Top 5 Bridgehampton Estates with All the Hamptons Has to Offer

263 Surfside Dr
263 Surfside Drive. Photo credit: Courtesy of Douglas Elliman

Bridgehampton is perhaps the ultimate location for those who enjoy a taste of all the Hamptons has to offer. Located between Southampton and East Hampton villages and just south of Sag Harbor, this hamlet offers incredible access to everything that defines the East End—that is, if you ever want to leave Bridgehampton at all. Boasting a vibrant Main Street with world-class dining and spectacular shopping, plus beaches to rival any stretch of surf and sand, Bridgehampton is also home to the annual Hampton Classic Horse Show, Bridgehampton Polo, ArtHamptons, Art Market Hamptons and Dan’s Taste of Summer—and, of course, this quintet of properties that define the best of luxurious Hamptons living.

Modern Elegance
263 Surfside Drive

If sweeping ocean views are at the heart of your domestic desires—and how can they not be, here on the East End—this modern surfside build (above) boasts floor-to-ceiling windows and glass walls throughout, giving the space an incredible 360-degree access to the Atlantic. The 9,500-square-foot residence has walnut and limestone floors throughout. There are 7 bedrooms, 10 bathrooms—with custom limestone sinks, Boffi fixtures and open showers—and living spaces with soaring ceilings. The kitchen is B&B Italia designed, the heating and cooling utilizes geothermal technology, the floors have radiant heat, and the smart home technology has Lutron lighting. After you’ve finished your daily ocean swim, warm up in the heated Gunite infinity pool and Jacuzzi. The lot totals 1.42 acres and the grounds include two kitchens, a 6,000-square-foot deck and a private walkway to the beach. Pure Hamptons bliss. Click for more information.

Hole in One…Or Three
919 Scuttle Hole Road

They say that the biggest business deals are brokered on the golf course. In this case, the deal could be yours because of Three Ponds Farm’s USGA-rated 18-hole golf course, designed by Rees Jones. The sprawling estate comes complete with a “19th hole” clubhouse and pro shop, meaning that you’ll never have a problem getting a tee time or maybe even hosting your own tournament. But that’s not where the pleasurable amenities stop. The palatial manor home is designed by world-renowned classical architect Allan Greenberg, and includes a guest wing and staff quarters, boasts 8 bedrooms, 10 full baths and 3 partial baths. Cozy up to any of the 5 fireplaces, or enjoy a bottle of wine in the grotto. (Yes, there’s a grotto.) In between rounds of golf, challenge your guests on the grass tennis court, swim in the pool, relax in the spa or enjoy a stroll in the formal gardens and rose garden. Horticulture aficionados will also appreciate the orangery—similar to a greenhouse—and the 7,000-plus specimen trees. And a helpful hand will never be far away, thanks to a three-bedroom caretaker’s house. As for the trio of ponds that give Three Ponds Farm the name, they’re Haines Pond, Goldfish Pond and the pond your new home will face—the largest, aptly named Long Pond. Click for more information.

Equestrian’s Dream
231, 491, 849 Hayground Road

Add your name to the storied history of Bridgehampton Polo as the owner of the fabled 115-acre Two Trees Farm. Many top equestrians have graced the perfectly manicured field, the current site of the Hamptons incarnation of the Sport of Kings. The lot has preliminary approval for a 19-lot subdivision, which would preserve 68 acres as open space and keep the equestrian facilities and barns intact and include two farmhouses. Rather than purchasing all of the buildable lots plus the agricultural reserve, Two Trees Farm could be sold to multiple buyers. The reserve, farm, houses and equestrian facilities are available for $20 million. Bring your best summer shoes to the closing, and practice stomping some divots. Click for more information.

Wings Take Flight
221 Church Lane

Sited on 3.32 acres, the 8,000-square-foot center-hall residence by Southampton architect Pamela Pospisil has two wings to double your living pleasure. Stay hot in one wing, which includes a library with fireplace, a five-seat bar (to acquire that liquid blanket), a living room and an office where another of the home’s six fireplaces is located. The master suite is upstairs and accompanied by three guest suites. The service wing, which accesses the three-car garage, has two bedrooms, a bath and laundry. Eat in the sitting area inside the chef’s kitchen, in the breakfast room or under the trellised dining pavilion. The amenities continue underground, where the wine cellar and media room are located. The landscape is the work of Manhattan’s Edmund Hollander Landscape Architect and includes boxwood gardens, an all-weather tennis court. The 50-by-20-foot heated Gunite pool is complemented by an outdoor sound system and a pool house. Who would have thought that once you’ve acquired wings, you wouldn’t want to take flight? Click for more information.

130 Pointe Mecox
Courtesy of Mitchel L. Natter/Brown Harris Stevens

Mediterranean Marvel
130 Pointe Mecox Lane
$15 Million

Fine water views are a hallmark of many desirable Hamptons homes. Views of three beautiful bodies of water, however, are almost unheard of, and the vistas afforded of Mecox Bay, Swan Creek and the Atlantic Ocean by this Mediterranean-inspired home (right) are just the beginning of the appeal. This 5-bedroom, 6-bath home offers a living room with 20-foot ceilings, custom fireplaces and a media room. Foodies can eat in the culinary kitchen or head out to the waterside dining pavilion. There’s a first-floor junior master suite with a private entrance and a second-floor master suite complete with sitting room, fireplace and verandas that take full advantage of those aforementioned water views. The gated waterfront estate spans over approximately 1 acre graced with a waterside heated Gunite pool, elegant gardens, multiple terraces and covered verandas from which to enjoy glorious sunsets. And that Mediterranean inspiration goes beyond mere design, as materials imported from Italy were installed here by Italian craftsmen—Venetian plaster walls and ceilings, custom Murano glass chandeliers and fixtures, terra cotta roof tiles and Botticino marble are just some of the custom details found in this South of the Highway spot just a stroll away from the ocean beach. Click for more information.

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