Shelter Island Heights, NY Homes for Sale with Pool

Tucked away on a shy acre, this private retreat features a heated Gunite pool framed by mature trees. The main house has an open floor plan with cathedral ceilings and exposed wood beams in the living room, a cook's kitchen with stainless steel appliances, island seating for 3-4, and a dining area that flows easily for entertaining. A deck off the kitchen sets the stage for alfresco dining and

Melina Wein M WEIN REALTY INC

Picture a rural drive through farm fields and vineyards to a short ferry boat ride from Greenport's harbor, then a scenic meander along Shelter Island's picturesque coves. Continue passing through a golf course and arrive at your home in Hay Beach, across the street from a sandy shoreline with a magnificent sunset and bay views directly in front of your home. This could be you this year. The 1900

Caroline Sarraf Compass

This architecturally distinctive home, inspired by the mid-century California Case Study Houses and designed by AC Hocek, is set on two acres of gently sloping land in the prestigious estate area, "Greenlawns". Designed with a thoughtful balance of form and function, the property includes a main house and a separate guest house, offering a unique blend of modern design and natural

Penelope Moore SAUNDERS & ASSOCIATES

Sited on one of the highest elevations in Shelter Island Heights & within easy reach of the island's most coveted points of interest, this exquisitely imagined 4-bedroom, 4.5-bathroom brand-new residence on 2 quiet acres offers resort-style luxury living in an oasis of masterful design. A creation of WE+ Architecture & Design, anticipated completion July 2025. The expansive living areas are

Jeremy Dunham Compass

SILVER BEACH WATER VIEWS: This lovely modern sits on an elevated 1.04 acres with water views of Crab Creek and Peconic Bay. The home has 3 bedrooms, 2 baths, wood burning fireplace, chef's kitchen with quartz counter tops, one car garage, wrap around decks, a 40' x 14' heated gunite swimming pool, and outdoor shower. A stone's throw from the 13 acre "Crab Creek Nature Preserve", and the

Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

At the end of a quiet lane, this contemporary home offers the ultimate in privacy and serenity. Located a short walk to Silver Beach and adjacent to a large county land preserve, the house is situated on 1.5 manicured acres of specimen trees and gardens with winding flagstone paths. Enjoy year round picturesque water views of Crab Creek and Peconic Bay from the house windows, the freeform gunite

John Catrambone DERING HARBOR REAL ESTATE LLC

This exquisite, light-filled, four bedroom, three-and-a-half bathroom architecturally designed mid-century modern is sited on two private acres in the Nostrand Estate section of Shelter Island, a short distance to Sunset Beach, Perlman Music Center, and the Pridwin Hotel. The main house offers spectacular open plan living with an expansive great room incorporating generous living (including a

Melina Wein M WEIN REALTY INC