View 1486 Highland Avenue STE 7A Cheshire, CT MLS# 24151227
$499,900
2.2

Baths

4,347

Sq.Ft.

1486 Highland Avenue STE 7A

Cheshire, CT

View 140 Willow Street Cheshire, CT MLS# 24167158
$499,900
3

Beds

2.0

Baths

1,810

Sq.Ft.

140 Willow Street

Cheshire, CT

View 1241 Rice Avenue Cheshire, CT MLS# 24174634
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$499,900
3

Beds

2.0

Baths

2,146

Sq.Ft.

1241 Rice Avenue

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 25 Stonegate Circle Cheshire, CT MLS# 24156003
  • Adult Community
1 of 38
$499,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

25 Stonegate Circle

Cheshire, CT

View 25 Stonegate Circle Cheshire, CT MLS# 24163807
  • Adult Community
1 of 38
$499,000
4

Beds

2.0

Baths

1,998

Sq.Ft.

25 Stonegate Circle

Cheshire, CT

View 1006 King Road Cheshire, CT MLS# 24165798
  • Recently Listed
1 of 43
$499,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

1006 King Road

Cheshire, CT

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 39 Winslow Road Cheshire, CT MLS# 24168914
$449,900
3

Beds

2.0

Baths

1,758

Sq.Ft.

39 Winslow 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 960 Peck Lane Cheshire, CT MLS# 24167821
$439,900
3

Beds

1.1

Baths

1,450

Sq.Ft.

960 Peck Lane

Cheshire, CT

View 181 Crescent Circle Cheshire, CT MLS# 24172505
  • Virtual Tour
1 of 37
$439,900
3

Beds

1.0

Baths

1,601

Sq.Ft.

181 Crescent Circle

Cheshire, CT

View 611 Ives Row Cheshire, CT MLS# 24168897
$435,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

611 Ives Row

Cheshire, CT

View 39 Fernwood Lane Cheshire, CT MLS# 24163245
  • Recently Listed
1 of 38
$430,000
3

Beds

2.0

Baths

1,610

Sq.Ft.

39 Fernwood Lane

Cheshire, CT

View 261 Winthrop Drive Cheshire, CT MLS# 24161568
$429,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

261 Winthrop Drive

Cheshire, CT

View 767 Ives Row Cheshire, CT MLS# 24165723
$399,900
3

Beds

1.1

Baths

1,725

Sq.Ft.

767 Ives Row

Cheshire, CT

View 130 Bates Drive Cheshire, CT MLS# 24166447
$399,900
3

Beds

1.0

Baths

1,065

Sq.Ft.

130 Bates Drive

Cheshire, CT

View 15 Philson Court Cheshire, CT MLS# 24143840
$385,000
Studio

Beds

0.0

Baths

15 Philson Court

Cheshire, CT

View 103 Farview Drive Cheshire, CT MLS# 24173511
  • Recently Listed
1 of 26
OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$374,900
4

Beds

2.1

Baths

1,448

Sq.Ft.

103 Farview Drive

Cheshire, CT

View 73 Southwick Court 73 Cheshire, CT MLS# 24164237
  • Adult Community
1 of 34
$369,900
2

Beds

2.1

Baths

1,450

Sq.Ft.

73 Southwick Court 73

Cheshire, CT

View 10 Ives Hill Court 10 Cheshire, CT MLS# 24168203
  • Recently Listed
1 of 35
$364,900
2

Beds

2.1

Baths

1,486

Sq.Ft.

10 Ives Hill Court 10

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

115

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 - 300K8
$300K - 400K12
$400K - 500K14
$500K - 600K13
$600K - 700K19
$700K - 800K12
$800K - 900K10
$900K - 1M6
$1M - Max17

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family85
Townhouse0
Condo18
Commercial4
Rental20
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/16/2026)

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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