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43 listings

Homes for Sale in Windsor, CT

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19 of 43 Listings

Map

19 of 43 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Price Reduced

Active

$455,000

2 bd · 2 ba · 1,479 sqft

86 Commons Crossing, Windsor, CT

Ray HB Hoess-Brooks · HB Real Estate, LLC

Price Reduced40Active

$545,900

4 bd · 3 ba · 2,144 sqft

839 Palisado Avenue, Windsor, CT

Dee Mattera · Luxe Realty LLC

Price Reduced16Active

$409,900

3 bd · 2 ba · 1,722 sqft

15 Barber Street, Windsor, CT

Myles Simon · MBA Realty, LLC

Price Reduced11Active

$270,000

2 bd · 1 ba · 1,343 sqft

342 Mountain Road, Windsor, CT

Brian Gallagher · Coldwell Banker Realty

40Active

$399,000

4 bd · 3 ba · 2,167 sqft

1178 Poquonock Avenue, Windsor, CT

Himanshu Singh · Singh Realty

Price Reduced25Active

$364,900

3 bd · 2 ba · 1,346 sqft

437 West Wolcott Avenue, Windsor, CT

Yvonne Toro · Toro Real Estate LLC

Price Reduced39Active

$489,900

3 bd · 3 ba · 2,206 sqft

22 Settler Circle, Windsor, CT

Helton Dornelas · Golden Rule Realty

31Active

$325,000

3 bd · 2 ba · 1,511 sqft

284 Deerfield Road, Windsor, CT

Jill Menard · Realty One Group Cutting Edge

Price Reduced23Active

$290,995

3 bd · 2 ba · 1,229 sqft

36 Woodybrook Road, Windsor, CT

Richard Dale · Realty ONE Group Connect

29Active

$249,900

3 bd · 1 ba · 1,267 sqft

128 Capen Street, Windsor, CT

Stacey Costanzo · LPT Realty

Price Reduced36Active

$390,000

3 bd · 2 ba · 1,818 sqft

27 Eagleton Drive, Windsor, CT

John Brewer · Exceptional Real Estate LLC

Price Reduced24Active

$379,999

2 bd · 3 ba · 1,622 sqft

33 Mechanic Street 203, Windsor, CT

Hawwa Djuned · Maria Acuna Real Estate

33Active

$379,000

2 bd · 2 ba · 1,184 sqft

34 Eastview Drive, Windsor, CT

Kristel Bolden-Gray · eXp Realty

Price Reduced12Active

$350,000

5 bd · 3 ba · — sqft

Address withheld · Windsor, CT

Mark Mermelstein · eXp Realty

32Active

$650,000

3 bd · 3 ba · 1,914 sqft

857 Stone Road, Windsor, CT

Gina McDonald · William Raveis Real Estate

38Active

$635,000

3 bd · 3 ba · 1,914 sqft

823 Stone Road, Windsor, CT

Gina McDonald · William Raveis Real Estate

38Active

$729,000

4 bd · 3 ba · 2,300 sqft

823A Stone Road, Windsor, CT

Gina McDonald · William Raveis Real Estate

24Active

$629,900

4 bd · 3 ba · 2,160 sqft

318 Capen Street, Windsor, CT

Lori Gabriel · Coldwell Banker Realty

Price Reduced36Active

$449,000

3 bd · 3 ba · 1,952 sqft

58 Amanda Circle, Windsor, CT

Steven Koleno · Beycome of Connecticut

1 2

Listing data & MLS disclosures

SmartMLS: 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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Windsor housing market

September 2026 · This period is still settling

Selling at 103.2% of asking price

Buyers here are paying above asking. MLS · 26 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 11, 2026

Median sale price: $423,750$346,250–$508,000 typical range
Price per sq. ft.: $261
Sales: 14
Paid in cash: 42.9%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $394,000

Windsor, CT community profile

Area: 30.5 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

SmartMLS: 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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

Windsor, CT community profile

Area: 30.5 sq. mi.

Source: HJN community data

Windsor housing market

September 2026 · This period is still settling

Selling at 103.2% of asking price

Buyers here are paying above asking. MLS · 26 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 11, 2026

Median sale price: $423,750$346,250–$508,000 typical range
Price per sq. ft.: $261
Sales: 14
Paid in cash: 42.9%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $394,000

Homes for sale

Median days on market

10 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 24.6%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 1,516 sq. ft.

Windsor, CT Homes for Sale — Page 2 | Realty.com