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Modern Homes for Sale in Shelter Island, NY

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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

    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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    $4,295,000

    New Construction $600K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 5,622 Sq Ft

    100 S Ferry Rd, Shelter Island, NY 11964

    A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep.Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style

    Christine Beckwith Douglas Elliman Real Estate

    100 S Ferry Rd, Shelter Island, NY 11964
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    $2,295,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    100 S Midway Rd, Shelter Island, NY 11964

    A stone's throw from popular Wades Beach this spacious contemporary is situated on an acre of park like grounds. Four bedrooms, three baths. Living room with vaulted ceilings and wood burning fireplace. Chef's kitchen with open floor plan. Lower level walkout with library/family room and wet bar. Large decks overlooking a heated gunite swimming pool with park like grounds. Exclusive: $2.295M

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    100 S Midway Rd, 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

    Originally conceived as the Laguna Project, 9 Margarets Drive is an AIA Award-winning residence where architecture, landscape, and natural light exist in 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, thoughtfully composed to create a seamless connection between

    Jennifer Friedberg Compass

    9 Margarets Dr, Shelter Island, NY 11964
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