5-Bedroom Homes for Sale in Shelter Island Heights, NY

A rare offering on Shelter Island, this waterfront estate represents a legacy of architectural pedigree and enduring luxury. Built in 1860 and renovated over the years, the home is a singular blend of history and Hamptons elegance, set on nearly 3 acres with western-facing water views, a deepwater dock, and every hallmark of refined coastal living. In an iconic Shelter Island location on West

Myles Reilly Saunders & Associates

Waterfront Compound with 2 DocksLocated on one of the most prestigious beaches on all of Shelter Island is this expansive compound with all the amenities one would want. 332 +/- sandy beach and two docks, breathtaking sunset views from all major rooms, 4 lots, including underwater ownership totaling 1.31 acres, multiple waterfront decks, 4 car garage, game room, regulation size indoor racquet

Beth Marano Corcoran

Tucked away on a shy acre, this private retreat features a heated Gunite pool, fire-pit seating area, all framed by mature trees. The main house has an open floor plan with cathedral ceilings and exposed wood beams in the living room, a cook's kitchen with stainless steel appliances, island seating for 3-4, and a dining area that flows easily for entertaining. A deck off the kitchen sets the

Melina Wein M WEIN REALTY INC

For the first time in over a century, this extraordinary collection of generationally owned properties is being offered together as a singular and rare opportunity. Nestled along the serene and picturesque Menantic Creek, these three separate parcels combined total 4.9 acres, which have been combined into one sale, presenting an unrivaled waterfront retreat. The Menantic Creek, known as Hurricane

Paula Quesnel - Jerman Daniel Gale Sothebys Intl Rlty

Sited on one of the highest points on the island, this home offers magnificent panoramic views everywhere you turn. Well-appointed with 4 bedrooms, 3.5 baths, elevator, eat-in chefs kitchen, formal dining room, living room with fireplace. Expansive decks, and heated Gunite pool offer unobstructed water views. Separate Guest house with 2 bedrooms, bath and sitting room. Heat: Oil/Hot Air, SI Town

Melina Wein M WEIN REALTY INC

Size, Location and Style adorn this Rare Sunset Waterfront Green Lawns Gem. Surprisingly Bigger than it looks! Many believe the side lawn a separate lot from the spacious 5 bedroom Beach House on gorgeous Shelter Island. Finally available after a century of property ownership. The 190' of Silver Beach waterfront is fully bulk headed with dock on a level acre with generous side lawn. Perfect for

Susan Cincotta Susan C Cincotta