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Five Bedroom Homes for Rent in Shelter Island, NY Between $32,000 and $54,000

(1 - 15 of 31)
  1. Step inside this beautiful Hamptons home and enjoy the modern yet comfortable feeling. This immaculately kept home is the (large) space to getaway from the real world! Nestled into this quiet neighborhood you can enjoy your private time while stil...
    Fallon A Nigro ·1 day ago on RealtyWW
  2. Enjoy this stunning home on a third of an acre just outside East Hampton Village. Providing over 3, 850+/- sq. ft. of living on 3 levels, this light-filled residence boasts five en-suite bedrooms and a powder room. The first floor flows easily fro...
    Sarah B Minardi ·1 week ago on RealtyWW
  3. This restored 1890s Shelter Island Heights Victorian with covered wrap-around porch has beautiful water views overChase Creek, and Dering Harbor. Perfect spot for morning coffee, quiet afternoons relaxing with a book and outdoor dining under the s...
    M. Wein Realty Inc. ·2 weeks ago on LinkuRealty
  4. Stunning and spacious North Fork Cedar home getaway includes open concept living with spacious kitchen, master bedroom ensuite, living room leading to backyard oasis with mahogany deck, pool, pool house, outdoor kitchen, and outdoor shower. Plenty...
    Susan M Orioli ·2 weeks ago on ListedBuy
  5. Also Available: Aug 3 - Sep 2 $45K This NEW 4-5-bedroom home offers 5.5 baths and 3800 SF of impeccably designed living. A generous open floor plan, with walls of sliding glass doors and floor-to-ceiling windows, allows natural light to fill the i...
    Posted on RealtyWW
  6. Most stylish traditional offering five bedrooms, 5.5 baths, 2 fireplaces, cac, gourmet kitchen, living room and den, all on 2.50+/- maturely landscaped park-like acres with pool house and heated gunite pool. Close to shops and restaurants. Also av...
    Posted on RealtyWW
  7. The five-bedroom house enjoys a prime location on a very quiet and private residential cul de sac, while conveniently close to ocean beaches and Southampton Village. This beautiful home sits atop 2 +/- acre property is nicely landscaped. Grounds h...
    Posted on RealtyWW
  8. Stunning new construction with 110' of Long Island Sound front and private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets and coff...
    Posted on RealtyWW
  9. Sweeping sunsets will captivate you from this lovely home nestled in the Waterfront community of "Bay View Oaks" Situated just two houses from the Bay Beach overlooking Little Peconic Bay. From here you wont miss a fabulous west facing sunset ever...
    Posted on RealtyWW
  10. Also available June $40K, September $75K Newly built south of the highway transitional design this six bedroom, six and three half bath masterpiece is available. Wide white oak flooring on all floors totaling over 5700 sq ft. Elegant furnishings h...
    Posted on RealtyWW
  11. Enjoy a classic traditional on a spectacular property where you can hear the ocean waves while you sit in utter privacy by the heated Gunite pool and spa. The sunny terrace off the kitchen and large bedroom create a wonderful flow from inside to o...
    Posted on RealtyWW
  12. This three-story, five-bedroom home has been completely renovated with breathtaking attention to detail. Two stone pillars welcome you to a winding path leading to beautifully landscaped 2+ acres that boasts a 20x40' Gunite pool as well as basketb...
    Posted on RealtyWW
  13. This five bedroom, four and one half bath home is a launching pad for a summer to remember! A long driveway takes you past a separately fenced pool area complete with flowering shrubs and generous patios that frame a heated saltwater gunite pool. ...
    Posted on RealtyWW
  14. Ideal summer getaway in the heart of the North Fork with 5 bed and 4.5 baths. The home sits on a shy half acre complete with accessory office/gym structure, inground gunite pool and has incredible views of the neighboring North Fork vineyard. The ...
    Posted on RealtyWW
  15. Spend June and half of July in this gorgeous, newly renovated and tastefully redecorated home on a half-acre property and located on a tranquil street in Southampton Village, close to the area's famed ocean beaches, shops and restaurants. On the f...
    Posted on RealtyWW
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