Winsted Connecticut
Homes for Sale and Real Estate

Area Description

The town of Winchester and the city of Winsted are known as the Gateway to the Berkshires.

Lakes, freshwater fishing and boating are aplenty, as are parks and scenic vistas. Only a 10-minute drive from Torrington, Winsted is also just over a half hour from Bradley Airport and a 45 minute-drive from premium outlets in Lee, Massachusetts.

Area Highlights

The Neighbors

Very neighborly and down-to-earth


A wide variety of homes from downtown to lakeside living and more wooded areas.


Casual with many community events in a New England setting.

You'll Love

Being close to the Berkshires, open space, recreation opportunities, being part of a community.

Perfect For

Outdoor activities, nature lovers, parades and antiquing, skiers.

Around the Area

Winchester was first settled in 1732. There are many historic buildings in the area, and the town is noted for Victorian, neo-classical, Greek revival, Queen Anne and Colonial revival architecture. Home to former presidential candidate Ralph Nader, Winsted now boasts the nation’s only museum dedicated to tort law, which Nader founded in 2015.  Several antique shops downtown have also banded together to form an ‘Antiques Row,’ drawing in customers from the region willing to find a good deal.

A  small community of about 10,000 residents, Winsted is also home to Northwestern Connecticut Community College, which offers associate degrees as well as cost-saving transfers to many other colleges in the northeast.

For high school students, there is The Gilbert School and Explorations Charter School. Students with a desire to study agriculture or other specialized programs also have the option of going to Northwestern Regional 7 High School or Oliver Wolcott Regional Technical High School in Torrington.

Winsted is known for its many parades. There’s the Laurel Parade in the spring to celebrate the Laurel King and Queen, the pet parade and fireman’s carnival and parade in the summer, and the annual Gator Parade in the winter, where fire trucks and other apparatus light up the town. Residents come out to support each other, and community spirit runs high.



Area Map

Area Listings