South Windham, CT Real Estate & Homes For Sale

3 homes

  • 55 Main Street, South Windham, CT 06266
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    NEW - 2 MIN AGO
    $299,000
    4 Beds
    2 Baths
    1,386 sqft
    55 Main Street,
    South Windham, CT 06266
    Coldwell Banker Realty
  • 33 Machine Shop Hill Road, South Windham, CT 06266
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    OPEN SAT, 11-12:30PM
    0.42 ACRES
    RE/MAX Bell Park Realty
  • 270 S Windham Rd #52, South Windham, CT 06266
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    FOR SALE BY OWNER
  • Halloween on Trulia

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Real Estate & Homes For Sale Near South Windham, CT

We found 30 more homes matching your filters just outside South Windham

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South Windham, CT Real Estate Trends

Learn about the South Windham, CT housing market through trends and averages.

Affordability of Living in South Windham, CT

The median home value is $295,640
MonthMedian home value
October 2025$288k
November 2025$287k
December 2025$287k
January 2026$287k
February 2026$287k
March 2026$288k
April 2026$289k
May 2026$290k
June 2026$291k
July 2026$292k
August 2026$294k
September 2026$296k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in South Windham, CT, by Home Size

Currently, there are 2 new listings in South Windham, CT and 3 homes for sale.
Home SizeHome Value*
2 bedrooms (1 home)$182,519
3 bedrooms (See homes)$318,495
4 bedrooms (2 homes)$344,918
*Home value over the past month

What Locals Say about South Windham

  • Pauleddiecasanova
    "Third Thursday street Festival. Carnivals yearly. Boom box parade. Shaboo stage / concert. Farmers market "
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  • Samival
    "It’s noisy. It was nice when I first moved in but now it’s very noisy. A lot of inconsiderate people moved in."
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  • 4x4chick7886
    "quiet yet close to everything you need library is extremely active with tons of activities for kids and adults "
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  • Samival
    "It’s noisy and horrible. Everyone gets in your business and are disrespectful. I hope my husband and I find a better place "
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  • romaniv
    "If you are looking for a family oriented and quiet neighborhood than you have found the right place to call home. Residents take great pride in their homes and keep them well maintained as well. Located on the Windham / Willimantic border you are just a short drive to downtown, shopping and Eastern CT State University. UCONN is approximately 20 minutes away. Go Huskies!"
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.