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Modern Homes for Sale in Shelter Island Heights, NY

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    $2,800,000

    Open Sat 11AM - 12:30PM $150K PRICE DROP
    • 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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    $4,995,000

    Open Sun 12PM - 1:30PM
    • 5 Beds
    • 6.5 Baths
    • 5,535 Sq Ft

    6 Great Circle Dr, Shelter Island, NY 11964

    Brand new in one of Shelter Island's premier enclaves along Gardiners Bay, this custom 5,535 +/- SF, south-facing residence developed by Juno Homes presents a refined blend of luxury, location, and design. Defined by soaring proportions, sleek attention to detail and bathed in natural light, the home features 5 ensuite bedrooms, 6 full baths and one half bathroom across two levels. Upon entry, a

    Kristy Naddell Douglas Elliman Real Estate

    6 Great Circle Dr, Shelter Island, NY 11964
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    $3,850,000

    New Construction
    • 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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    $8,500,000

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    3 Bevan Place, Shelter Island, NY 11964

    Set along the quiet shoreline of Pipers Cove Bay in Shelter Island Heights, this west-facing waterfront retreat is tucked at the end of a private drive and has been thoughtfully reimagined by Heiberg Cummings, whose signature approach to layered design transforms the home into something both sophisticated and deeply connected to its surroundings. Every room on both levels is oriented toward the

    Stacey Cohen The Agency Hamptons

    3 Bevan Place, Shelter Island, NY 11964
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    $5,250,000

    $145K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    9 Margarets Dr, Shelter Island, NY 11964

    An AIA Award-winning design by Lacuna Architecture Atelier, 9 Margarets Drive brings architecture, landscape, and natural light into remarkable harmony. Encompassing approximately 5,530 square feet, including a substantial finished lower level, the home offers four en-suite bedrooms, five full baths, and one half bath, with a design that creates a seamless connection between indoors and out. A

    Jennifer Friedberg Compass

    9 Margarets Dr, Shelter Island, NY 11964
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