Western Connecticut 55+ Active Adult Retirement Communities

26 Communities in Western Connecticut


    Western Connecticut has plenty of age-restricted communities that have scenic views of lush landscapes, flowing rivers, farms, and golf courses that attract many active adults and retirees to these 55+ communities. Active adult communities within Western Connecticut also enjoy great healthcare facilities, outdoor recreational activities as well as close to big-city attractions in New York City.

    Climate & Geography

    Active adults and retirees will enjoy the four-season climate in Western Connecticut. The relatively mild climate has an average temperature in the high 80s during the summer months and an average temperature in the low 30s during the winter months. Residents living in age-restricted communities in Western Connecticut can experience all four seasons and enjoy crisp days in autumn, beautiful sunrises in June, and even witness a winter wonderland in December.

    Western Connecticut is made up of three counties: Fairfield County, Litchfield County, and New Haven County. Active adult communities are found around the cities and towns of Bridgeport, Cannondale, Darien, Danbury, Stamford, Greenwich, Saugatuck, Westport, Riverside, and Monroe, just to name a few. The state of New York, which can appeal to active adults and retirees who like having access to the city for quick day trips or weekend getaways also border Western Connecticut. The Berkshire Mountains also provide scenic views in Western Connecticut.

    Recreation, Culture & Entertainment

    There are plenty of things for active adults and retirees to do near 55+ communities in Western Connecticut. The great outdoors offer activities such as canoeing and kayaking along the Long Island Sound or Saugatuck River, hiking and picnicking in Bear Mountain Reservation, bird watching and gardening displays around Fairfield County and in Tarrywile Mansion, as well as fishing, swimming, and ice skating at Squantz Pond State Park and Danbury Candlewood Park.

    There are also many museums in Western Connecticut, such as Aldrich Museum of Contemporary Art, Military Museum of Southern New England, Bruce Museum, Bush-Holley House, and Easton Historical Society. Active adults and retirees can also visit the farmers markets and vineyards that are sprinkled throughout Western Connecticut for fresh locally grown organic produce and wine sampling.

    Cost of Living & Taxes

    The cost of living is 33.7% higher than the national average in Western Connecticut. Stamford, Danbury, Darien, and Bethel have higher than average median home prices in Western Connecticut. Western Connecticut is known for having multi-million dollar homes, top-rated universities and education systems, natural landscapes, and proximity to New York City, which make it an interesting location for retirees and active adults.


    55+ communities in Western Connecticut have many great healthcare facilities and major hospitals. Some of the hospitals include Danbury Hospital, New Milford Hospital, Bridgeport Hospital, and Saint Mary s Hospital.

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