View 70 Heritage Drive Cheshire, CT MLS# 24208189
$649,900
3

Beds

2.1

Baths

2,605

Sq.Ft.

70 Heritage Drive

Cheshire, CT

View 385 Sir Walter Drive Cheshire, CT MLS# 24211153
$649,900
3

Beds

2.1

Baths

2,214

Sq.Ft.

385 Sir Walter Drive

Cheshire, CT

View 3 Wadsworth Lane Cheshire, CT MLS# 24178806
  • Adult Community
1 of 50
$649,000
3

Beds

3.0

Baths

3,702

Sq.Ft.

3 Wadsworth Lane

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 1100 Coleman Road Cheshire, CT MLS# 24205288
$649,000
4

Beds

2.1

Baths

2,280

Sq.Ft.

1100 Coleman Road

Cheshire, CT

View 98 Merwin Circle Cheshire, CT MLS# 24205796
$599,900
4

Beds

3.0

Baths

2,748

Sq.Ft.

98 Merwin Circle

Cheshire, CT

View 256 Nob Hill Road Cheshire, CT MLS# 24213120
$599,900
3

Beds

2.1

Baths

2,730

Sq.Ft.

256 Nob Hill Road

Cheshire, CT

View 531 Blacks Road Cheshire, CT MLS# 24209218
$599,000
3

Beds

2.2

Baths

2,308

Sq.Ft.

531 Blacks Road

Cheshire, CT

View 327 West Main Street Cheshire, CT MLS# 24217571
  • Recently Listed
1 of 39
$595,000
4

Beds

1.1

Baths

2,123

Sq.Ft.

327 West Main Street

Cheshire, CT

View 1253 Marion Road Cheshire, CT MLS# 24201096
  • Virtual Tour
1 of 44
$590,000
5

Beds

3.2

Baths

3,401

Sq.Ft.

1253 Marion Road

Cheshire, CT

View 178 Harrison Road Cheshire, CT MLS# 24213428
  • Recently Listed
1 of 37
$589,900
3

Beds

2.0

Baths

2,054

Sq.Ft.

178 Harrison Road

Cheshire, CT

View 450 Cardinal Lane Cheshire, CT MLS# 24213826
$579,900
4

Beds

2.1

Baths

2,042

Sq.Ft.

450 Cardinal Lane

Cheshire, CT

View 42 Eastgate Drive Cheshire, CT MLS# 24207101
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 11/7 11:00 AM - 1:00 PM
$579,900
4

Beds

2.1

Baths

2,042

Sq.Ft.

42 Eastgate Drive

Cheshire, CT

View 1251 South Main Street Cheshire, CT MLS# 24201800
$575,000
4

Beds

3.0

Baths

3,368

Sq.Ft.

1251 South Main Street

Cheshire, CT

View 908 South Meriden Road 2 Cheshire, CT MLS# 24192426
$550,000
2.4

Baths

7,546

Sq.Ft.

908 South Meriden Road 2

Cheshire, CT

View Address not provided Cheshire, CT MLS# 24212575
$549,000
3

Beds

2.0

Baths

1,617

Sq.Ft.

Address not provided

Cheshire, CT

View 3 Racebrook Court Cheshire, CT MLS# 24214282
$538,000
2

Beds

2.0

Baths

1,960

Sq.Ft.

3 Racebrook Court

Cheshire, CT

View 4 Cherrywood Circle Cheshire, CT MLS# 24216017
$525,000
3

Beds

2.0

Baths

2,043

Sq.Ft.

4 Cherrywood Circle

Cheshire, CT

View 1430 South Main Street Cheshire, CT MLS# 24216659
    1 of 40
    OPEN HOUSE: Saturday 11/7 2:00 PM - 4:00 PM
    $524,900
    3

    Beds

    2.1

    Baths

    1,932

    Sq.Ft.

    1430 South Main Street

    Cheshire, CT

    View 120 Hilltop Road Cheshire, CT MLS# 24215666
    $519,900
    3

    Beds

    2.0

    Baths

    1,564

    Sq.Ft.

    120 Hilltop Road

    Cheshire, CT

    View 268 Eastgate Drive Cheshire, CT MLS# 24213257
    $499,999
    3

    Beds

    2.1

    Baths

    1,642

    Sq.Ft.

    268 Eastgate Drive

    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

    99

    Estimated median home price

    $575,000
    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 - 200K7
    $200K - 300K5
    $300K - 400K15
    $400K - 500K16
    $500K - 600K14
    $600K - 700K6
    $700K - 800K10
    $800K - 900K8
    $900K - 1M2
    $1M - Max15

    Homes for Sale by Type in Cheshire, CT

    Property TypeCount
    Single Family66
    Townhouse0
    Condo21
    Commercial6
    Rental15
    Lots and Land5
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 11/3/2026)

    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.

    Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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