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Waterfront Homes for Sale in Shelter Island, NY

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  • /35

    $4,800,000

    • 5 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    90 Peconic Ave, Shelter Island, NY 11964

    Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the

    Agent Photo

    Elizabeth Melichar

    Serhant East End LLC

    (631) 892-2854

    90 Peconic Ave, Shelter Island, NY 11964
  • /4

    $995,000

    $100K PRICE DROP
    • Land
    • 27,878 Sq Ft
    • $1,554,688 per Acre

    12 Hilo Dr, Shelter Island, NY 11964

    .64 Acres on Shelter Island, adjacent to cumminty dock. Room fof house and pool

    Brian Buckhout Compass

    12 Hilo Dr, Shelter Island, NY 11964
  • /27

    $1,995,000

    $355K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,484 Sq Ft

    23 Osprey Rd, Shelter Island, NY 11964

    Situated in the desirable Sherwood Farms neighborhood, just moments from the private beach and tennis court, this charming shingled home has been fully refreshed and is move in ready. Built in 2005 by renowned Shelter Island builder, George Phriender, it is convenient to the South Ferry as well as south shore restaurants and marinas. Enjoy the peace and quiet of Shelter Island only a few minutes

    Kieran Brew SERHANT.

    23 Osprey Rd, Shelter Island, NY 11964
  • /26

    $2,700,000

    • 6 Beds
    • 3 Baths
    • 5,900 Sq Ft

    2 Prospect Ave, Shelter Island, NY 11964

    A rare opportunity to own a legacy compound on Shelter Island, this offering brings together three income-producing historic cottages and a separate buildable lot, all just moments from the water. Positioned at 2 Prospect Avenue and 38 Rock Point Road, the properties are offered as one cohesive investment, blending immediate revenue with exceptional future potential. Each of the three cottages

    Marco Maida Compass Greater NY LLC

    2 Prospect Ave, Shelter Island, NY 11964
  • /45

    $1,850,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    4 Irene Ln, Sag Harbor, NY 11963

    Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    4 Irene Ln, Sag Harbor, NY 11963
  • /33

    $3,795,000

    • 5 Beds
    • 5 Baths
    • 3,072 Sq Ft

    5 Sea Gull Rd, Shelter Island, NY 11964

    Nestled within Shelter Island’s highly sought-after Shorewood Farms community, this exceptional waterfront beach house offers the perfect coastal retreat. Enjoy breathtaking views across Mabel’s Creek and the South Fork, with a sandy beach just steps from your door. As a resident of Shorewood Farms, you’ll also enjoy exclusive access to a private association beach and tennis courts, enhancing the

    Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    5 Sea Gull Rd, Shelter Island, NY 11964
  • /20

    $4,000,000

    • 3 Beds
    • 3 Baths
    • 1,626 Sq Ft

    100 Peconic Ave, Shelter Island, NY 11964

    Infinite Views over Shelter Island Sound and extensive bulk-headed sandy beach front make for perfect, summer days and sunset filled nights spent enjoying the beauty and tranquility of this property. Charming interior with beautiful wood floors and touches of wainscoting, living room with beamed cathedral ceiling, picture window and wood burning fireplace, cooks kitchen with dining alcove, two

    Melina Wein M WEIN REALTY INC

    100 Peconic Ave, 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
$950,000
Median 1 Bedroom Sale Price
$499,000
Average Price Per Sq Ft
$906
Number of Homes for Sale
25
Last 12 months Home Sales
9
Months of Supply
33.30
Median List Price
$2,695,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
39%
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