Section Image

Explore Similar Condos Within 2 Miles of Shelter Island, NY

  • /24

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    1695 Calebs Way Unit 10, Greenport, NY 11944

    Welcome to Pheasant Run in Greenport! MINT single level condo features a primary bedroom ensuite plus additional guest bedroom and full bath. eat-in-kitchen, full basement, and glass sliders to your own private deck. Enjoy carefree resort style living with access to the community inground pool and clubhouse. No age restriction, and minutes to vibrant downtown Greenport, beaches, vineyards and

    Thomas McCarthy Thomas J McCarthy Real Estate

    1695 Calebs Way Unit 10, Greenport, NY 11944
  • /35

    $1,995,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,238 Sq Ft

    131 6th St Unit G, Greenport, NY 11944

    Experience the best of North Fork coastal living in this beautifully appointed 3-bedroom, 2.5-bath waterfront condo with breathtaking views of Peconic Bay and Shelter Island. Enjoy your morning coffee as the sun rises or set sail from your dock just steps from your door. With spacious, light-filled interiors, two fireplaces and seamless indoor-outdoor flow, this home is designed for effortless

    Sheri Winter Parker Corcoran

    131 6th St Unit G, Greenport, NY 11944
  • /12

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    1035 Caleb's Way Unit 29, Greenport, NY 11944

    Corner unit in Pheasant Run.2Bed/2Bath. Full Basement.Complex has Clubhouse & Pool.

    Nora Conant Douglas Elliman Real Estate

    1035 Caleb's Way Unit 29, Greenport, NY 11944
  • /21

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    123 Sterling Ave Unit 8, Greenport, NY 11944

    Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district

    Bridget Elkin Compass Greater NY LLC

    123 Sterling Ave Unit 8, Greenport, NY 11944

Why Live in Shelter Island

Shelter Island is the kind of place that’s easy to romanticize. A roughly 20-square-mile island with rocky peninsulas large and small, this community is surrounded by the sea. In that aspect, it has more in common with an island in the Maine archipelago or a fictional community in a Hallmark movie. The island’s resemblance to this trope is only strengthened by the fact that the tiny community is accessible only by ferry. “There’s one grocery store, so everybody knows everybody,” says Marika Kaasik, a licensed real estate salesperson at Daniel Gale Sotheby’s International Realty who grew up on the island and has been in real estate there since the 1980s. “If you just moved here this week, within a couple of weeks you’re going to know a lot of people.” But being entirely cut off from the rest of civilization by water is what makes living on Shelter Island require a lot of dedication. It’s also exactly what draws many residents to it. “Besides being beautiful, surrounded by water, it feels very safe here,” Kaasik says. “There’s not a lot of hoopla here. I think people like that, too, where it’s just really peaceful.” Homes on Shelter Island often have spacious yards of at least an

Home Trends in Shelter Island, NY

Housing Trends

Median Sale Price
$1,700,000
Median Single Family Sale Price
$2,225,000
Median Townhouse Sale Price
$8,750,000
Average Price Per Sq Ft
$912
Number of Homes for Sale
9
Last 12 months Home Sales
11
Months of Supply
9.80
Median List Price
$2,592,500
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
17%
How to Buy a Home How to Finance a Home How to Sell a Home