Home › Homes for Sale › Cheshire, CT

Connecticut · Real Estate

Homes for Sale in
Cheshire, CT

There are currently 40 homes for sale in Cheshire, Connecticut with an average list price of $596,936.

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

40

active listings

Avg. Sale Price

$542K

$96K–$1.5M

Avg. Size Sold

2,116 sf

last 12 mo

vs. Ask Price

+2.0%

avg. paid vs. ask

Stats based on 329 closings in the last 12 months

Showing 12 of 40 listings in Cheshire

80 Southwick Court #201, Cheshire, CT
Active
$209,000
1 bd · 1.00 ba · 807 sqft  ·  Condominium
80 Southwick Court #201
Cheshire, CT 06410
Forever Homes Real Estate LLC SmartMLS
328 Patton Drive, Cheshire, CT
Active
$499,000
3 bd · 2.00 ba · 1,916 sqft
328 Patton Drive
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
44 Roslyn Drive, Cheshire, CT
Active
$450,000
3 bd · 2.00 ba · 1,412 sqft
44 Roslyn Drive
Cheshire, CT 06410
William Pitt Sotheby's Int'l SmartMLS
1050 Jarvis Street, Cheshire, CT
Active OH 6/28 · 12pm–2pm
$599,900
4 bd · 3.00 ba · 2,506 sqft
1050 Jarvis Street
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
75 Hearthstone Drive, Cheshire, CT
Active OH 6/27 · 12pm–2pm
$780,000
4 bd · 4.00 ba · 3,683 sqft
75 Hearthstone Drive
Cheshire, CT 06410
Century 21 AllPoints Realty SmartMLS
768 North Brooksvale Road, Cheshire, CT
Active
$699,000
5 bd · 4.00 ba · 2,447 sqft
768 North Brooksvale Road
Cheshire, CT 06410
William Raveis Real Estate SmartMLS
81 Quarry Village Road #81, Cheshire, CT
Coming Soon OH 6/28 · 12pm–2pm
$349,900
2 bd · 2.00 ba · 1,440 sqft  ·  Condominium
81 Quarry Village Road #81
Cheshire, CT 06410
William Raveis Real Estate SmartMLS
3 Wadsworth Lane, Cheshire, CT
Active
$669,000
3 bd · 3.00 ba · 3,702 sqft
3 Wadsworth Lane
Cheshire, CT 06410
William Raveis Real Estate SmartMLS
14 Colonial Court, Cheshire, CT
Active OH 6/27 · 11am–1pm
$599,900
3 bd · 3.00 ba · 1,820 sqft
14 Colonial Court
Cheshire, CT 06410
Calcagni Real Estate SmartMLS
34 Pehr Lane, Cheshire, CT
Active OH 6/28 · 11am–1pm
$439,900
3 bd · 2.00 ba · 1,431 sqft
34 Pehr Lane
Cheshire, CT 06410
Berkshire Hathaway NE Prop. SmartMLS
393 South Meriden Road, Cheshire, CT
Active
$375,000
2 bd · 2.00 ba · 1,382 sqft
393 South Meriden Road
Cheshire, CT 06410
Calcagni Real Estate SmartMLS
209 Lancaster Way, Cheshire, CT
Active OH 6/27 · 10:30am–12pm
$720,000
4 bd · 3.00 ba · 2,931 sqft
209 Lancaster Way
Cheshire, CT 06410
Keller Williams Realty Prtnrs. SmartMLS
See All 40 Homes in Cheshire

Buying a Home in Cheshire, CT

Current Market Snapshot

Entry Price
$75K
lowest listed
Avg. Price
$597K
list price
Top of Market
$1.2M
highest listed
Listings by Bedroom Count
1 bed
1
2 beds
3
3 beds
14
4 beds
12
5 beds
4
Property Types Available
Single Family · 25 Condo / Co-Op · 8 Land · 6 Multi-Family For Sale · 1

The Cheshire real estate market currently has 40 active listings with an average list price of $596,936 and a price range from $74,995 to $1,175,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,167 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 June 2026, there are 40 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 $596,936. Homes currently range from $74,995 to $1,175,000.
What size homes are most common in Cheshire, CT?
The most common listing in Cheshire is a 3-bedroom home (14 listings). Other common sizes include 4-bedroom (12) and 5-bedroom (4). The average home size is 2,167 sq ft.
What types of homes are available in Cheshire, CT?
Current listings in Cheshire include: Single Family (25), Condo / Co-Op (8), Land (6), Multi-Family For Sale (1).
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.

Nearby Towns

Waterbury, CT 210 listings
Hamden, CT 174 listings
New Haven, CT 163 listings
Milford, CT 116 listings
Southbury, CT 98 listings
Meriden, CT 79 listings

Ready to buy in Cheshire?

Our Connecticut agents know this market inside and out.

Talk to an Agent