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Buy

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

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Rentals
Commercial

40 listings

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Get an instant cash offer
Buy before you sell

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40 listings

Homes for Sale in Windsor, CT

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24 of 40 Listings

Map

24 of 40 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New

Active

$629,900

4 bd · 3 ba · — sqft

318 Capen Street, Windsor, CT

Lori Gabriel · Coldwell Banker Realty

New15Active

$340,000

3 bd · 2 ba · — sqft

1339 Crest Drive, Windsor, CT

Marion Scavone · Sentry Real Estate

New39Active

$474,900

3 bd · 3 ba · — sqft

22 Settler Circle, Windsor, CT

Helton Dornelas · Golden Rule Realty

New37Active

$429,000

4 bd · 3 ba · — sqft

9 Lochview Drive, Windsor, CT

Gregory Leone · Coldwell Banker Realty

40Active

$275,000

3 bd · 1 ba · — sqft

146 Mountain Road, Windsor, CT

Erin Verruso · KW Legacy Partners

37Active

$469,900

3 bd · 3 ba · — sqft

621 Kennedy Road, Windsor, CT

Helton Dornelas · Golden Rule Realty

26Active

$129,900

1 bd · 1 ba · — sqft

345 Dunfey Lane Unit C, Windsor, CT

Tommy Warren · Coldwell Banker Realty

27Active

$429,900

3 bd · 3 ba · — sqft

36 Kari Court Unit 36, Windsor, CT

Patty Noblet · Sentry Real Estate

Price Reduced33Active

$300,000

3 bd · 2 ba · — sqft

26 Scarborough Road, Windsor, CT

Kara Mazzola · First Choice Realty

19Active

$365,000

3 bd · 2 ba · — sqft

27 Berrios Hill Road, Windsor, CT

Christine Ayotte · Chestnut Oak Associates

29Active

$320,000

3 bd · 1 ba · — sqft

794 Matianuck Avenue, Windsor, CT

Andrea Mattesen · eXp Realty

15Active

$235,000

3 bd · 1 ba · — sqft

17 Windbrook Drive, Windsor, CT

Enith Melisa Santamaria Paniagua · Five Stars Realty

40Active

$385,000

5 bd · 5 ba · — sqft

521 West Wolcott Avenue, Windsor, CT

Kiara Rusconi · William Raveis Real Estate

35Active

$379,900

2 bd · 2 ba · — sqft

144 Morning Glory Court Unit 144, Windsor, CT

Lisa Vivarelli · mygoodagent

28Active

$325,000

3 bd · 2 ba · — sqft

140 Matianuck Avenue, Windsor, CT

Heidi Pafumi · Coldwell Banker Realty

32Active

$349,900

3 bd · 2 ba · — sqft

280 Deerfield Road, Windsor, CT

Yahira Rodriguez · eXp Realty

Price Reduced26Active

$530,000

4 bd · 3 ba · — sqft

85 Village Lane, Windsor, CT

Laura Pritchett · eXp Realty

32Active

$459,000

3 bd · 3 ba · — sqft

42 Marble Faun Lane Unit 42, Windsor, CT

Stephanie Stone · William Raveis/First Town RE

21Active

$275,000

3 bd · 2 ba · — sqft

110 Matianuck Avenue, Windsor, CT

Kristel Bolden-Gray · eXp Realty

Price Reduced30Active

$474,900

4 bd · 3 ba · — sqft

23 Coach Circle, Windsor, CT

Steven Joseph · Coldwell Banker Realty

Price Reduced40Active

$349,900

4 bd · 2 ba · — sqft

1476 Poquonock Avenue, Windsor, CT

Divya Kataria · Berkshire Hathaway NE Prop.

21Active

$299,900

2 bd · 1 ba · — sqft

19 Portman Street, Windsor, CT

Dan Keune · Campbell-Keune Realty Inc

Price Reduced12Active

$249,900

2 bd · 3 ba · — sqft

40 High Path Road Unit 40, Windsor, CT

Amtul Khan · Better Homes and Gardens Real Estate Executive Real Estate

Price Reduced31Active

$272,500

2 bd · 2 ba · 1,224 sqft

157 Brighton Circle, Windsor, CT

Diana Brown · William Raveis Real Estate

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

October 2026 · This period is still settling

Selling at 104.0% of asking price

Buyers here are paying above asking. MLS · 22 sales · as of Oct 30, 2026

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $390,000
Homes for sale: 43
Median days on market: 6 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,516 sq. ft.

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

October 2026 · This period is still settling

Selling at 104.0% of asking price

Buyers here are paying above asking. MLS · 22 sales · as of Oct 30, 2026

Homes on the market · MLS, as of Oct 25, 2026–Oct 30, 2026

Median list price: $390,000
Homes for sale: 43
Median days on market: 6 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,516 sq. ft.

Windsor, CT Homes for Sale | Realty.com