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Connecticut · Real Estate

Homes for Sale in
Windsor, CT

There are currently 18 homes for sale in Windsor, Connecticut with an average list price of $398,656.

Windsor is the oldest town in Connecticut, settled in 1633, home to about 29,500 people north of Hartford along I-91. It has a strong employment base that includes CIGNA, Lego's US headquarters, and several large distribution and industrial operations. Good schools, affordable home prices compared to many Hartford suburbs, and a community history that stretches back to the very founding of the Connecticut colony.

For Sale

18

active listings

Avg. Sale Price

$374K

$45K–$930K

Avg. Size Sold

1,790 sf

last 12 mo

vs. Ask Price

+4.4%

avg. paid vs. ask

Stats based on 337 closings in the last 12 months

Showing 12 of 18 listings in Windsor

24 Macktown Road, Windsor, CT
$560,000
3 bd · 3.00 ba · 2,061 sqft
24 Macktown Road
Windsor, CT 06095
eXp Realty SmartMLS
19 Songonosk Street, Windsor, CT
$315,000
3 bd · 1.00 ba · 990 sqft
19 Songonosk Street
Windsor, CT 06095
Berkshire Hathaway NE Prop. SmartMLS
28 Skitchewaug Street, Windsor, CT Coming Soon
$309,999
3 bd · 2.00 ba · 1,472 sqft
28 Skitchewaug Street
Windsor, CT 06095
Hill Top Real Estate, LLC SmartMLS
44 Maple Avenue, Windsor, CT
$380,000
3 bd · 2.00 ba · 1,554 sqft  ·  2 Family
44 Maple Avenue
Windsor, CT 06095
Elite Legacy Realty LLC SmartMLS
35 Hollow Brook Road, Windsor, CT
$495,000
3 bd · 4.00 ba · 1,782 sqft
35 Hollow Brook Road
Windsor, CT 06095
eXp Realty SmartMLS
20-A Seymour Street, Windsor, CT
$239,900
3 bd · 2.00 ba · 1,144 sqft
20-A Seymour Street
Windsor, CT 06095
The Property Shop CT SmartMLS
66 Maple Avenue, Windsor, CT
$385,000
1 bd · 2.00 ba · 1,868 sqft
66 Maple Avenue
Windsor, CT 06095
Realty One Group Cutting Edge SmartMLS
Photos coming soon
$635,000
3 bd · 3.00 ba · 2,000 sqft
823 Stone Road
Windsor, CT 06095
William Raveis Real Estate SmartMLS
Photos coming soon
$729,000
3 bd · 3.00 ba · 2,300 sqft
823a Stone Road
Windsor, CT 06095
William Raveis Real Estate SmartMLS
Walnut and Larch Drive, Windsor, CT
$349,000
Agricultural Land
Walnut and Larch Drive
Windsor, CT 06095
Landvest, Inc SmartMLS
Photos coming soon
$289,000
Residential Land
25 Matthew Lane
Windsor, CT 06095
Coldwell Banker Realty SmartMLS
Photos coming soon
$315,000
3 bd · 1.00 ba · 1,295 sqft
27 Fyler Drive
Windsor, CT 06095
Weichert Realtors MRG SmartMLS
See All 18 Homes in Windsor

Buying a Home in Windsor, CT

Current Market Snapshot

Entry Price
$35K
lowest listed
Avg. Price
$399K
list price
Top of Market
$729K
highest listed
Listings by Bedroom Count
1 bed
1
3 beds
11
4 beds
2
Property Types Available
Single Family · 13 Land · 4 Multi-Family For Sale · 1

The Windsor real estate market currently has 18 active listings with an average list price of $398,656 and a price range from $35,000 to $729,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 1,429 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Windsor, CT right now?
As of March 2026, there are 18 active listings in Windsor, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Windsor, CT?
The average list price in Windsor is $398,656. Homes currently range from $35,000 to $729,000.
What size homes are most common in Windsor, CT?
The most common listing in Windsor is a 3-bedroom home (11 listings). Other common sizes include 4-bedroom (2) and 1-bedroom (1). The average home size is 1,429 sq ft.
What types of homes are available in Windsor, CT?
Current listings in Windsor include: Single Family (13), Land (4), Multi-Family For Sale (1).
Is Windsor, CT a good place to buy a home?
Windsor is the oldest town in Connecticut, settled in 1633, home to about 29,500 people north of Hartford along I-91. It has a strong employment base that includes CIGNA, Lego's US headquarters, and several large distribution and industrial operations. Good schools, affordable home prices compared to many Hartford suburbs, and a community history that stretches back to the very founding of the Connecticut colony.
Does RYZE Realty Group serve Windsor, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Hartford County and the greater Connecticut market, including Windsor. Contact us for a free consultation.

Nearby Towns

Hartford, CT 81 listings
Bristol, CT 68 listings
New Britain, CT 63 listings
West Hartford, CT 52 listings
Enfield, CT 46 listings
Southington, CT 37 listings

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