Search results; Over 1,000 homes in Shelter IslandOver 1,000 homes in Shelter Island

This Shelter Island room gives you a private entrance and wooded deck near the beach

This Shelter Island cottage puts you across from tennis courts, with bikes and a kayak

This Shelter Island cottage gives you 5 acres, a heated saltwater pool, and a pond

This bayfront Shelter Island guesthouse gives you a saltwater pool and private dock

This newly built Long Island house gives you a private pool and alfresco dining

A renovated 1800s farmhouse suite on Shelter Island where you’ll have a fire pit and hammocks

Waterfront views from every room greet you at this Shelter Island cottage

A Shelter Island house with a huge sunny yard, fireplace, and outdoor shower

This Suffolk County private room gives you a soaking tub and private garden

This Shelter Island house gives you a heated saltwater pool and lush private gardens

This Shelter Island room gives you a saltwater pool and flowering garden

This serene Long Island suite gives you a private entrance and beach towels

This cedar-shingled Shelter Island ranch gives you a pool, large deck, and yard

Water views on three sides greet you at this Suffolk County house with a pool

This newly built Shelter Island cottage puts you right on the water with dock access

This mid-century Shelter Island home puts you three houses from the beach

This Shelter Island Cape Cod gives you a fire pit, huge deck, and wooded acre

This century-old Shelter Island house puts you creekside overlooking Dering Harbor