View 286 Maple Avenue 301 Cheshire, CT MLS# 24094329
$9
2,392

Sq.Ft.

286 Maple Avenue 301

Cheshire, CT

View 286 Maple Avenue 109 Cheshire, CT MLS# 24094332
$9
3,758

Sq.Ft.

286 Maple Avenue 109

Cheshire, CT

View 1486 Highland Avenue 10 Cheshire, CT MLS# 24114353
$14
3,667

Sq.Ft.

1486 Highland Avenue 10

Cheshire, CT

Courtesy of Wolcott - WEICHERT, REALTORS® - Briotti Group
The time to sell is now! THE TIME TO SELL IS NOW!
View 350 South Main Street 31 Cheshire, CT MLS# 24133601
$500
200

Sq.Ft.

350 South Main Street 31

Cheshire, CT

View 555 Highland Avenue 12 Cheshire, CT MLS# 24142946
$535
129

Sq.Ft.

555 Highland Avenue 12

Cheshire, CT

View 2144 Waterbury Road 7 Cheshire, CT MLS# 24145788
  • Recently Listed
1 of 10
$1,500
1

Beds

1.0

Baths

700

Sq.Ft.

2144 Waterbury Road 7

Cheshire, CT

View 642 Mixville Road 2 Cheshire, CT MLS# 24146372
$1,500
1

Beds

1.0

Baths

650

Sq.Ft.

642 Mixville Road 2

Cheshire, CT

View 1125 Waterbury Road APT 1C Cheshire, CT MLS# 24145790
$1,550
Studio

Beds

1.0

Baths

493

Sq.Ft.

1125 Waterbury Road APT 1C

Cheshire, CT

View 63 Creamery Road 63 Cheshire, CT MLS# 24148027
  • Recently Listed
1 of 19
$1,750
1

Beds

1.0

Baths

10,780

Sq.Ft.

63 Creamery Road 63

Cheshire, CT

View 474 Oak Avenue APT 74 Cheshire, CT MLS# 24136866
$1,895
2

Beds

1.0

Baths

900

Sq.Ft.

474 Oak Avenue APT 74

Cheshire, CT

View 494 Oak Avenue APT 33 Cheshire, CT MLS# 24144817
  • Recently Listed
1 of 16
$1,945
2

Beds

1.0

Baths

900

Sq.Ft.

494 Oak Avenue APT 33

Cheshire, CT

View 1197 Prospect Road Cheshire, CT MLS# 24118586
$2,000
2

Beds

1.0

Baths

1,068

Sq.Ft.

1197 Prospect Road

Cheshire, CT

View 1142 Sperry Road Cheshire, CT MLS# 24136098
$2,000
4

Beds

2.0

Baths

1,500

Sq.Ft.

1142 Sperry Road

Cheshire, CT

View 152 Blacks Road 1st floor Cheshire, CT MLS# 24139753
$2,000
2

Beds

1.0

Baths

1,650

Sq.Ft.

152 Blacks Road 1st floor

Cheshire, CT

View 1113 Waterbury Road Cheshire, CT MLS# 24145782
  • Recently Listed with Virtual Tour
1 of 27
$2,000
2

Beds

1.0

Baths

870

Sq.Ft.

1113 Waterbury Road

Cheshire, CT

View 1109 Waterbury Road APT 1A Cheshire, CT MLS# 24144285
$2,300
2

Beds

1.0

Baths

870

Sq.Ft.

1109 Waterbury Road APT 1A

Cheshire, CT

View 90 Cedar Lane Cheshire, CT MLS# 24136412
$2,500
2

Beds

1.0

Baths

1,055

Sq.Ft.

90 Cedar Lane

Cheshire, CT

View 445 West Main Street Cheshire, CT MLS# 24143218
$2,600
1,113

Sq.Ft.

445 West Main Street

Cheshire, CT

View 353 Mount Sanford Road Cheshire, CT MLS# 24148012
  • Recently Listed
1 of 33
$2,700
4

Beds

2.1

Baths

2,109

Sq.Ft.

353 Mount Sanford Road

Cheshire, CT

View 64 East Mitchell Avenue 13 Cheshire, CT MLS# 24136999
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 13

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

95

Estimated median home price

$674,900
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 - 200K3
$200K - 300K10
$300K - 400K9
$400K - 500K7
$500K - 600K9
$600K - 700K14
$700K - 800K10
$800K - 900K7
$900K - 1M7
$1M - Max18

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family62
Townhouse0
Condo22
Commercial4
Rental24
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 1/9/2026)

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.

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