Homes for Sale in Cheshire, CT | RYZE Realty Group
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Connecticut · Real Estate

Homes for Sale in
Cheshire, CT

There are currently 43 homes for sale in Cheshire, Connecticut with an average list price of $638,277.

Cheshire is a well-regarded New Haven County town of about 29,000 with excellent schools, established neighborhoods, and a strong sense of community that consistently earns it placement among Connecticut's best places to raise a family. Located between Waterbury and Meriden with direct I-691 access, it offers genuine suburban quality at prices noticeably below coastal New Haven County. The Farmington Canal Heritage Trail runs through the center of town.

For Sale

43

active listings

Avg. Sale Price

$572K

$96K–$1.7M

Avg. Size Sold

2,184 sf

last 12 mo

vs. Ask Price

+2.5%

avg. paid vs. ask

Stats based on 352 closings in the last 12 months

Showing 12 of 43 listings in Cheshire

488 Radmere Road #A, Cheshire, CT
Active
$249,900
2 bd · 2.00 ba · 1,514 sqft  ·  Condominium
488 Radmere Road #A
Cheshire, CT 06410
Berkshire Hathaway NE Prop. SmartMLS
1100 Coleman Road, Cheshire, CT
Coming Soon OH 9/29 · 10:30am–12:30pm
$695,000
4 bd · 3.00 ba · 2,280 sqft
1100 Coleman Road
Cheshire, CT 06410
William Pitt Sotheby's Int'l SmartMLS
233 Forest Lane, Cheshire, CT
Active
$319,900
3 bd · 2.00 ba · 1,413 sqft
233 Forest Lane
Cheshire, CT 06410
Real Broker CT, LLC SmartMLS
70 Heritage Drive, Cheshire, CT
Active OH 9/27 · 12pm–2pm
$649,900
3 bd · 3.00 ba · 2,605 sqft
70 Heritage Drive
Cheshire, CT 06410
Berkshire Hathaway NE Prop. SmartMLS
70 Southwick Court #311, Cheshire, CT
Active
$305,000
2 bd · 2.00 ba · 1,132 sqft  ·  Condominium
70 Southwick Court #311
Cheshire, CT 06410
LAER Realty Partners SmartMLS
122 Green Hill Lane, Cheshire, CT
Active
$439,900
3 bd · 2.00 ba · 1,572 sqft
122 Green Hill Lane
Cheshire, CT 06410
Station Cities SmartMLS
644 South Brooksvale Road, Cheshire, CT
Active
$1,630,000
5 bd · 5.00 ba · 6,361 sqft
644 South Brooksvale Road
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
114 Broadview Road, Cheshire, CT
Active
$339,900
2 bd · 1.00 ba · 816 sqft
114 Broadview Road
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
16 Mountaincrest Drive, Cheshire, CT
Active
$1,590,000
5 bd · 5.00 ba · 5,021 sqft
16 Mountaincrest Drive
Cheshire, CT 06410
Dow Della Valle SmartMLS
80 Contour Drive, Cheshire, CT
Active
$449,900
3 bd · 2.00 ba · 1,144 sqft
80 Contour Drive
Cheshire, CT 06410
Cordelli Realty LLC SmartMLS
Photos coming soon
Active
$230,000
Residential Land
1116 Wallingford Road
Cheshire, CT 06410
eRealty Advisors, Inc. SmartMLS
374 Moss Farms Road, Cheshire, CT
Active
$384,900
3 bd · 1.00 ba · 1,008 sqft
374 Moss Farms Road
Cheshire, CT 06410
LAER Realty Partners SmartMLS
See All 43 Homes in Cheshire

Buying a Home in Cheshire, CT

Current Market Snapshot

Entry Price
$50K
lowest listed
Avg. Price
$638K
list price
Top of Market
$2M
highest listed
Listings by Bedroom Count
1 bed
1
2 beds
7
3 beds
19
4 beds
5
5 beds
6
Property Types Available
Single Family · 25 Condo / Co-Op · 13 Land · 5

The Cheshire real estate market currently has 43 active listings with an average list price of $638,277 and a price range from $49,995 to $1,999,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,050 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Cheshire, CT right now?
As of September 2026, there are 43 active listings in Cheshire, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Cheshire, CT?
The average list price in Cheshire is $638,277. Homes currently range from $49,995 to $1,999,000.
What size homes are most common in Cheshire, CT?
The most common listing in Cheshire is a 3-bedroom home (19 listings). Other common sizes include 2-bedroom (7) and 5-bedroom (6). The average home size is 2,050 sq ft.
What types of homes are available in Cheshire, CT?
Current listings in Cheshire include: Single Family (25), Condo / Co-Op (13), Land (5).
Is Cheshire, CT a good place to buy a home?
Cheshire is a well-regarded New Haven County town of about 29,000 with excellent schools, established neighborhoods, and a strong sense of community that consistently earns it placement among Connecticut's best places to raise a family. Located between Waterbury and Meriden with direct I-691 access, it offers genuine suburban quality at prices noticeably below coastal New Haven County. The Farmington Canal Heritage Trail runs through the center of town.
Does RYZE Realty Group serve Cheshire, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across New Haven County and the greater Connecticut market, including Cheshire. Contact us for a free consultation.