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Shelter Island Heights, NY Homes for Sale with Pool

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    $5,500,000

    • 4 Beds
    • 5.5 Baths
    • 4,000 Sq Ft

    11 Sunnyside Ave, Shelter Island Heights, NY 11965

    An architecturally significant modern retreat set on two private acres within coveted Shelter Island Heights owners association. Floor-to-ceiling glass dissolves the boundary between indoors and out, framing the surrounding natural environment from nearly every room. Conceived by developer Angelo Varischetti in collaboration with the award-winning team at WE+ Architecture & Design, the home is a

    Agent Photo

    Benjamin Dixon

    Douglas Elliman Real Estate

    (855) 814-8583

    11 Sunnyside Ave, Shelter Island Heights, NY 11965
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    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    12 Terry Dr, Shelter Island, NY 11964

    Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach.Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    12 Terry Dr, Shelter Island, NY 11964
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    $3,850,000

    • 4 Beds
    • 5.5 Baths
    • 3,985 Sq Ft

    8 Hilo Dr, Shelter Island, NY 11964

    This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail,

    Enzo Morabito Douglas Elliman Real Estate

    8 Hilo Dr, Shelter Island, NY 11964
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    $2,485,000

    • 6 Beds
    • 4 Baths
    • 3,413 Sq Ft

    14 Freds Ln, Shelter Island, NY 11964

    Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    14 Freds Ln, Shelter Island, NY 11964
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    $4,250,000

    • 4 Beds
    • 7 Baths
    • 5,500 Sq Ft

    141A N Ferry Rd, Sag Harbor, NY 11963

    Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to

    Annmarie Seddio Atlas Sales Realty

    141A N Ferry Rd, Sag Harbor, NY 11963
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