Cuttyhunk is the outermost of the Elizabeth Islands, a sea-breezy community in Dukes County within the town of Gosnold. Life orbits the harbor: moorings fill with visiting boats, and the [Cuttyhunk Marina] welcomes cruisers and day-trippers. Getting here is straightforward—the [Cuttyhunk Ferry Company] connects the island to New Bedford on a year-round schedule that swells in summer, while private craft also arrive from Falmouth.
Onshore, days run on ocean time. Trails climb to Lookout Hill for sweeping views, beaches ring Buzzards Bay, and anglers chase legendary striped bass in Vineyard Sound. Summer brings the intimate museum at the [Cuttyhunk Island Historical Society], sunset ice cream on the pier, and a beloved skiff delivering oysters and chowder from [Cuttyhunk Shellfish Farms] right to your mooring. High-speed internet has improved remote-work viability, yet nights remain blissfully quiet under an astonishing sky.
Families appreciate the island’s scale: bikes and golf carts outnumber cars, and the one-room public school offers exceptional attention with a curriculum rooted in natural science and seamanship. Essentials are close at hand—a small market, seasonal cafés, and a post office—while the community rallies for events, junior sailing, and harbor cleanups.
Homes range from classic cedar-shingled cottages to waterfront retreats oriented to spectacular sunsets and steady sea breezes. If you’re weighing a move or considering selling here, Agent Pronto can connect buyers and sellers with trusted, top-tier real estate agents who understand the rhythms, logistics, and opportunities of this singular island market.