Homes & Places to Live Weston, CT

Beautiful nature & great community
scroll & explore

About the Town

Weston is a residential community in the middle of Fairfield County, Connecticut, and one of the wealthiest ones in the United States. Incorporated in 1787, the town of Weston developed mostly through agriculture - farmers used to grow potatoes, onions and apples to provide for their families. 



As opposed to the cities that surround it, Weston has no railroad system, so the easiest way to commute to New York is to drive to Wilton and take a direct train to Grand Central. There are three to four trains that do that in the morning and three to four again in the afternoon. In other words at commuting hours. 



Not having a railroad system is a reason why only a few manufacturers started their business in town. In 1850, there were nine manufacturers in Weston, but by 1911, all of them were gone. Lack of manufacturing facilities contributed to keeping the town’s rural landscape, with lots of open space, quiet streams, and leafy woods.

Living in Weston feels like living in the countryside; there is so much green and open spaces wherever you look that it is impossible not to feel relaxed and somehow free. However, residents have access to all the modern resources that ensure a comfortable lifestyle and thanks to Weston’s convenient location, sophisticated shopping and exciting night life are just a short drive away, in New York and the Long Island Sound. In the absence of busy commercial boulevards found in the big cities, residents of Weston go to “The Center”, the place to meet and shop in this unique rural setting.

When it comes to recreation and outdoor activities, the town of Weston offers almost one quarter of the land for open space use. Through Nature Conservancy- Lucius Pond Ordway- Devil's Den, Katherine Ordway Preserve, and Aspetuck Land Trust, every neighborhood can enjoy the miles of trails, nature classes and tours, and the overall wildlife experience that the town has to offer. In addition to this, Weston residents can purchase beach passes for Compo Beach, and get involved in youth programs, swimming, tennis, soccer, basketball, and many other sports that the city provides.

In the 1930s, many New Yorkers found in Weston the perfect place to escape the noise and busy life in the big city. This led many famous people from the arts world in town. With an outstanding school system and its town issues still resolved at the Town Meeting, Weston hasn’t lost its New England charm. Wonderful antique houses and spacious new buildings express the sense of privacy, dignity and historic value that the bucolic town of Weston transmits.

Weston Demographic Details:


Homes in Town

36 active listings for sale
151 listings sold / past 12 months

Neighborhoods

Weston, CT has 5 neighborhoods.
Explore them and find the best place to live!

Top Neighborhoods

Most expensive neighborhood Red Coat $ 2.23M median price
Most affordable neighborhood Lower Weston $ 1.36M median price
With most homes on the market Lower Weston 16 homes for sale
With most recently sold homes Lower Weston 64 sold in last 90 days

Condo Complexes

Weston, CT has 1 condo complexes.
Explore them and find the best place to live!

Top Condo Complexes

see all condo complexes

20 Windy Ridge Place Wilton, CT 06897