View 908 South Meriden Road 2 Cheshire, CT MLS# 24192426
$650,000
2.4

Baths

7,546

Sq.Ft.

908 South Meriden Road 2

Cheshire, CT

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
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 10/17 12:00 PM - 2:00 PM
$649,900
3

Beds

2.1

Baths

2,214

Sq.Ft.

385 Sir Walter Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
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

View 3 Wadsworth Lane Cheshire, CT MLS# 24186197
  • Adult Community
1 of 59
$649,000
3

Beds

3.0

Baths

3,702

Sq.Ft.

3 Wadsworth Lane

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
  • Recently Listed
1 of 39
$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
  • Recently Listed
1 of 41
$599,000
3

Beds

2.2

Baths

2,308

Sq.Ft.

531 Blacks Road

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 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 88 Dundee Drive Cheshire, CT MLS# 24189652
$549,999
4

Beds

2.1

Baths

1,424

Sq.Ft.

88 Dundee Drive

Cheshire, CT

View Address not provided Cheshire, CT MLS# 24212575
  • Recently Listed
1 of 40
$549,000
3

Beds

2.0

Baths

1,617

Sq.Ft.

Address not provided

Cheshire, CT

View 225 Timber Lane Cheshire, CT MLS# 24203640
$529,900
2

Beds

2.1

Baths

1,810

Sq.Ft.

225 Timber Lane

Cheshire, CT

View 149 Creamery Road Cheshire, CT MLS# 24213376
$529,900
4

Beds

2.0

Baths

2,280

Sq.Ft.

149 Creamery Road

Cheshire, CT

View 268 Eastgate Drive Cheshire, CT MLS# 24213257
    1 of 2
    OPEN HOUSE: Sunday 10/18 12:00 PM - 2:00 PM
    $499,999
    3

    Beds

    2.1

    Baths

    1,642

    Sq.Ft.

    268 Eastgate Drive

    Cheshire, CT

    View 25 Stacy Court Cheshire, CT MLS# 24198101
    $499,900
    3

    Beds

    1.1

    Baths

    1,905

    Sq.Ft.

    25 Stacy Court

    Cheshire, CT

    View 190 Remus Road Cheshire, CT MLS# 24207733
    • Recently Listed
    1 of 35
    $499,900
    4

    Beds

    2.0

    Baths

    2,033

    Sq.Ft.

    190 Remus Road

    Cheshire, CT

    View 2 Saxon Woods Court Cheshire, CT MLS# 24207223
    $497,700
    3

    Beds

    2.0

    Baths

    2,459

    Sq.Ft.

    2 Saxon Woods Court

    Cheshire, CT

    View Address not provided Cheshire, CT MLS# 24202082
    $489,900
    3

    Beds

    1.1

    Baths

    1,355

    Sq.Ft.

    Address not provided

    Cheshire, CT

    View 72 Willow Street Cheshire, CT MLS# 24203699
    $484,900
    4

    Beds

    2.0

    Baths

    1,824

    Sq.Ft.

    72 Willow 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

    96

    Estimated median home price

    $529,900
    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 - 200K6
    $200K - 300K6
    $300K - 400K12
    $400K - 500K22
    $500K - 600K9
    $600K - 700K9
    $700K - 800K11
    $800K - 900K4
    $900K - 1M1
    $1M - Max15

    Homes for Sale by Type in Cheshire, CT

    Property TypeCount
    Single Family64
    Townhouse0
    Condo19
    Commercial6
    Rental17
    Lots and Land6
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 10/12/2026)

    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.

    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.

    © Copyright 2026 Smart Multiple Listing Service, Inc.