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Modern Homes for Sale in Shelter Island, NY

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  • /30

    $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
  • /15

    $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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    $1,845,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,296 Sq Ft

    73 N Midway Rd, Shelter Island, NY 11964

    A thoughtfully designed retreat offering peace, privacy, and understated luxury.Tucked away on a private drive in the island's center, you're close enough to bike to all of the island’s beaches or restaurants.The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a

    JoAnn Wind Daniel Gale Sothebys Intl Rlty

    73 N Midway Rd, Shelter Island, NY 11964
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    $2,395,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths

    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: $2.395M

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    100 S Midway Rd, Shelter Island, NY 11964
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    $5,395,000

    • 4 Beds
    • 5.5 Baths

    9 Margarets Dr, Shelter Island, NY 11964

    Originally conceived as the Laguna Project, 9 Margarets is an AIA award-winning modern residence on Shelter Island that brings together architecture, light, and exceptional indoor-outdoor living across ~5,530± SF of thoughtfully designed space, including a substantial finished lower level. Offering 4 en-suite bedrooms, 5 full baths, and 1 half bath, the home is defined by vaulted, light-filled

    Jennifer Friedberg Compass

    9 Margarets Dr, Shelter Island, NY 11964

Home Prices in Shelter Island, NY

Home Price Trends

Median Sale Price
$2,650,000
Median Single Family Sale Price
$2,687,000
Median 2 Bedroom Sale Price
$3,247,500
Median 1 Bedroom Sale Price
$499,000
Average Price Per Sq Ft
$901
Number of Homes for Sale
23
Last 12 months Home Sales
9
Months of Supply
30.70
Median List Price
$2,695,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
39%
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