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Page 2: Homes for Rent in Shelter Island, NY Between $36,000 and $61,000

(16 - 30 of 238)
  1. Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and ...
    Sheri Winter Clarry ·4 days ago on RealtyWW
  2. Welcome to 50 Lighthouse Road! The moment you lay eyes on this expansive property, you will feel as though you've arrived to live out the summer of your dreams. An incredible 3-acre property nestled two blocks from the beach with lots of quiet roa...
    Sheri Winter Clarry ·4 days ago on RealtyWW
  3. Come and enjoy the privacy that lies behind the doors of this reimagined modern ranch. Step inside, and you will immediately be thrilled by the level of detail in this 2023 gut renovation. As you walk into the home, you are welcomed with expansive...
    Brenna Shields ·4 days ago on RealtyWW
  4. The full and extensive reimagining of this Village property has just been completed and is ready for immediate occupancy. Located in the historic Azurest beach community, this chic contemporary has a lovely and light filled open concept main floor...
    Julie Masson ·4 days ago on RealtyWW
  5. Unique Summer Retreat! Southampton artist's private art filled home has a spectacular pool and hot tub, which includes a sculpture garden with lots of decking and outdoor entertainment space. The beautiful, art inspired furnishings in the main ope...
    Nancy Pearson ·4 days ago on RealtyWW
  6. This bright and airy home is located in a quiet neighborhood just off the Sag Harbor Bay. Conveniently situated less than a 3 minute walk to a private beach, a short drive to both Main Street Sag Harbor and to the heart of The Village of East Hamp...
    Kimberley Taylor ·5 days ago on RealtyWW
  7. On the market for the first time and completely gut renovated, this traditional Hamptons house is conveniently located on a quiet cul-de-sac equidistant between Sag Harbor and East Hampton Villages. This stunning home is situated on 1.5 +/- acres ...
    Wendy Ricci ·1 week ago on RealtyWW
  8. South of the highway, two-week rental on one of the most coveted lanes in the Village of East Hampton. Less than one half mile to the village and 1.5 miles to ocean beaches. Large open living room with fireplace, dining area, kitchen with breakfas...
    Roxanne Briggs ·1 week ago on RealtyWW
  9. This beautiful 4 bedroom home in a special bayfront enclave in Sag Harbor is steps away from the residents-only beach. Spacious 4 bedrooms and 3.5 baths on an acre of manicured grounds, with immense outdoor space for summer entertaining - think po...
    Mala Sander ·1 week ago on RealtyWW
  10. This well kept Sagaponack home is set on a beautifully landscaped 4.8 acre lot and designed for easy entertaining, Conversation areas inside and out are plentiful. A new modern custom kitchen offers quartz counter tops, stainless steel appliances ...
    Barbara A. Lester ·1 week ago on RealtyWW
  11. Located in the coveted Cedar trails area just north of the village of East Hampton sits this lovely secluded home. With graceful lines and soaring ceilings in the living room this home features a lovely open floor plan from living to kitchen area ...
    Jackie Dunphy ·1 week ago on RealtyWW
  12. No Beach Pass required! Flip Flop Flip Flop from this beautiful, bright recently renovated contemporary on a landscaped acre with 4 bedrooms, 4 bathrooms and fabulous loft is the perfect beach retreat, with the beach just a short stroll away. Vaul...
    John J. Watson ·1 week ago on RealtyWW
  13. Enjoy your summer holiday in this three-bedroom sanctuary in Amagansett, tucked just minutes away from the action on Main Street. Located down a rambling driveway, you will find this enchanting cottage surrounded by mature, stunning landscaping. B...
    Deirdre Jowers ·1 week ago on RealtyWW
  14. Private Southampton property just minutes away from Village and Ocean Beaches. Contemporary home features 4 bedrooms, including a large master suite with sitting room (potential 5th bedroom) and two private decks, 3.5 baths, open living and dining...
    Joe Gonzalez ·1 week ago on RealtyWW
  15. With a recent refresh, perfectly located in the middle of horse and wine country, is a charming three bedroom, two bath, one level house with Gunite pool surrounded by deck and bluestone patio. Choose sun or shade with the retractable awning. The ...
    Barbara Bornstein ·1 week ago on RealtyWW
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