View 630 Cook Hill Road Cheshire, CT MLS# 170617954
$2,200,000
5

Beds

4.1

Baths

3,174

Sq.Ft.

630 Cook Hill Road

Cheshire, CT

View 764 Bethany Mountain Road Cheshire, CT MLS# 24085738
$1,959,900
5

Beds

4.1

Baths

7,762

Sq.Ft.

764 Bethany Mountain Road

Cheshire, CT

View 21 Melrose Drive Lot 2 Cheshire, CT MLS# 24060642
  • New Construction
1 of 2
$1,815,000
6

Beds

6.2

Baths

6,008

Sq.Ft.

21 Melrose Drive Lot 2

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 9 Melrose Drive 6 Cheshire, CT MLS# 170548921
  • New Construction
1 of 26
$1,600,000
4

Beds

3.1

Baths

5,159

Sq.Ft.

9 Melrose Drive 6

Cheshire, CT

View 40 Whispering Hollow Court Cheshire, CT MLS# 24125440
$1,549,000
4

Beds

4.2

Baths

6,781

Sq.Ft.

40 Whispering Hollow Court

Cheshire, CT

View 1492 Highland Avenue 4 & 5 Cheshire, CT MLS# 24072833
$1,500,000
6.6

Baths

9,848

Sq.Ft.

1492 Highland Avenue 4 & 5

Cheshire, CT

View 8 Melrose Drive Cheshire, CT MLS# 24071946
$1,455,100
5

Beds

3.1

Baths

4,785

Sq.Ft.

8 Melrose Drive

Cheshire, CT

View 40 Sterling Ridge Court Cheshire, CT MLS# 24123003
$1,410,000
4

Beds

3.1

Baths

3,942

Sq.Ft.

40 Sterling Ridge Court

Cheshire, CT

View 3 Melrose Drive Lot 9 Cheshire, CT MLS# 24058586
  • New Construction
1 of 18
$1,299,000
4

Beds

3.1

Baths

4,016

Sq.Ft.

3 Melrose Drive Lot 9

Cheshire, CT

View 1481 Marion Road Cheshire, CT MLS# 24083226
  • New Construction
1 of 40
$1,299,000
4

Beds

2.1

Baths

3,775

Sq.Ft.

1481 Marion Road

Cheshire, CT

View 17 Melrose Drive Lot 3 Cheshire, CT MLS# 24122039
  • New Construction
1 of 3
$1,299,000
4

Beds

3.2

Baths

4,011

Sq.Ft.

17 Melrose Drive Lot 3

Cheshire, CT

View 460 West Main Street Cheshire, CT MLS# 24125251
$1,240,000
3.3

Baths

4,412

Sq.Ft.

460 West Main Street

Cheshire, CT

View 1 Mountaincrest Drive Cheshire, CT MLS# 24106699
$1,200,000
4

Beds

4.1

Baths

4,791

Sq.Ft.

1 Mountaincrest Drive

Cheshire, CT

View 2035 Scott Road Cheshire, CT MLS# 24132477
$1,195,000
3,100

Sq.Ft.

2035 Scott Road

Cheshire, CT

View 23 Melrose Drive Cheshire, CT MLS# 24096555
  • New Construction
1 of 52
$1,150,000
5

Beds

3.1

Baths

3,832

Sq.Ft.

23 Melrose Drive

Cheshire, CT

View 6 Melrose Drive Lot 10 Cheshire, CT MLS# 24058097
  • New Construction
1 of 14
$1,120,000
4

Beds

2.1

Baths

2,731

Sq.Ft.

6 Melrose Drive Lot 10

Cheshire, CT

View 1811 Blackberry Place Cheshire, CT MLS# 24144561
$1,109,410
4

Beds

2.1

Baths

3,036

Sq.Ft.

1811 Blackberry Place

Cheshire, CT

View 435 Maple Avenue Cheshire, CT MLS# 24100282
  • Virtual Tour
1 of 37
$1,099,000
5

Beds

5.1

Baths

5,081

Sq.Ft.

435 Maple Avenue

Cheshire, CT

View 1500 Blackberry Place Cheshire, CT MLS# 24076282
  • New Construction
1 of 3
$1,060,000
4

Beds

3.0

Baths

3,029

Sq.Ft.

1500 Blackberry Place

Cheshire, CT

View 324 South Meriden Road Cheshire, CT MLS# 24133909
$999,900
4

Beds

4.1

Baths

3,946

Sq.Ft.

324 South Meriden Road

Cheshire, CT

About Cheshire

The residential suburban community of Cheshire enjoys a strong tax base supported by a significant industrial and commercial community.  Known as the “bedding plant capital of Connecticut,” the town has been able to retain much of its rural flavor by preserving thousands of acres of open space.  Just 14 miles north of New Haven and 25 miles southwest of Hartford, Cheshire enjoys access to Interstates 84, 91, and 691.

Listings in Cheshire, CT

102

Estimated median home price

$669,950
Cheshire CT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Cheshire, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Cheshire, CT.

Homes for Sale by Price in Cheshire, CT

PriceCount
$0 - 100K1
$100K - 200K2
$200K - 300K12
$300K - 400K3
$400K - 500K11
$500K - 600K11
$600K - 700K23
$700K - 800K7
$800K - 900K8
$900K - 1M6
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family66
Townhouse0
Condo26
Commercial3
Rental25
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 12/12/2025)

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2025 Smart Multiple Listing Service, Inc.