Most Expensive Luxury Homes in the Hamptons

Peek inside the hidden world of the Hamptons, 9 Olde Town Lane Sotheby’s International

The summer playground of the rich and famous, the Hamptons is one of the most exclusive destinations in the whole of the USA. Nowhere captures the breath of the American Dream quite like the long wild beaches, the million dollar parties, and the beautiful beach clubs where glossy A list residents sip with one hand and scroll their blackberries with the other. Snapping up a property in the Hamptons has been the ultimate status symbol since the 19th century when wealthy Manhattanites would flee the city to come and wile away the summer on the shores of Southampton, East Hampton, Bridgehampton and the string of hamlets in-between. From colonial revival to architectural shingle style, sweet summer houses, and mansions drenched in green acres, these are the finest Hamptons homes we could find….

33 Lily Pond Lane, East Hampton

33 Lily Pond Lane Hamptons Compass Real Estate

Perched right on the shore of the exclusive East Hamptons, Lily Pond Lane is considered one of the most coveted streets in the area. This gorgeous property offers 2 acres of breathtaking space with green manicured gardens for playing, perennial gardens in bloom, and even a koi carp pond. Your own private walkway down to your front yard ocean and startling sea views from the French regal style master bedroom are a reminder of the luxury of a waterfront home. With 6 bedrooms, 8 bathrooms, and separate pool house with plenty more space, summer soirees don’t come finer on Lily Pond Lane. A generous pool, sauna and steam shower along with the only lighted tennis court in the village are the finishing touches to this darling oceanfront home. For more information contact Lori Schiaffino at Compass Real Estate.

92 Coopers Neck Lane, Southampton

92 Coopers Neck Lane, Southampton, Sotheby’s International

Once the summer home for the Carnegie Family, this Town and Country magazine star is soaked in the romantic splendor you could hope for Southampton. Wide breezy porches, soaring 10ft ceilings, 11 bedrooms, and endless fireplaces, private apartments, and a glut of green space makes this a home worthy of Marie Antoinette. Touches like the sprawling covered porch are reminiscent of the sugary deep south and the interior design is laden with delightful surprises such as the converted stables that would make for an exceptional spot for debutante balls. The sprawling 50 ft. swimming pool, tennis courts, and just under 5 acres of land only half a mile from the wild capped waves of the Atlantic Ocean make 92 Coopers Neck Lane a dream come true. For more information contact Molly Ferrer at Sotheby’s International.

World Class Estate, Shelter Island

World Class Estate, Shelter Island Photo Courtesy Sotheby’s International

Rolling green lawns, a historic flag pole and never-ending views over Peconic Bay set the mise en scene for this dazzling Queen Anne 19th century home on Shelter Island. Not only is this 7-bedroom home impressive to the eye but it has also carved its own page in the history books with its 100-year-old Maple tree at the entrance and flag pole made from the mast of the winning vessel from the 1930’s Americas Cup. History aside, the sweeping home is gracious with more than a hint of millionaire style. Big windows, fireplaces, formal and informal sitting rooms capture the decadence of the main house whereas the windmill style guest house with oversized entertainment space is one of a kind. Aside from these stunning features you also have a far-reaching dock with beautiful boat house, tennis courts, spa, basketball courts, and swimming pool set among the mature and mesmerizing emerald gardens. For more information contact Beate V. Moore at Sothebys International.

Stunning Guest Space shelter island photo courtesy sotheby’s international

East Hampton Compound

East Hampton Compound photo courtesy sotheby’s international

A more than perfect package of 23 acres and a collection of divine buildings makes this stunning compound in the East Hamptons a once in a lifetime opportunity for a billionaire buyer. The main bedroom boasts 12 bedrooms and the former carriage house has 6. Stables, fields for galloping, big sky views and pool house complete with all the amenities puts this home in the category of being its own private world. The main home has a Cotswold style cottage feel in terms of décor with covered arbors and blaze of wildflowers. Inside modern comfort meets rustic charm, and features are endless so expect to find a gym, sunken indoor spa, saltwater swimming pool, tennis courts, stone courtyards, and even two additional cottages to use at will or whim. For more information contact Dana Trotter at Sotheby’s International.

modern comfort and rustic charm in the east hampton compound, photo courtesy Sotheby’s International

Twin Peaks Southampton

9 Olde Town Lane, Photo courtesy Sotheby’s International

Even if you aren’t a David Lynch fan, this pristine 10-bedroom property in the olde town community is a truly refreshing piece of architectural art. The country home is laid out across three levels and pulls together lavish features like a pool house, tennis court, and over 15 thousand square feet of space. A labyrinthine of luxury rooms and amenities you can expect fireplaces galore, sweeping staircases, elevators, professional chef kitchens, breakfast room and library. The surrounding landscape packs plenty of punch with its manicured lawns perfect for croquet, custom swimming pool, and ample al fresco entertainment space splashed with fire pits, flowerbeds, tennis courts, and even rooftop putting green. For more information contact Harald Grant at Sotheby’s International.

lavish interior design, photo courtesy sotheby’s international

Three Ponds Farm, Bridgehampton

resort like features at 3 ponds, photo courtesy of Sotheby’s International

Regal country estate or five-star resort – the three ponds farm transcends the statement of being a simple home. Designed by renowned architect Allan Greenberg, the luxury comes down thick and fast in this 8-bed wonder. There is nothing this 20 thousand square feet of space doesn’t offer. You can tee off on your very own 18-hole golf course, swim in the sublime pool, and wander through the ornate rose gardens with orangery and sparkling ponds. The 3 bed caretakers house welcomes a generous space for staff, and there is more than enough land to set up a first-class equestrian property should you wish too. The interior is sumptuous with antique style French furnishings, a 17th century mosaic stone dining table, and even a historic milking barn turned into a mid-round club house for the golf course. For more information contact Dana Trotter at Sotheby’s International.

Regal like features, photo courtesy of Sotheby’s International

38 Matthews Road, Wainscott

Burnt Point, photo courtesy Sotheby’s International

For those who want to live in a perfect piece of privacy, 38 Matthews Road has the 25 acres for you. The pretty peninsular that reaches out across Georgica Pond delivers near panoramic water views from this majestic 8-bed home. The custom designed Francis Fleetwood project has made quite a splash and have even been featured in Architectural Digest. Expect double height hallways, antique flooring, wine cellar, beamed library and self-contained guest wing for starters. Every space is stylishly neat and soaked in sunlight. Sip drinks out on the water view decks, watch the latest releases in the opulent screening room, and linger beside the beautiful pool and spa complete with its own waterfall. 38 Matthews Road is nothing sort of presidential. For more information contact Frank E. Newbold at Sotheby’s International.

custom designed Francis Fleetwood project, photo courtesy Sotheby International

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