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Surrounded by tranquil waters separating the town from the rest of Suffolk County, Shelter Island sits at the far eastern end of Long Island, nestled between the North and South Forks. This 8,000-acre island, accessible only by boat or private plane, offers a rich history, laid-back vibe, scant traffic, and gentler real estate prices.

A uniquely blended quirky, artsy, rural, and cosmopolitan community, Shelter Island offers an indescribable beauty where breathtaking ocean and wilderness views form the backyards of grand historic homes and charming seaside cottages. The town is a fantasia of Victoriana complete with an abundance of untouched land.

More than a third of the island encompasses a complete wilderness of protected woodlands, marshes, freshwater ponds, and tidal creeks, inhabited by a range of wildlife including osprey, ibis, hummingbirds, muskrats, foxes, harbor seals, and terrapins. The land is also home to several Braille, nature, and bird-watching trails.

Top beaches, golf courses, yacht clubs, and restaurants give residents a place to unwind and play after work. A vacation destination since the 1870s, Shelter Island offers 70 boat landings including ample opportunity for boating, golfing, fishing, and hiking. The Yacht Club remains a social center for summer families today.

Many residents have deep family roots dating back to the Colonial period. Summer residents are fifth generation visitors. Wary of overdevelopment, the town board recently passed measures to regulate short-term rentals, preventing a freewheeling Airbnb-style tourist culture from overtaking the quiet charm residents and visitors love.

Contact Team Rita today to schedule viewings for homes in Shelter Island, New York. Call to schedule a free consultation with one of our real estate agents.


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  1. 4 Beds,  6 Baths
    5,500 sqft   lot 1.10 ac
    MLS 930022
    102 Days on Market
  2. 4 Beds,  3 Baths
    2,296 sqft   lot 38,333 sqft
    MLS 929830
    103 Days on Market
  3. 3 Beds,  2 Baths
    1,373 sqft   lot 1.08 ac
    MLS 922865
    128 Days on Market
  4. 4 Beds,  3.5 Baths
    1,702 sqft   lot 1.47 ac
    MLS 905186
    170 Days on Market
  5. 3 Beds,  2 Baths
    1,340 sqft   lot 25,265 sqft
    MLS 901821
    177 Days on Market
  6. 6 Beds,  7 Baths
    5,622 sqft   lot 2.16 ac
    MLS 864101
    262 Days on Market
  7. 9 Beds,  5 Baths
    3,944 sqft   lot 4.90 ac
    MLS 842673
    319 Days on Market
  8. 4 Beds,  3.5 Baths
    3,800 sqft   lot 39,640 sqft
    MLS 838795
    326 Days on Market
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