Properties listed in Shelter Island

A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet ...

Brand new to the rental market and a perfect vacation get away on 1.6 acres. The Main House has 3BR's and 2 full Baths, an open floor plan with a cook's Kitchen ...

Silver Beach Contemporary with a deep water dock, indoor pool and a short walk to Shell Beach. This is a spacious home with an emphasis on fun in the sun. The f ...

Victorian 5BR, 4BA Farmhouse with wrap around covered porch with a water view, new gunite pool and across the street from a sandy beach. Suitable for large fami ...

High on a waterfront bluff with views to CT sits a beautiful 4BR, 3BA beach house. New heated water side gunite pool, large and airy living space, central air, ...

Perfect summer rental located on a quiet lane. Just 100 feet to a sandy beach, or a short stroll to a lifeguarded beach, this comfortable beach house has 4 bedr ...

This idyllic home, perched atop Chase Creek with both Dering Harbor water and village views, in the middle of exclusive Shelter Island Heights, is the perfect v ...

Dock your boat in the deepwater slip that comes with this beautiful newly rebuilt home. Gourmet kitchen, 3 bedrooms, 3 baths, central air and waterside sunroom. ...

Pondfront 4BR, 3.5BA Contemporary with central air, pool with pool house and swing set for the kids. Small dock for kayak or canoe or even tossing a line out fo ...

Entertain your family and guests in this 4 bedroom home on a quiet cul-de-sac. Great Room includes fireplace and dining area. Lounge by the pool or walk to the ...

Quintessential summer bungalow for a wonderful summer vacation. Private road that is so quiet it is perfect for strolling along at sunset. Large deck to enterta ...

Casual elegance in a 5BR, 3.5 Bath Victorian located in the Historic Heights District. So close to shopping, dining, antique stores, the Heights Beach Club, the ...