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Through the gates, down a winding stone drive, one arrives at this magnificent Hamptons' shingle-style traditional sited on 2.1 manicured acres, with 200 bulkheaded feet on Gardiners Bay.

149 North Ram Island Drive, Shelter Island, NY


149 North Ram Island


More than ten thousand years ago, Shelter Island, once part of the Wisconsin ice sheet, lay under a sheet of ice as deep as the famed colossal 111 West 57th Street in NYC is tall. As the glacier receded, 33 miles of picturesque coves, boulders, and indentations appeared, making Shelter Island a paradise. Beginning with the Island's Natives welcoming Barbados sugar plantations owner Nathaniel Sylvester to a fisherman's paradise to a hideaway for moguls from the best social circles, the island has a deeply rich rooted history. Today a five-minute ferry ride separates the tranquil Shelter Island from the hustle and bustle of the Hamptons. It is here that one of the island's most coveted storybook estates on 2.1 manicured acres overlooking Gardiners Bay, 149 North Ram Island Dive, currently awaits a new family among the golden pebble beaches and blue-green coves to become part of the island's vivid history

149 N Ram Island Dr

The estate, designed by famed architect, Dan Maselli with elaborate gardens by renowned landscape architect, Edmund Hollander, has exquisite features, superior craftsmanship, and meticulous attention to detail that is impressive to even the most discerning eye. Enter through the gates, and one arrives at a magical wisteria-covered trellised entrance of the magnificent, 5,518-squarefoot, seven-bedroom, seven+ bathroom, shingled style manse. Once inside, the elegant double-height entryway invites you into the vast waterside living room with a wood-burning fireplace which draws you in with its panoramic views of Gardiners Bay that stretch out to Connecticut. This impressive level, designed to entertain small and large gatherings, also features a waterside formal dining room, paneled library, study, butler's pantry, state-of-the-art kitchen, screened-in porch, and more.

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Ascend one level up to a more private sanctuary with four well-appointed bedrooms. One can enjoy the magnificent views of the vistas across to Connecticut in the spacious primary bedroom and fully-equipped ensuite bath. Two additional ensuite guest rooms offer the same seascape views, one with a large terrace, while the third ensuite guest room offers views of the manicured lawn and gardens.

The finished lower level provides a world of fun and relaxation with the same quality finishes as the rest of the house, equipped with a bedroom, a full and half bath, a wine cellar, bar, home gym, game room, and media area. In addition, there is a guest house with an elegant bedroom suite, full bath, powder room, outdoor shower, studio, and a two-car garage.

149 N Ram Island Dr


The estate grounds feature manicured lawns, specimen plantings, and an infinity pool that appears to pour into the bay. With 200 bulkhead feet, the elevated sundeck just above the water's edge is the ideal spot for lounging and enjoying al fresco dining. Stairs just off the dramatic pool lead down to the beach. Completing this ensemble, there are plans for a tennis court as well. While offering the ultimate privacy and seclusion, this exceptional estate is just minutes from fine dining choices to a country club, yacht club, and a golf course.

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149 North Ram Island Drive, Shelter Island, NY, is offered at $10,750,000


For more information or to schedule a private showing,

please contact:

Andrea L. Ackerman

Brown Harris Stevens

O: 631-537-4340

C: 516-356-0900



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