$53,340
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
Please note that a reservation for this property needs to be approved before it is confirmed.Wake up smiling every morning in this sun-filled house. Spend days lounging and evenings grilling and dining around the 40 long pool. Relax inside on the...
$19,620
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
Spacious ocean front, two story home located in peaceful neighborhood on West Neck Harbor. Home is perfect for large families. Both first and second floor have two spacious bedrooms, full kitchen, full bath, and family/dining room. Two first floor po...
$37,500
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
4 sunlit bedrooms (two with private bath), two story living room with open floorplan, extra sleeping space, gas fireplace, extended wifi, smart TVs, large decks with lots of outdoor seating and heated in-ground pool. Lovely private landscaped grounds...
$21,540
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
Welcome to Casa di Famiglia! Close to nature and the water, this family compound will rejuvenate your spirit. This property consists of a 3 bedroom 2 bath farmhouse that sleeps 6 including a queen pull out couch in the office. Also on the property is...
$48,090
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
Clean fresh and uncluttered ! Spacious home with focus on comfort and style, this property is perfect for your getaway. Property features a heated gunite pool with large travertine patio and chaise lounges, private dock (5 min walk down th...
$42,750
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
This Shelter Island beach house has all the necessary ingredients for a fabulous year-round getaway. Located on a shy acre just outside the Village of Dering Harbor, this sun-filled and spacious waterfront home is on a slight elevation, with 150-foot...
$29,670
Available: Right Now
Listed: 06/05/2024
Town of Shelter Island, NY, 11964
Score Big at our fabulous Hamptons Cottage where work meets play in style! Settle into this charming 1700’s cottage nestled on 7 private acres of lush greenery adorned with majestic trees-your very own oasis!Excellent Wifi: Say goodbye to buf...
$22,500
Available: Right Now
Listed: 01/05/2024
Town of Shelter Island, NY, 11964
Beautiful Waterfront Home on West Neck Creek on Shelter Island. New deck overlooking West Neck Creek -Great for relaxing or entertaining. Bright & Airy vacation home on private road. Newly decorated with central air conditioning, pool/game room. Larg...
$26,820
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
Light-filled retreat with 5 sliding glass doors between indoor/outdoor space with heated poolLocated in landscaped setting on pastoral Shelter Island, enjoy the island lifestyle at this new, completely gut renovated, mid-20th century home with mo...
$20,760
Available: Right Now
Listed: 06/05/2024
Town of Shelter Island, NY, 11964
Huge 4 bedroom, 2 1/2bathroom home on heavenly Shelter Island. Minutes to beach and town. Overlooks a tranquil pond. Large grounds and deck, Kawai grand piano. Cathedral entrance, breakfast room, with bay windows, dining room, fireplace, laundry room...
$84,000
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
This luxury home includes 6 bedrooms with additional sleeping accomodations for 4 in the downstairs walkout recreational room. All bedrooms have ensuite baths, 300 count linens & mutiple pillows & plush towels. The gourmet kitchen is a cook's dream. ...
$31,050
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
This 1960's A-Frame is flooded with natural light - open zen vibe and a tranquil backyard with a salt water pool and cabana. This house features large IPE deck in front and back - outdoor fire pit, ping pong table, 2 outdoor showers and clean simple ...
$30,000
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
Located in beautiful Hay Beach this home has 4 bedrooms and 3 full bathrooms. The master bedroom has a king bed and full bathroom with a private entry to the outdoor deck to the pool and outdoor shower. Bedroom two has two twins, bedroom three has 1 ...
$15,990
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
Large, extremely comfortable family home near the beach with modern furnishings and great flow. Enjoy meals or a glass of wine in the the beautiful screened in cedar summer room with adjoining deck, overlooking the large backyard. Features newly reno...
$9,870
Available: Right Now
Listed: 04/05/2024
Town of Shelter Island, NY, 11964
Just grab a swimsuit! Close to all the private beaches, (Wades, Hay, Silver) smack in the middle of Shelter Island. We have everything you will need for a beach getaway! Bikes, boogie boards, & umbrella. The house has a great open floor plan with...
$19,170
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
East Brander EscapeLovely Shelter Island cottage with panoramic bay views, secluded, screened porch, cedar outdoor shower, steps to the beach, access to kayaks and bikes4BR/2BA -waterview, screened in porch perfect for dining inside and out, ...
$24,690
Available: Right Now
Listed: 06/05/2024
Town of Shelter Island, NY, 11964
Magic Does ExistIn the morning, awaken to birds singing. Have coffee on the deck while the swans glide across the water. Paddle board or kayak across the creek and have a swim at Wade’s beach. Every morning and each evening just as you think the ...
$92,040
Available: Right Now
Listed: 06/05/2024
Shelter Island, NY
Sunset BeachElevated Views Over Shelter Island Sound, Wraparound Deck Overlooking Beach, High-End Amenities, Access to sandy dock6BR/5.5BA,Cinematic Media Room, Fitness Room, 2 Docks, Indoor Pool & SpaTheres ordinary, and theres Sunset Be...
$60,000
Available: Right Now
Listed: 06/05/2024
Shelter Island, NY
Stretch out and relax in this well-designed home high on a hill with truly spectacular water views from every room. Enjoy watching yachts and sea planes pull up to Sunset Beach, or peek over the Long Island Sound to Connecticut from the highest deck ...
$39,990
Available: Right Now
Listed: 06/05/2024
Town of Shelter Island, NY, 11964
Traditional Hamptons style home with beautiful details, all impeccably renovated. Wrap around porch overlooks expansive front yard. Roomy bedrooms, jetted tubs with separate showers in every bathroom. The primary bedroom suite has a balcony that over...
$26,640
Available: Right Now
Listed: 05/05/2024
Town of Shelter Island, NY, 11964
Fabulous open floor plan featuring soaring ceilings, striking stone fireplace, designer furnishings, and gourmet fully equipped kitchen for the discerning cook. This 4 bedroom/3.5 bath beautiful home is private, nestled among mature trees and set far...
$43,830
Available: Right Now
Listed: 06/05/2024
Town of Shelter Island, NY, 11964
Please note that a reservation for this property needs to be approved before it is confirmed.Great Circle SerenityTennis Court, Open and Spacious Living and Dining Areas, Close Proximity to Beach5BR/4BAw/ Living Room & Fireplace, Dining r...