Wainscott Homes with Pool

Welcome to Wainscott, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet is known for its picturesque landscapes, serene beaches, and a vibrant community that embodies the essence of coastal living. Wainscott offers a perfect blend of tranquility and sophistication, making it an ideal destination for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

One of the standout features of Wainscott is its stunning collection of homes, many of which come with luxurious pools. Imagine stepping out into your backyard oasis, where you can bask in the sun, host summer barbecues, or enjoy a refreshing dip after a long day. These homes are designed not just for comfort but also for entertaining, with spacious outdoor areas that create the perfect setting for gatherings with family and friends.

Wainscott is also conveniently located near some of the best beaches on Long Island, allowing residents to enjoy sun-soaked days by the ocean. The charming local shops, gourmet restaurants, and vibrant arts scene add to the allure of this idyllic community. Whether you're looking to invest in a seasonal getaway or a permanent residence, Wainscott's real estate market offers a variety of options that cater to every lifestyle.

With its stunning homes featuring pools, breathtaking natural beauty, and a welcoming atmosphere, Wainscott is truly a place where dreams come home. Discover your perfect slice of paradise in this enchanting hamlet today!

Newest Wainscott Homes with Pool

$2,500,000

4 Beds ⋅ 5 Baths ⋅ 1021784 MLS

LUXURY PROPERTY AUCTION: BIDDING CLOSES AUGUST 26TH Previously listed for $4.95M. Accepting Competitive Bids. A rare turnkey retreat awaits on 1.25 professionally landscaped acres bordering protected nature preserves in Wainscott. Wide-plank white oak flooring flows beneath a clean, modern aesthetic, while every system, from Lutron lighting to five-zone Sonos audio, can be monitored and controlled remotely. Spa-inspired bathrooms reflect a refined European sensibility, and the chef's kitchen anchors expansive entertaining spaces. Three terraces, including a full-length rooftop deck with a wet bar, frame panoramic sunset views, while a Spanish porcelain terrace surrounds a 20' x 40' gunite pool with integrated spa. More than 150 mature arborvitae complete a setting of total privacy. Executed without compromise, this residence delivers architecture, technology, and lifestyle at the highest level.

5 Bark Court, Wainscott

$2,995,000

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

$3,295,000

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.