View 375 Sycamore Lane Cheshire, CT MLS# 24174238
  • Recently Listed
1 of 35
$559,000
4

Beds

2.1

Baths

2,057

Sq.Ft.

375 Sycamore Lane

Cheshire, CT

View 76 Glenbrook Drive Cheshire, CT MLS# 24174813
  • Recently Listed
1 of 40
$579,000
3

Beds

2.1

Baths

1,937

Sq.Ft.

76 Glenbrook Drive

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

The time to sell is now! THE TIME TO SELL IS NOW!
View 13 Stonegate Circle Cheshire, CT MLS# 24175434
  • Recently Listed
1 of 40
$739,900
3

Beds

2.1

Baths

2,556

Sq.Ft.

13 Stonegate Circle

Cheshire, CT

View 230 Wallingford Road Cheshire, CT MLS# 24173978
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 5/17 11:00 AM - 1:00 PM
$559,900
3

Beds

2.1

Baths

2,462

Sq.Ft.

230 Wallingford Road

Cheshire, CT

View 1006 King Road Cheshire, CT MLS# 24165798
  • Recently Listed
1 of 43
OPEN HOUSE: Saturday 5/16 10:00 AM - 12:00 PM
$499,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

1006 King Road

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

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 649 Maple Avenue Cheshire, CT MLS# 24174035
  • Recently Listed with Virtual Tour
1 of 36
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$524,900
4

Beds

2.0

Baths

1,719

Sq.Ft.

649 Maple Avenue

Cheshire, CT

View 305 Richmond Glen Drive Cheshire, CT MLS# 24169697
  • Recently Listed
1 of 40
$839,900
3

Beds

2.1

Baths

2,625

Sq.Ft.

305 Richmond Glen Drive

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 30 Philson Court Cheshire, CT MLS# 24172675
  • Recently Listed
1 of 36
$659,000
4

Beds

2.1

Baths

2,924

Sq.Ft.

30 Philson Court

Cheshire, CT

View 1274 Cheshire Street Cheshire, CT MLS# 24172072
  • Recently Listed with Virtual Tour
1 of 40
$699,900
4

Beds

2.1

Baths

3,068

Sq.Ft.

1274 Cheshire Street

Cheshire, CT

View 30 Soderman Way 30 Cheshire, CT MLS# 24171703
  • Recently Listed with Virtual Tour
1 of 37
$694,070
3

Beds

3.1

Baths

2,450

Sq.Ft.

30 Soderman Way 30

Cheshire, CT

View 200 Chipman Drive Cheshire, CT MLS# 24159847
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 5/16 12:00 PM - 2:00 PM
$550,000
3

Beds

2.0

Baths

1,933

Sq.Ft.

200 Chipman Drive

Cheshire, CT

View 5 Melrose Drive Cheshire, CT MLS# 24171984
$1,395,000
4

Beds

4.0

Baths

3,423

Sq.Ft.

5 Melrose Drive

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 27 South Pond Circle Cheshire, CT MLS# 24171642
$675,000
4

Beds

2.1

Baths

2,880

Sq.Ft.

27 South Pond Circle

Cheshire, CT

View 643 Maple Avenue Cheshire, CT MLS# 24173785
$575,000
3

Beds

2.1

Baths

1,722

Sq.Ft.

643 Maple Avenue

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

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 - 400K10
$400K - 500K16
$500K - 600K13
$600K - 700K19
$700K - 800K12
$800K - 900K10
$900K - 1M6
$1M - Max17

Homes for Sale by Type in Cheshire, CT

Property TypeCount
Single Family86
Townhouse0
Condo17
Commercial4
Rental20
Lots and Land6
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 5/15/2026)

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.

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