Home For Sale In Chilmark, Massachusetts

Stunning ocean views from this wonderful architect designed contemporary on the market for the first time. Situated privately on the oceanside of Lighthouse Road at its highest elevation overlooking the Elizabeth Islands 180 degrees all the way to th...

This Sophisticated Country Property offers a beautifully appointed 7 Bedroom 5.5 Bath Main House on 3 Levels and a 1 Bedroom Two floor Guest House with several living areas on 4.6 rolling acres. Lovely mahogany front porch. Gourmet Kitchen with outdo...

Custom contemporary 5-bedroom home with heated pool and Association Access to Tisbury Great Pond. This spacious layout boasts two primary bedroom suites, two guestrooms, and a private guest suite with living space. The open floor plan is perfect for ...

Long Point Beach ~ Main House and Guest House. Centrally located and convenient to all island towns this 5.4 acre property offers privacy between the two dwellings. The expansive Main House sits on a knoll with a large lawn for family fun as well as ...

Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with mode...

Inviting waterfront property, just a half-mile from town and ferry, is comprised of 3 contiguous parcels and a 6000+ sq.ft. waterfront lot totaling almost 3 acres of land with stunning views down the Lagoon toward the drawbridge. The spacious, 3, 640...