View 621 Wiese Road Cheshire, CT MLS# 24143809
$499,000
3

Beds

2.0

Baths

1,704

Sq.Ft.

621 Wiese Road

Cheshire, CT

View 14 Woodridge Drive 14 Cheshire, CT MLS# 24143532
$249,900
2

Beds

1.1

Baths

1,100

Sq.Ft.

14 Woodridge Drive 14

Cheshire, CT

View 474 Oak Avenue APT 74 Cheshire, CT MLS# 24142822
$199,000
2

Beds

1.0

Baths

900

Sq.Ft.

474 Oak Avenue APT 74

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 501 Radmere Road Cheshire, CT MLS# 24143042
$625,000
4

Beds

2.1

Baths

2,656

Sq.Ft.

501 Radmere Road

Cheshire, CT

View 462 Castle Glenn Cheshire, CT MLS# 24142979
$719,900
3

Beds

2.1

Baths

3,290

Sq.Ft.

462 Castle Glenn

Cheshire, CT

View 462 Castle Glenn Cheshire, CT MLS# 24142999
$719,900
3

Beds

2.1

Baths

3,290

Sq.Ft.

462 Castle Glenn

Cheshire, CT

View 445 Lincoln Drive Cheshire, CT MLS# 24141269
$275,000
3

Beds

1.0

Baths

900

Sq.Ft.

445 Lincoln Drive

Cheshire, CT

View 975 Wolf Hill Road Cheshire, CT MLS# 24140877
  • Virtual Tour
1 of 41
$575,000
3

Beds

3.0

Baths

1,882

Sq.Ft.

975 Wolf Hill Road

Cheshire, CT

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

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

Beds

1.0

Baths

1,486

Sq.Ft.

16 Deepwood Drive

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 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
$245,000
Studio

Beds

0.0

Baths

1116 Wallingford 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 214 Mountain Road Cheshire, CT MLS# 24130377
  • Virtual Tour
1 of 40
$725,000
5

Beds

3.0

Baths

3,432

Sq.Ft.

214 Mountain Road

Cheshire, CT

View 214 Mountain Road Cheshire, CT MLS# 24131000
  • Virtual Tour
1 of 40
$725,000
5

Beds

3.0

Baths

3,423

Sq.Ft.

214 Mountain 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

93

Estimated median home price

$670,000
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 - 200K3
$200K - 300K10
$300K - 400K10
$400K - 500K6
$500K - 600K10
$600K - 700K15
$700K - 800K8
$800K - 900K8
$900K - 1M6
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family58
Townhouse0
Condo24
Commercial4
Rental25
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 1/15/2026)

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.

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