144 Island Trail

Enjoy stunning, wide-open direct lakefront views from this charming rustic cabin-style retreat on Connecticut's second-largest natural lake. The main level features a warm, inviting living space centered around a beautiful stone fireplace, with French doors opening to a spacious deck overlooking the water. From the deck, steps lead down to a stone terrace complete with an outdoor kitchen, and continue to the dock area-creating an exceptional setting for swimming, boating, entertaining, and enjoying long summer days by the lake. Upstairs, three bedrooms share a hall bath, offering a classic and relaxed lake-house layout. The property also includes a separate two-bedroom, one-bath guest house with its own kitchen and living area, providing wonderful flexibility for family and guests. Bring your vision and restore this special lakefront property to its former glory. With its exceptional waterfront setting, multiple outdoor entertaining spaces, guest accommodations, and tremendous potential, this is a rare opportunity to create your own private lake retreat. Just a short drive into the villages of Bantam, Litchfield, and Washington/New Preston with chic shops, farmers markets, world class Inns, bakeries and special dining experiences. Community amenities include a tennis/pickleball court. For association rules and regulations, visit deerislandassociation.org.