Wainscott Real Estate

Welcome to Wainscott, New York—a hidden gem nestled in the heart of the Hamptons, Suffolk County. This picturesque town offers a delightful blend of serene coastal living and vibrant community spirit, making it the perfect destination for those seeking a tranquil escape or a year-round residence.

Wainscott is renowned for its stunning natural beauty, boasting pristine beaches and lush landscapes that invite outdoor enthusiasts to explore. The nearby Wainscott Pond is a local treasure, ideal for kayaking, paddleboarding, or simply enjoying a peaceful afternoon by the water. The town’s proximity to the Atlantic Ocean means residents can indulge in sun-soaked days on the beach, while also enjoying the refreshing ocean breeze that sweeps through the area.

The charm of Wainscott extends beyond its natural surroundings. This quaint community is home to a small but vibrant population, fostering a friendly atmosphere where neighbors become friends. The local shops and dining options reflect the town’s unique character, offering everything from artisanal goods to gourmet dining experiences. The renowned Wainscott Market is a beloved spot for fresh, local produce and delectable treats.

For those who appreciate culture, Wainscott’s location provides easy access to the arts and entertainment scene of the Hamptons. From art galleries to live music events, there’s always something happening just a stone’s throw away.

Whether you’re drawn to Wainscott for its idyllic lifestyle, its rich community, or its proximity to the stunning South Fork, this charming town offers a perfect blend of relaxation and excitement. Discover your dream home in Wainscott, where every day feels like a vacation!

Newest Listings in Wainscott

$2,495,000

4 Beds ⋅ 3 Baths ⋅ 1047210 MLS

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 and long afternoons outdoors. The finished lower level walks out to grade and opens toward a charming greenhouse shed, offering an inspiring space for creatives and garden lovers alike. And then there is the feature most properties at this level simply do not have: a separate, oversized accessory structure on the parcel. Currently unfinished, this substantial building offers the opportunity to create a gathering house, studio, guest space, or something entirely your own. Distinctive in scale, setting, and potential, 12 Deep View is a truly singular Hamptons haven—where privacy, thoughtful design, and possibility converge in coveted Wainscott.

12 Deep View Court, Wainscott

$2,995,000

1031309 MLS

A rare opportunity in coveted Wainscott South. Set on approximately 0.64± acres south of the highway, this property offers the perfect canvas to create your dream Hamptons retreat just 1.5 miles from pristine ocean beaches. Nestled in one of Wainscott's most sought-after locations and surrounded by picturesque farmland, the setting is peaceful, private, and quintessentially Hamptons. An existing structure is located on the property but is not being represented as habitable. The property is offered as is, presenting an exceptional opportunity to build new in an outstanding location.

80 Westwood Road, Wainscott

$2,895,000

3 Beds ⋅ 3 Baths ⋅ 968672 MLS

Contemporary Luxury Living in the Heart of Wainscott Experience 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 indoor-outdoor flow. At the heart of the home, a dramatic living room showcases soaring 20-foot ceilings, expansive window walls, and skylights that bathe the space with southern light. Warm 7.5" DuChateau Sirocco hardwood floors and a sleek fireplace anchor the open layout, which flows naturally into the kitchen and outdoor entertaining areas-perfect for both everyday living and hosting with ease. The main level also features two generously sized bedrooms, a recently renovated windowed bathroom, and abundant storage. The upper level is dedicated to a serene primary suite, offering bright exposures, two large closets, and a spa-like renovated en-suite bath complete with a soaking tub, jacuzzi, and separate shower. A fully finished lower level provides additional flexibility for guests, recreation, or storage, and includes a full bathroom, steam shower, and a laundry room. Outdoors, enjoy resort-style amenities with a 20' x 40' heated pool and expansive deck designed for summer lounging, alfresco dining, and entertaining. Private and tranquil, yet moments from ocean beaches, vineyards, golf, and renowned dining, the home offers easy access to Sag Harbor, Bridgehampton, and East Hampton Village. A refined yet relaxed Wainscott escape-perfect for year-round living or an idyllic Hamptons getaway.

5 Cowhill Lane, Wainscott

$3,095,000

4 Beds ⋅ 3 Baths ⋅ 939295 MLS

Wainscott 4BR Rental w 50ft Heated Pool Newly 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 enjoying a quiet evening, this space is sure to impress. For entertainment, the home features both a playroom and a media room, offering endless options for fun and relaxation. The large, informal eat-in kitchen and dining area are perfect for casual meals and lead seamlessly to a spacious dining deck, ideal for alfresco dining. The kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, a large island, and breakfast bar stools for a comfortable and inviting space. Outside, you'll find a stunning 50-foot pool surrounded by pristine white stone decking, providing the perfect spot to lounge and soak up the sun. The second level houses four generously sized bedrooms and two newly renovated bathrooms, ensuring ample space and comfort. Additionally, a separate renovated full bathroom on the main level offers convenient access to the pool area. Situated in an unbeatable location, this home is equidistant from East Hampton and Bridgehampton, placing you just minutes away from the breathtaking ocean beaches of Sagaponack and East Hampton. Enjoy the best of both worlds with easy access to vibrant village amenities and serene coastal retreats. Don't miss the opportunity to make this exquisite home your summer haven.

16 Georgica Woods Lane, Wainscott

$7,900,000

7 Beds ⋅ 10 Baths ⋅ 935646 MLS

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 Ocean Beach, and Wölffer Estate Vineyard. Step into a breathtaking 25-foot entry with a floating 12-foot chandelier and a serene interior zen garden visible from the foyer and living spaces. The great room stuns with soaring 25-foot glass walls, white oak floors and a fluted-stone fireplace that anchors the modern aesthetic. The chef’s kitchen is a fully custom Italian-designed masterpiece featuring two sinks, two dishwashers, a 60" Gaggenau gas induction cooktop, Gaggenau double ovens, a built-in automatic coffee system, a hidden walk-in pantry, 36" fridge and freezer, 24" wine cooler, and an oversized island seating eight. Outside, enjoy a 40' x 18' heated gunite pool with fire-feature water bowls, expansive stone patio, and a pool house with full bathroom and outdoor shower. An outdoor kitchen with grill, sink, and refrigerator creates the perfect summer entertaining space. Inside, every bedroom features an ensuite bathroom with radiant heated floors and custom closets. The primary suite offers dual walk-in closets, a private balcony overlooking the pool, and a spa-level marble bathroom with heated floors, soaking tub, and an oversized shower. The fully finished lower level expands your lifestyle with a guest suite, spacious living/media area, and a private sauna for ultimate relaxation. Additional amenities include two laundry rooms, a two-car garage, Sonance speakers throughout, and every luxury upgrade expected in a modern Hamptons new build. This is a rare and exquisite modern estate offering true privacy, world-class amenities, and a resort-caliber lifestyle, crafted for the buyer who demands the exceptional.

21 Westwood Road, Wainscott

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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.