View 273 Winthrop Drive Cheshire, CT MLS# 24210901
  • Recently Listed
Save 273 Winthrop Drive Cheshire, CT MLS# 24210901
1 of 35
OPEN HOUSE: Saturday 10/3 1:00 PM - 3:00 PM
$454,900
3

Beds

2.0

Baths

1,357

Sq.Ft.

273 Winthrop Drive

Cheshire, CT

View 388 Sharon Drive Cheshire, CT MLS# 24210609
  • Recently Listed
Save 388 Sharon Drive Cheshire, CT MLS# 24210609
1 of 39
$419,900
3

Beds

2.0

Baths

1,512

Sq.Ft.

388 Sharon Drive

Cheshire, CT

View 980 Notch Road Cheshire, CT MLS# 24210481
  • Recently Listed
Save 980 Notch Road Cheshire, CT MLS# 24210481
1 of 37
OPEN HOUSE: Saturday 10/3 10:30 AM - 12:30 PM
$434,900
3

Beds

2.0

Baths

1,729

Sq.Ft.

980 Notch Road

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 488 Radmere Road A Cheshire, CT MLS# 24203083
  • Virtual Tour
Save 488 Radmere Road A Cheshire, CT MLS# 24203083
1 of 25
$249,900
2

Beds

1.1

Baths

1,514

Sq.Ft.

488 Radmere Road A

Cheshire, CT

View 233 Forest Lane Cheshire, CT MLS# 24208227
  • Recently Listed
Save 233 Forest Lane Cheshire, CT MLS# 24208227
1 of 27
$319,900
3

Beds

1.1

Baths

1,413

Sq.Ft.

233 Forest Lane

Cheshire, CT

View 70 Southwick Court 311 Cheshire, CT MLS# 24206360
  • Adult Community
Save 70 Southwick Court 311 Cheshire, CT MLS# 24206360
1 of 15
$305,000
2

Beds

2.0

Baths

1,132

Sq.Ft.

70 Southwick Court 311

Cheshire, CT

View 122 Green Hill Lane Cheshire, CT MLS# 24208667
  • Recently Listed
Save 122 Green Hill Lane Cheshire, CT MLS# 24208667
1 of 40
OPEN HOUSE: Sunday 10/4 2:00 PM - 4:00 PM
$439,900
3

Beds

1.1

Baths

1,572

Sq.Ft.

122 Green Hill Lane

Cheshire, CT

View 114 Broadview Road Cheshire, CT MLS# 24207774
    Save 114 Broadview Road Cheshire, CT MLS# 24207774
    1 of 31
    $339,900
    2

    Beds

    1.0

    Baths

    816

    Sq.Ft.

    114 Broadview Road

    Cheshire, CT

    View 80 Contour Drive Cheshire, CT MLS# 24207039
    • Virtual Tour
    Save 80 Contour Drive Cheshire, CT MLS# 24207039
    1 of 41
    $449,900
    3

    Beds

    2.0

    Baths

    1,144

    Sq.Ft.

    80 Contour Drive

    Cheshire, CT

    View 374 Moss Farms Road Cheshire, CT MLS# 24206787
    • Recently Listed
    Save 374 Moss Farms Road Cheshire, CT MLS# 24206787
    1 of 31
    OPEN HOUSE: Saturday 10/3 10:00 AM - 12:00 PM
    $384,900
    3

    Beds

    1.0

    Baths

    1,008

    Sq.Ft.

    374 Moss Farms Road

    Cheshire, CT

    View 110 Green Hill Lane Cheshire, CT MLS# 24206251
    • Recently Listed
    Save 110 Green Hill Lane Cheshire, CT MLS# 24206251
    1 of 26
    $429,900
    5

    Beds

    2.0

    Baths

    1,584

    Sq.Ft.

    110 Green Hill Lane

    Cheshire, CT

    View 58 Old Towne Road 58 Cheshire, CT MLS# 24207116
      Save 58 Old Towne Road 58 Cheshire, CT MLS# 24207116
      1 of 39
      $429,900
      3

      Beds

      2.1

      Baths

      2,298

      Sq.Ft.

      58 Old Towne Road 58

      Cheshire, CT

      View 83 Quarry Village Road 83 Cheshire, CT MLS# 24205596
      • Recently Listed
      Save 83 Quarry Village Road 83 Cheshire, CT MLS# 24205596
      1 of 40
      $335,000
      2

      Beds

      1.1

      Baths

      2,160

      Sq.Ft.

      83 Quarry Village Road 83

      Cheshire, CT

      View 125 Wallingford Road Cheshire, CT MLS# 24205907
        Save 125 Wallingford Road Cheshire, CT MLS# 24205907
        1 of 38
        $425,000
        3

        Beds

        2.0

        Baths

        1,568

        Sq.Ft.

        125 Wallingford Road

        Cheshire, CT

        View 97 Southwick Court 97 Cheshire, CT MLS# 24206001
        • Adult Community
        Save 97 Southwick Court 97 Cheshire, CT MLS# 24206001
        1 of 25
        $355,000
        2

        Beds

        2.0

        Baths

        1,015

        Sq.Ft.

        97 Southwick Court 97

        Cheshire, CT

        View 1338 Avon Boulevard Cheshire, CT MLS# 24199826
        • Virtual Tour
        Save 1338 Avon Boulevard Cheshire, CT MLS# 24199826
        1 of 40
        $439,900
        3

        Beds

        2.0

        Baths

        1,619

        Sq.Ft.

        1338 Avon Boulevard

        Cheshire, CT

        View 213 Robin Lane Cheshire, CT MLS# 24203775
          Save 213 Robin Lane Cheshire, CT MLS# 24203775
          1 of 34
          $399,900
          2

          Beds

          2.0

          Baths

          1,374

          Sq.Ft.

          213 Robin Lane

          Cheshire, CT

          View 502 Oak Avenue 17 Cheshire, CT MLS# 24203224
            Save 502 Oak Avenue 17 Cheshire, CT MLS# 24203224
            1 of 26
            $199,000
            2

            Beds

            1.0

            Baths

            900

            Sq.Ft.

            502 Oak Avenue 17

            Cheshire, CT

            View 445 Lincoln Drive Cheshire, CT MLS# 24203408
            • Virtual Tour
            Save 445 Lincoln Drive Cheshire, CT MLS# 24203408
            1 of 29
            $455,000
            3

            Beds

            1.0

            Baths

            1,764

            Sq.Ft.

            445 Lincoln Drive

            Cheshire, CT

            View 137 Harrison Road Cheshire, CT MLS# 24202606
            • Virtual Tour
            Save 137 Harrison Road Cheshire, CT MLS# 24202606
            1 of 40
            $449,900
            3

            Beds

            2.0

            Baths

            1,310

            Sq.Ft.

            137 Harrison 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

            94

            Estimated median home price

            $562,500
            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 - 400K11
            $400K - 500K20
            $500K - 600K7
            $600K - 700K9
            $700K - 800K12
            $800K - 900K6
            $900K - 1M1
            $1M - Max15

            Homes for Sale by Type in Cheshire, CT

            Property TypeCount
            Single Family62
            Townhouse0
            Condo20
            Commercial6
            Rental16
            Lots and Land5
            Condo/Town/CoOp0
            CoOp0
            Multi Family1
            Mobile Home0
            Farms0

            (Data as of 10/3/2026)

            Browse Neighborhoods

            Find Properties in Cheshire, CT

            Cheshire, CT Information

            Find Properties by Zip

            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.