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Explore Similar Condos Within 2 Miles of Shelter Island, NY

  • /2

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    2460 Shipyard Ln Unit 5G1, East Marion, NY 11939

    End unit- first floor 2 Bedroom 2 bathroom condo with a full basement and garage at Cleaves Point Condominium complex. Cleaves Point encompasses 14 acres of direct bay front land with manicured grounds, garden area, private sandy beach, marina, pool, clubhouse, gym, tennis, pickleball and basketball courts. Pay extra to dock a boat in a private slip on site. One of only four units like it in

    Lisa Pullini Pullini Realty Corp

    2460 Shipyard Ln Unit 5G1, East Marion, NY 11939
  • /29

    $995,000

    • 3 Beds
    • 2.5 Baths
    • 3,735 Sq Ft

    500 Meadow Ct Unit 28, Southold, NY 11971

    Lovely light-filled 3-bedroom 3 bath inland end-unit in The Cove – a small hidden gem of a waterfront community nestled in the heart of the North Fork. There are boat slips for your boat with easy access to the beautiful Peconic Bay, boat racks for your paddleboard/kayak, a gunite in-ground pool, and combination tennis/pickleball court – both of which were just resurfaced this year! The airy open

    Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

    500 Meadow Ct Unit 28, Southold, NY 11971
  • /35

    $1,900,000

    • 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 Complex with 2Beds/2Baths. Cathedral ceiling in living room with private deck. Full Basement. Complex has Clubhouse & Pool.

    Nora Conant Douglas Elliman Real Estate

    1035 Caleb's Way Unit 29, Greenport, NY 11944
  • /23

    $499,999

    • 1 Bed
    • 1 Bath

    2500 Maple Ln Unit 14, Greenport, NY 11944

    Welcome to your dream coastal retreat! This one-bedroom, one-bathroom waterfront condo in Greenport offers stunning water views and endless potential to make it your own. Whether you're looking for a weekend getaway or a seasonal escape, this gem is ready for your personal touch.For boaters, this is an unbeatable opportunity with incredibly low dock fees at just $750 per season and winter boat

    Jake Hrzich Keller Williams Realty Elite

    2500 Maple Ln Unit 14, Greenport, NY 11944
  • /28

    $599,999

    • 1 Bed
    • 1 Bath

    2500 Maple Ln Unit 10, Greenport, NY 11944

    Dreaming Of The Ultimate North Fork Waterfront Escape? This Stunning 1-Bedroom, 1-Bath Condo In A Private Greenport Community Is The Opportunity You’ve Been Waiting For! With Direct Water Access, Unbeatable Amenities, And The Most Affordable Boating Options Around, This Is North Fork Living At Its Finest! For Boaters, This Location Is A Game-Changer. Boat Slip Fees Are Just $750 For The ENTIRE

    Jake Hrzich Keller Williams Realty Elite

    2500 Maple Ln Unit 10, 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 in Long Island is a 20-square-mile community accessible only by ferry, fostering a close-knit atmosphere where everyone knows each other. The island is surrounded by water, featuring beaches like Sunset Beach, which are popular for swimming, kayaking, and boating without the worry of big waves. One-third of the island is preserved by the Nature Conservancy, with Mashomack Preserve offering 2,000 acres of woods, marshes, bays, and hiking trails. Wildlife, including deer and over 200 species of birds, can be found here. Golfers frequent the Shelter Island Country Club and Gardiner’s Bay Country Club, while boaters often join the Shelter Island Yacht Club. Homes typically have spacious yards and range from Colonials with wood shingles to modern-style houses. The crime rate is lower than the national average, contributing to a peaceful environment. Shelter Island School, serving kindergarten through 12th grade, has a high rating and a low student-teacher ratio. The dining scene is vibrant, especially in summer, with popular spots like Stars Café, Vine Street Café, and SALT Waterfront Bar & Grill. Essential services include a grocery store, fish markets, and a seasonal farmers market, though there is no hospital on the island. Accessibility can be challenging due to reliance on ferries and the lack of mail delivery and garbage pickup. The South Ferry connects residents to the North and South Fork of Long Island, with further travel options to New York City.
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