36-38 Game Cock Road in Greenwich, CT, offers a rare opportunity to own a private island with practical waterfront features and the convenience of a private bridge. Spanning 1.15 acres, this property has served as a multi-generational family retreat for more than four decades. It is currently listed for sale at $22,000,000 (as of 1/27/2025).
Built in 1936, the main house is a ~6,000-square-foot residence with seven bedrooms and five-and-a-half baths. Two wood-burning fireplaces, a basement, and a garage are among its features. Large windows throughout provide expansive views of the Long Island Sound. A guest house, spanning ~3,000 square feet, includes three en-suite bedrooms, making it an ideal space for hosting visitors or extended family.
The property offers extensive waterfront amenities, including a deep-water dock that can accommodate multiple boats and a boathouse for storage and entertaining. A private beach and a dedicated outdoor clam bake area provide additional spaces for gatherings. Formal gardens, outdoor decks, and landscaped grounds complete the outdoor experience. A unique feature is the property’s private bridge, offering convenient access to the island while ensuring privacy.
Ownership Through the Decades
Gary Lee Swenson, an investment banker and Greenwich Academy trustee, purchased the property in the 1980s. Known for his community involvement and leadership, Swenson oversaw the property’s maintenance and ongoing renovations, adding a variety of modern updates.
George Cress of Real Broker represents home buyers and sellers throughout Connecticut, with a focus on Fairfield County. He combines technology, local market knowledge, and modern real estate marketing to help buyers keep more of their money and sellers generate greater interest in their homes.
For buyers, George offers flat-fee buyer representation and buyer commission rebates, providing meaningful savings alongside full-service guidance, negotiation, and support through closing. For sellers, he uses property storytelling, video, targeted digital advertising, and one of Connecticut’s largest social media audiences focused on local real estate to reach beyond traditional MLS exposure and attract more qualified interest. Through Co-List with Cress, sellers can add these marketing capabilities while continuing to work with their preferred listing agent.
Explore active Connecticut homes for sale, including listings in Fairfield, Westport, Greenwich, and other Fairfield County communities. To discuss buying or selling a home in Connecticut, contact George Cress.
George Cress
(212) 203-5251
george@cress.co
License #RES.0832278
Fairfield County, CT
Real Broker CT, LLC
License #REB.0751297
100 Pearl Street, 14th Floor
Hartford, CT 06103
