View 5 Waterside Way Cheshire, CT MLS# 24138368
$299,900
Studio

Beds

0.0

Baths

5 Waterside Way

Cheshire, CT

View 6 Waterside Way Cheshire, CT MLS# 24138400
$299,900
Studio

Beds

0.0

Baths

6 Waterside Way

Cheshire, CT

View 365 Spruce Street Cheshire, CT MLS# 24137243
$475,000
3

Beds

2.0

Baths

1,633

Sq.Ft.

365 Spruce Street

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 328 South Brooksvale Road Cheshire, CT MLS# 24137624
$499,900
5

Beds

2.1

Baths

2,320

Sq.Ft.

328 South Brooksvale Road

Cheshire, CT

View 405 Sharon Drive Cheshire, CT MLS# 24137334
$590,000
4

Beds

3.1

Baths

3,100

Sq.Ft.

405 Sharon Drive

Cheshire, CT

View 689 South Meriden Road Cheshire, CT MLS# 24136925
$509,000
4

Beds

2.0

Baths

2,548

Sq.Ft.

689 South Meriden Road

Cheshire, CT

View 16 Deepwood Drive Cheshire, CT MLS# 24136988
$274,900
3

Beds

1.0

Baths

1,486

Sq.Ft.

16 Deepwood Drive

Cheshire, CT

View 160 Willow Street Cheshire, CT MLS# 24136138
$569,900
3

Beds

2.0

Baths

1,748

Sq.Ft.

160 Willow Street

Cheshire, CT

View 1278 Cheshire Street Cheshire, CT MLS# 24136353
$679,900
3

Beds

2.1

Baths

2,557

Sq.Ft.

1278 Cheshire Street

Cheshire, CT

View 781 Cook Hill Road Cheshire, CT MLS# 24134904
$575,000
3

Beds

2.1

Baths

2,593

Sq.Ft.

781 Cook Hill Road

Cheshire, CT

View 40 Southwick Court 201 Cheshire, CT MLS# 24136164
  • Adult Community
1 of 39
$285,000
2

Beds

2.0

Baths

954

Sq.Ft.

40 Southwick Court 201

Cheshire, CT

View 95 Orleton Court Cheshire, CT MLS# 24136034
$654,900
4

Beds

2.1

Baths

2,880

Sq.Ft.

95 Orleton Court

Cheshire, CT

View 1116 Wallingford Road Cheshire, CT MLS# 24135673
$285,000
Studio

Beds

0.0

Baths

1116 Wallingford Road

Cheshire, CT

View 315 Greens Loop 315 Cheshire, CT MLS# 24135648
$322,900
2

Beds

1.1

Baths

1,052

Sq.Ft.

315 Greens Loop 315

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

View 167 Spring Street Cheshire, CT MLS# 24132885
$549,900
4

Beds

4.0

Baths

3,247

Sq.Ft.

167 Spring Street

Cheshire, CT

View 85 Inverness Court Cheshire, CT MLS# 24133933
$850,000
5

Beds

2.3

Baths

3,919

Sq.Ft.

85 Inverness Court

Cheshire, CT

View 634 Cornwall Avenue Cheshire, CT MLS# 24135912
$459,900
4

Beds

3.0

Baths

1,456

Sq.Ft.

634 Cornwall Avenue

Cheshire, CT

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

Sq.Ft.

2035 Scott Road

Cheshire, CT

View 4 Brookfield Court Cheshire, CT MLS# 24132045
$675,000
4

Beds

2.1

Baths

2,300

Sq.Ft.

4 Brookfield Court

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

$669,900
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 - 600K12
$600K - 700K21
$700K - 800K8
$800K - 900K8
$900K - 1M6
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family65
Townhouse0
Condo27
Commercial3
Rental24
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 12/9/2025)

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.

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