View 1244 Long Hill Road Cheshire, CT MLS# 24162959
$449,900
3

Beds

1.1

Baths

1,356

Sq.Ft.

1244 Long Hill Road

Cheshire, CT

View 1358 South Main Street Cheshire, CT MLS# 24159711
$749,000
4

Beds

4.2

Baths

3,610

Sq.Ft.

1358 South Main Street

Cheshire, CT

View 107 Country Club Road Cheshire, CT MLS# 24163501
$509,000
3

Beds

2.1

Baths

2,088

Sq.Ft.

107 Country Club Road

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Abbey Court Cheshire, CT MLS# 24163131
  • Virtual Tour
1 of 37
$579,000
3

Beds

2.1

Baths

2,108

Sq.Ft.

40 Abbey Court

Cheshire, CT

View 840 Westside Road Cheshire, CT MLS# 24163158
$395,000
3

Beds

1.0

Baths

1,491

Sq.Ft.

840 Westside Road

Cheshire, CT

View 38 Mountain Road Cheshire, CT MLS# 24161844
$439,900
4

Beds

2.0

Baths

1,704

Sq.Ft.

38 Mountain Road

Cheshire, CT

View 151 Victoria Drive Cheshire, CT MLS# 24161870
$769,900
2

Beds

2.2

Baths

2,948

Sq.Ft.

151 Victoria Drive

Cheshire, CT

View 422 North Brooksvale Road Cheshire, CT MLS# 24162296
$225,000
3

Beds

0.0

Baths

1,562

Sq.Ft.

422 North Brooksvale Road

Cheshire, CT

View 365 Maple Avenue Cheshire, CT MLS# 24161789
  • Virtual Tour
1 of 40
$619,900
4

Beds

2.1

Baths

3,167

Sq.Ft.

365 Maple Avenue

Cheshire, CT

View 80 Orleton Court Cheshire, CT MLS# 24160096
$639,900
4

Beds

2.1

Baths

2,351

Sq.Ft.

80 Orleton Court

Cheshire, CT

View 150 Poplar Drive Cheshire, CT MLS# 24161355
$389,900
2

Beds

2.0

Baths

1,120

Sq.Ft.

150 Poplar Drive

Cheshire, CT

View 106 Far Horizon Drive Cheshire, CT MLS# 24157918
$575,000
3

Beds

2.1

Baths

1,872

Sq.Ft.

106 Far Horizon Drive

Cheshire, CT

View 124 Southwick Court 124 Cheshire, CT MLS# 24160245
  • Adult Community
1 of 27
$339,900
2

Beds

2.0

Baths

1,015

Sq.Ft.

124 Southwick Court 124

Cheshire, CT

View 27 Soderman Way 27 Cheshire, CT MLS# 24158497
  • New Construction with Virtual Tour
1 of 46
OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM
$674,900
3

Beds

2.1

Baths

2,450

Sq.Ft.

27 Soderman Way 27

Cheshire, CT

View 70 Southwick Court 204 Cheshire, CT MLS# 24158547
  • Adult Community
1 of 40
$295,000
2

Beds

2.0

Baths

1,132

Sq.Ft.

70 Southwick Court 204

Cheshire, CT

View 140 Willow Rear Lot Street Cheshire, CT MLS# 24157332
$899,900
4

Beds

2.1

Baths

2,792

Sq.Ft.

140 Willow Rear Lot Street

Cheshire, CT

View 80 Southwick Court 201 Cheshire, CT MLS# 24156637
  • Adult Community
1 of 23
$209,000
1

Beds

1.0

Baths

807

Sq.Ft.

80 Southwick Court 201

Cheshire, CT

View 46 Soderman Way 46 Cheshire, CT MLS# 24158692
$779,900
3

Beds

3.1

Baths

2,975

Sq.Ft.

46 Soderman Way 46

Cheshire, CT

View 34 Nathan Hale Court Cheshire, CT MLS# 24152454
$649,900
4

Beds

2.1

Baths

2,498

Sq.Ft.

34 Nathan Hale Court

Cheshire, CT

View 34 Lakeview Avenue Cheshire, CT MLS# 24154786
$324,900
2

Beds

1.0

Baths

822

Sq.Ft.

34 Lakeview Avenue

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

103

Estimated median home price

$649,900
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 - 300K9
$300K - 400K14
$400K - 500K11
$500K - 600K8
$600K - 700K12
$700K - 800K14
$800K - 900K9
$900K - 1M7
$1M - Max15

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family72
Townhouse0
Condo20
Commercial4
Rental27
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home0
Farms0

(Data as of 4/29/2026)

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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