of glass, and charming exposed beams, creating a bright and airy atmosphere. Whether you're hosting a gathering or

Craig Beem Brown Harris Stevens Hamptons

Located on a quiet cul-de-sac south of the highway in Wainscott, this 5-bedroom, 4-bathroom contemporary offers a well-balanced layout across two levels and over 4,000 +/- sq. ft. of living space. Set on 1.2 acres, the property features a 20'x40' heated gunite pool, generous outdoor living areas, and mature landscaping with irrigation. The main level includes a large living room with fireplace,

Vincent Horcasitas Saunders & Associates

An iconic address, a celebrated design team, and a fully approved vision for an enviable estate-this is the ultimate Hamptons canvas, ready to be realized. Fully ARB-approved with permits submitted, this rare offering comes with pre-existing clearing and a coveted square footage advantage. Plans are in place for a magnificent new estate by John Lafferty, AIA, to be brought to life by Home

Vincent Horcasitas Saunders & Associates

Intentionally designed around a curated artistic lifestyle, even the architecture of this striking Wainscott home makes a statement. Its structural framework offers expansive interior walls for significant canvases, complemented by a series of scaled nooks and apses built for living alongside sculpture. Arrival is defined by a curved white stucco entry wall-- clean, sculptural, and quietly

Therese Piamenta SERHANT.

Contemporary Luxury Living in the Heart of WainscottExperience serene Hamptons living in this turnkey contemporary retreat, ideally set on a quiet lane just behind Wainscott Village. Sun-filled and thoughtfully designed, the residence offers approximately 2,500 square feet of stylish living space on 0.52 acres, blending modern architecture with a relaxed coastal living and seamless

Angela Boyer Sothebys Int'l Realty Hamptons

South of the highway and moments from the ocean, this newly constructed estate in Wainscott offers a luxurious, timeless experience. Poised to be your forever home, this property includes a pool, spa, pool house, and private pickleball court, spread across a generous 1.39-acre parcel. Enjoy views over pristine agricultural land, setting the stage for unrivaled estate living. Designed by the

Vincent Horcasitas Saunders & Associates

Welcome to 58 Wainscott Stone Road, a timeless Hamptons classic situated on a 5.4-acre property in Wainscott South. The 13,400 +/- square foot gated estate is surrounded by a 10-acre reserve with a natural pond, enhancing the home's bucolic setting. This home offers unparalleled privacy just minutes from the storied Georgica Pond and pristine Atlantic ocean beaches. As you enter the home, you're

Lori Schiaffino Compass

Dueling Vistas Ocean and PondIn a prime East Hampton Village location, this property is surrounded by preserved land, nestled into its own serene cove, and offers complete privacy situated on the shores of Georgica Pond with breathtaking sunset views. With both ocean and pond views, residents can indulge in swimming and sunbathing at the waterside gunite pool. Spanning 2.71 acres on one of

Paul Brennan Douglas Elliman Real Estate

Your forever home in the Hamptons awaits in Sag Harbor Village Fringe, gorgeously renovated with endless charm and a heated pool. Sited on over half an acre and ready for immediate move-in with 2,723 +/- sq. ft., perfect for contemporary luxury living, plus 4 well-sized bedrooms and 3.5 baths. Skylights and sliding glass doors to the rear grounds highlight bright and open interiors, while

James Scott Bradley Saunders & Associates