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Explore Similar Condos Within 2 Miles of Shelter Island, NY

  • /12

    $575,000

    • 2 Beds
    • 2 Baths
    • 800 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
  • /17

    $625,000

    • 2 Beds
    • 2 Baths
    • 730 Sq Ft

    61475 County Road 48, Greenport, NY 11944

    Condo in Cliffside Sound Front Complex Featuring Sandy Sound Beach, Heated Pool & Vast Sound Views. Unit has 2 Beds(Primary with Ensuite) & 2 Baths. Main Bedroom and Living Room have Water View Balconies. Large Storage Unit with Sliders doubles as a Bonus Room. Westerly Views offer Spectacular Sunsets. Complex is closed Jan 15-Mar 15. Cliffside is a full resort facility. Condo has great

    Jill Dunbar Douglas Elliman Real Estate

    61475 County Road 48, Greenport, NY 11944
  • /15

    $2,300,000

    • 1 Bed
    • 1.5 Baths
    • 1,286 Sq Ft

    15 Church St Unit 41 Church, Sag Harbor, NY 11963

    Located on the corner of Church and Sage Streets in the heart of Sag Harbor Village Main, this one bedroom Flagship Bungalow has 1,286 sf. of interior space, 20 ft. ceilings with a private garden, mud room, laundry closet, powder room, ensuite master bedroom, Murphy bed flex space and much more. There is a luxurious 4-fixture master bathroom with Waterworks fixtures. The open kitchen and living

    Jeremy Dunham Compass

    15 Church St Unit 41 Church, Sag Harbor, NY 11963
  • /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
  • /21

    $1,395,000

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

    123 Sterling Ave Unit 2, 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 2, Greenport, NY 11944
  • /19

    $1,300,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    160 5th St Unit 12, Greenport, NY 11944

    Public RemarksNewly Renovated Upper Corner Waterfront Unit with Spectacular Views Of Bay, Beach, Shelter Island and Beyond. Spacious Owner's Suite with Full Bath and Private access to Bayfront Deck. Second Bedroom and bath are both generously sized. Entire unit is Elegantly Styled. Waterfront Balcony On Beach. Open plan living, dining and kitchen with views from every window. Living room has

    Jill Dunbar Douglas Elliman Real Estate

    160 5th St Unit 12, Greenport, NY 11944
  • /22

    $3,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,189 Sq Ft

    21 W Water St Unit PHA, Sag Harbor, NY 11963

    Experience the irresistible charm of this Sag Harbor Village condo, with a harbor-view penthouse that epitomizes resort-style living. Built in 2015 by RLW4 Builders, this stunning residence spans approximately 2,189 square feet. Its spacious layout includes 3 bedrooms, 3 full bathrooms, and 1 half bathroom, providing ample room for luxurious living. Residents of this exceptional penthouse enjoy

    Suzanne Bakst Compass

    21 W Water St Unit PHA, Sag Harbor, NY 11963
  • /21

    $599,000 Open Sun 11AM - 12:30PM

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    2820 Shipyard Ln Unit 1C1, East Marion, NY 11939

    Location, Location, Location! Experience the luxury of waterfront living in this prime first floor, one bedroom, one bath North Fork condo. This coastal panoramic beauty could be all yours plus a private sandy beach, private marina, community clubhouse, gym, 3 pickle ball courts, 2 tennis courts, 1 basketball court and in-ground pool all on 16 seaside acres. Conveniently located to golfing and to

    Connie Liappas Compass Greater NY LLC

    2820 Shipyard Ln Unit 1C1, East Marion, NY 11939
  • /35

    $1,295,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths

    10 Stirling Cove, Greenport, NY 11944

    beautiful ,Vibrant Greenport Expansive salt water Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and

    Carol Bohn Carol A Bohn

    10 Stirling Cove, Greenport, NY 11944

About 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 G ...

Home Trends in Shelter Island, NY

Home Trends

Median Price (12 Mo)
$1,975,000
Median Single Family Price
$2,000,000
Average Price Per Sq Ft
$1,407
Number of Homes for Sale
7
Last 12 months Home Sales
6
Months of Supply
14.00
Median List Price
$2,250,000
Median Discount From 1st List Price
10%
Median Home Sale Price YoY Change
84%
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