Fenwick, CT

Tucked onto a narrow peninsula in Old Saybrook, Fenwick sits right where the Connecticut River meets Long Island Sound. Reached by a scenic causeway crossing South Cove, this tiny coastal enclave feels like a world of its own. Classic shingle-style cottages and sweeping water views define the neighborhood, with two historic lighthouses standing watch along the shore. Most of the borough is preserved as a historic district, giving the entire area the feel of a timeless New England seaside retreat.

With only a few dozen year-round residents, Fenwick has a peaceful, close-knit feel that comes alive each summer. Daily routines revolve around the water, easy beach walks, and the historic nine-hole golf course, which has been open to players since the late 1800s. It offers a wonderful blend of coastal seclusion and practical convenience, located just minutes from the shops, restaurants, and train station in downtown Old Saybrook.