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Connecticut · Real Estate

Homes for Sale in
Cheshire, CT

There are currently 28 homes for sale in Cheshire, Connecticut with an average list price of $627,696.

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

28

active listings

Avg. Sale Price

$539K

$42K–$1.5M

Avg. Size Sold

2,150 sf

last 12 mo

vs. Ask Price

+2.0%

avg. paid vs. ask

Stats based on 328 closings in the last 12 months

Showing 12 of 28 listings in Cheshire

151 Victoria Drive, Cheshire, CT
$769,900
2 bd · 4.00 ba · 2,948 sqft  ·  Condominium
151 Victoria Drive
Cheshire, CT 06410
Calcagni Real Estate SmartMLS
1600 Blackberry Place, Cheshire, CT
$999,000
4 bd · 3.00 ba · 2,821 sqft
1600 Blackberry Place
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
365 Maple Avenue, Cheshire, CT
$619,900
4 bd · 3.00 ba · 3,167 sqft
365 Maple Avenue
Cheshire, CT 06410
Executive Real Estate Inc. SmartMLS
150 Poplar Drive, Cheshire, CT
$389,900
2 bd · 2.00 ba · 1,120 sqft
150 Poplar Drive
Cheshire, CT 06479
Coldwell Banker Realty SmartMLS
27 Soderman Way #27, Cheshire, CT
$674,900
3 bd · 3.00 ba · 2,450 sqft  ·  Condominium
27 Soderman Way #27
Cheshire, CT 06410
EG Group Realty LLC SmartMLS
70 Southwick Court #204, Cheshire, CT
$295,000
2 bd · 2.00 ba · 1,132 sqft  ·  Condominium
70 Southwick Court #204
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
Photos coming soon
$899,900
4 bd · 3.00 ba · 2,792 sqft
140 Willow Rear Lot Street
Cheshire, CT 06410
Precision Realty LLC SmartMLS
Photos coming soon
$220,000
1 bd · 1.00 ba · 807 sqft  ·  Condominium
80 Southwick Court #201
Cheshire, CT 06410
Forever Homes Real Estate LLC SmartMLS
46 Soderman Way #46, Cheshire, CT
$779,900
3 bd · 4.00 ba · 2,975 sqft  ·  Condominium
46 Soderman Way #46
Cheshire, CT 06410
Lamacchia Realty SmartMLS
46 Soderman Way #46, Cheshire, CT
$779,900
3 bd · 4.00 ba · 2,975 sqft
46 Soderman Way #46
Cheshire, CT 06410
Lamacchia Realty SmartMLS
34 Lakeview Avenue, Cheshire, CT
$324,900
2 bd · 1.00 ba · 822 sqft
34 Lakeview Avenue
Cheshire, CT 06410
eXp Realty SmartMLS
South Main Street, Cheshire, CT
$74,995
Residential Land
South Main Street
Cheshire, CT 06410
Coldwell Banker Realty SmartMLS
See All 28 Homes in Cheshire

Buying a Home in Cheshire, CT

Current Market Snapshot

Entry Price
$75K
lowest listed
Avg. Price
$628K
list price
Top of Market
$2M
highest listed
Listings by Bedroom Count
1 bed
1
2 beds
5
3 beds
4
4 beds
9
5 beds
3
Property Types Available
Single Family · 16 Land · 6 Condo / Co-Op · 6

The Cheshire real estate market currently has 28 active listings with an average list price of $627,696 and a price range from $74,995 to $1,959,900. Single Family homes make up the largest share of available inventory. Most listings are 4-bedroom homes. The average home size is 2,130 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 March 2026, there are 28 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 $627,696. Homes currently range from $74,995 to $1,959,900.
What size homes are most common in Cheshire, CT?
The most common listing in Cheshire is a 4-bedroom home (9 listings). Other common sizes include 2-bedroom (5) and 3-bedroom (4). The average home size is 2,130 sq ft.
What types of homes are available in Cheshire, CT?
Current listings in Cheshire include: Single Family (16), Land (6), Condo / Co-Op (6).
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 166 listings
New Haven, CT 147 listings
Hamden, CT 114 listings
Meriden, CT 69 listings
Southbury, CT 69 listings
Milford, CT 61 listings

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