Cuttyhunk Island, part of the Elizabeth Islands off the southern coast of Massachusetts is located between Buzzards Bay and Vineyard Sound. Just 550± acres with a year-round population of approximately 30 residents, the quaint island offers a quiet, beautiful, ocean environment perfect for fishing, sailing, reading and relaxing. The island’s population swells as summer residents, vacationers and boaters head over when the weather warms. Pleasantries on the island include brunches at the Fishing Club, seasonal food shacks by the pier, and small yacht club that primarily provides activities for children. The offering includes a stately custom main residence (Winter House), a one-story seasonal residence (Annex), a two-story seasonal residence (Rose Cottage), a large barn, and two accessory structures on 7.90± acres (surveyed) with impressive panoramic water views to the north, east, and south. A 2.63± acre Conservation Restriction runs along the western boundary of the property.