View 135 Fairway Drive 135 Cheshire, CT MLS# 24182575
  • Recently Listed
1 of 29
$2,400
2

Beds

1.1

Baths

1,052

Sq.Ft.

135 Fairway Drive 135

Cheshire, CT

View 1123 Waterbury Road 2A Cheshire, CT MLS# 24182214
  • Recently Listed
1 of 9
$1,800
2

Beds

1.0

Baths

900

Sq.Ft.

1123 Waterbury Road 2A

Cheshire, CT

View 500 Oak Avenue 21 Cheshire, CT MLS# 24180934
  • Recently Listed
1 of 21
$1,800
2

Beds

1.0

Baths

900

Sq.Ft.

500 Oak Avenue 21

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 291 Maple Avenue 2 Cheshire, CT MLS# 24178879
$2,350
3

Beds

1.0

Baths

1,190

Sq.Ft.

291 Maple Avenue 2

Cheshire, CT

View 83 Poplar Drive Cheshire, CT MLS# 24178102
$3,400
3

Beds

1.1

Baths

1,436

Sq.Ft.

83 Poplar Drive

Cheshire, CT

View 480 Radmere Road B Cheshire, CT MLS# 24177775
  • Recently Listed
1 of 13
$2,200
2

Beds

1.1

Baths

1,202

Sq.Ft.

480 Radmere Road B

Cheshire, CT

View 85 Brentwood Drive Cheshire, CT MLS# 24176457
$4,200
4

Beds

3.0

Baths

2,095

Sq.Ft.

85 Brentwood Drive

Cheshire, CT

View 64 East Mitchell Avenue 51 Cheshire, CT MLS# 24176435
$2,850
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 51

Cheshire, CT

View 64 East Mitchell Avenue 1 Cheshire, CT MLS# 24176442
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 1

Cheshire, CT

View 350 South Main Street Cheshire, CT MLS# 24171688
$900
444

Sq.Ft.

350 South Main Street

Cheshire, CT

View 104 Stone Bridge Court Cheshire, CT MLS# 24170849
$35
7,500

Sq.Ft.

104 Stone Bridge Court

Cheshire, CT

View 114 South Main Street Cheshire, CT MLS# 24167344
$500
220

Sq.Ft.

114 South Main Street

Cheshire, CT

View 64 East Mitchell Avenue 38 Cheshire, CT MLS# 24164881
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 38

Cheshire, CT

View 64 East Mitchell Avenue 14 Cheshire, CT MLS# 24161230
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 14

Cheshire, CT

View 64 East Mitchell Avenue 20 Cheshire, CT MLS# 24161263
$2,850
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 20

Cheshire, CT

View 64 East Mitchell Avenue 33 Cheshire, CT MLS# 24159928
$2,850
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 33

Cheshire, CT

View 64 East Mitchell Avenue 24 Cheshire, CT MLS# 24159945
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 24

Cheshire, CT

View 64 East Mitchell Avenue 46 Cheshire, CT MLS# 24153085
$2,800
2

Beds

2.0

Baths

1,350

Sq.Ft.

64 East Mitchell Avenue 46

Cheshire, CT

View 280 Schoolhouse Road Cheshire, CT MLS# 24144666
$25
3,679

Sq.Ft.

280 Schoolhouse Road

Cheshire, CT

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

Sq.Ft.

445 West Main Street

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

113

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 - 200K2
$200K - 300K5
$300K - 400K12
$400K - 500K13
$500K - 600K18
$600K - 700K18
$700K - 800K8
$800K - 900K10
$900K - 1M10
$1M - Max16

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family87
Townhouse0
Condo17
Commercial2
Rental23
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 6/12/2026)

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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