Places to Live and Homes in Weston, CT

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About the Town

Despite the small population, this town boasts a variety of recreational activities. With its charming town center, it's no surprise this town is so highly rated!
Map of Weston, CT

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 for Sale in Weston

112 homes for sale

$ 1.06M median price

$ 270 price / sq foot

latest homes for sale

Single Family Home

13 Cavalry Road, Weston CT $ 729,900 Active
5 Beds 3 Baths 2.05 Acres 2,848 Sqft Built in 1966 col
Courtesy of SmartMLS
listed on 26 Oct 2020

Single Family Home

146 Steep Hill Road, Weston CT $ 1,345,000 Active
4 Beds 5 Baths 2.44 Acres 4,600 Sqft Built in 1988 cap
Courtesy of SmartMLS
listed on 24 Oct 2020

Single Family Home

7 Maple Street, unit A, Weston CT $ 675,000 Active
4 Beds 3 Baths 2.0 Acres 3,224 Sqft Built in 1977 cnt,rra
Courtesy of SmartMLS
listed on 23 Oct 2020
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Styles & Types of the Homes for Sale

1970 avg. year built

4,735 avg. sq feet

2.89 avg. acres
home types active
Single Family 112 $ 1.22M
home styles active
Antique 5 $ 1.05M
Victorian 1 $ 6.20M
Contemporary 25 $ 957K
Tudor 1 $ 819K
Colonial 76 $ 1.34M
Cottage 1 $ 2.95M
premium active
Waterfront 20 $ 1.28M
Luxury 8 $ 3.00M
Mansions 27 $ 1.76M
New Construction 10 $ 1.52M

Recently Sold Homes in Weston, CT

102 recently sold

99.0% sale / list ratio

98 days on market

latest sold homes

Single Family Home

88 Godfrey Road, Weston CT $ 888,000 Closed
5 Beds 6 Baths 4.12 Acres 5,244 Sqft Built in 1890 col,bar
Courtesy of SmartMLS
Sold on 26 Oct 2020

Single Family Home

16 Crystal Lake Drive, Weston CT $ 870,000 Closed
4 Beds 4 Baths 2.01 Acres 4,368 Sqft Built in 1986 cnt,ran
Courtesy of SmartMLS
Sold on 22 Oct 2020

Single Family Home

32 Osborn Farm Road, Weston CT $ 682,000 Closed
4 Beds 3 Baths 2.02 Acres 3,664 Sqft Built in 1986 col
Courtesy of SmartMLS
Sold on 16 Oct 2020
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Homes for Sale in Weston Market Analysis

Most expensive home

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Average sale price


Median sale price


Cheapest home

$449,000 Search cheapest homes

Dollars on market

$ 136M

Sale / List ratio


Newest homes built in

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Average construction year


Median construction year


Oldest homes built in

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Biggest home

11,444 square feet
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Average home surface

4,735 square feet

Median home surface

4,525square feet

Smallest home

1,498 square feet
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Homes for Rent in Weston

2 homes for rent

$ 2.5K median price

$ 1.94 price / sq foot

latest homes for rent

Single Family Home

64 Ledgewood Drive, Weston CT $ 2,000 Active
1 Beds 1 Baths 2.01 Acres 900 Sqft Built in 1974 ran
Courtesy of SmartMLS
listed on 5 Jun 2020

Multi Family Home

21 Cricket Lane, Weston CT $ 2,995 Active
4 Beds 2 Baths 1.92 Acres 1,814 Sqft Built in 1950 col
Courtesy of SmartMLS
listed on 15 Aug 2020
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Recently Rented Homes in Weston, CT

16 recently rented

101.9% rent / list ratio

108 days on market

latest rented homes

Single Family Home

3 North Avenue, Weston CT $ 2,200 Closed
1 Beds 2 Baths 900 Sqft Built in 1970 cot
Courtesy of SmartMLS
Rented on 16 Oct 2020

Residential Property

102 Ladder Hill Road, unit Apt, Weston CT $ 2,000 Closed
1 Beds 1 Baths 820 Sqft Built in 2006 col
Courtesy of SmartMLS
Rented on 15 Oct 2020

Single Family Home

19 Buttonball Lane, Weston CT $ 7,000 Closed
4 Beds 3 Baths 1.56 Acres 2,968 Sqft Built in 1960 cap,col
Courtesy of SmartMLS
Rented on 1 Oct 2020
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Neighborhoods in Weston, CT

Weston, CT has 3 neighborhoods.
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Top Neighborhoods

Most expensive neighborhood Weston Center $ 1.40M median price
Most affordable neighborhood Lyons Plains $ 899K median price
With most homes on the market Lower Weston 52 homes for sale
With the largest homes Weston Center 0 avg. square feet
With most recently sold homes Lower Weston 50 sold in last 90 days

Best Selling Neighborhoods

Lower Weston

Encompassing the lower area of town, this neighborhood is not far from Devil’s Den.

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Lyons Plains

This small community is closby to Devil's Den and the Aspetuck Valley Country Club.

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Weston Center

This charming area also encompasses the Norfield Historic District, featuring many antique homes.

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Condo Complexes in Weston, CT

There are no condo complexes in Weston, CT
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