Cheshire Connecticut Homes for Sale

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View 644 South Brooksvale Road Cheshire, CT MLS# 24190982
  • Recently Listed
Save 644 South Brooksvale Road Cheshire, CT MLS# 24190982
1 of 45
$1,740,000
4

Beds

4.1

Baths

6,361

Sq.Ft.

644 South Brooksvale Road

Cheshire, CT

View 41 Soderman Way 41 Cheshire, CT MLS# 24189829
    Save 41 Soderman Way 41 Cheshire, CT MLS# 24189829
    1 of 40
    $829,000
    3

    Beds

    2.1

    Baths

    2,975

    Sq.Ft.

    41 Soderman Way 41

    Cheshire, CT

    View 88 Dundee Drive Cheshire, CT MLS# 24189652
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    Save 88 Dundee Drive Cheshire, CT MLS# 24189652
    1 of 16
    $561,885
    4

    Beds

    2.1

    Baths

    1,424

    Sq.Ft.

    88 Dundee Drive

    Cheshire, CT

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 115 Oak Avenue Cheshire, CT MLS# 24189669
    • Recently Listed
    Save 115 Oak Avenue Cheshire, CT MLS# 24189669
    1 of 38
    $549,900
    4

    Beds

    2.0

    Baths

    1,678

    Sq.Ft.

    115 Oak Avenue

    Cheshire, CT

    View 2 Saxon Woods Court Cheshire, CT MLS# 24188005
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    Save 2 Saxon Woods Court Cheshire, CT MLS# 24188005
    1 of 31
    $584,900
    3

    Beds

    2.0

    Baths

    2,459

    Sq.Ft.

    2 Saxon Woods Court

    Cheshire, CT

    View 414 Robin Court 414 Cheshire, CT MLS# 24188652
    • Recently Listed
    Save 414 Robin Court 414 Cheshire, CT MLS# 24188652
    1 of 25
    $244,995
    2

    Beds

    1.1

    Baths

    1,122

    Sq.Ft.

    414 Robin Court 414

    Cheshire, CT

    View 110 Green Hill Lane Cheshire, CT MLS# 24190599
    • Recently Listed
    Save 110 Green Hill Lane Cheshire, CT MLS# 24190599
    1 of 18
    $450,000
    5

    Beds

    2.0

    Baths

    1,584

    Sq.Ft.

    110 Green Hill Lane

    Cheshire, CT

    View 73 Shea Circle Cheshire, CT MLS# 24190737
    • Recently Listed
    Save 73 Shea Circle Cheshire, CT MLS# 24190737
    1 of 49
    $799,900
    3

    Beds

    2.1

    Baths

    2,950

    Sq.Ft.

    73 Shea Circle

    Cheshire, CT

    View 51 Currier Place 51 Cheshire, CT MLS# 24187497
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    Save 51 Currier Place 51 Cheshire, CT MLS# 24187497
    1 of 18
    $359,999
    3

    Beds

    2.1

    Baths

    1,456

    Sq.Ft.

    51 Currier Place 51

    Cheshire, CT

    View 44 Williamsburg Drive Cheshire, CT MLS# 24190110
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    Save 44 Williamsburg Drive Cheshire, CT MLS# 24190110
    1 of 25
    $499,900
    4

    Beds

    2.0

    Baths

    1,554

    Sq.Ft.

    44 Williamsburg Drive

    Cheshire, CT

    View 39 Green Hill Lane Cheshire, CT MLS# 24171596
      Save 39 Green Hill Lane Cheshire, CT MLS# 24171596
      1 of 36
      $449,000
      3

      Beds

      1.1

      Baths

      1,656

      Sq.Ft.

      39 Green Hill Lane

      Cheshire, CT

      View 445 Lincoln Drive Cheshire, CT MLS# 24189577
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      Save 445 Lincoln Drive Cheshire, CT MLS# 24189577
      1 of 32
      $455,000
      3

      Beds

      1.0

      Baths

      1,764

      Sq.Ft.

      445 Lincoln Drive

      Cheshire, CT

      View 791 Wallingford Road Cheshire, CT MLS# 24188115
      • Recently Listed
      Save 791 Wallingford Road Cheshire, CT MLS# 24188115
      1 of 40
      $749,900
      3

      Beds

      2.2

      Baths

      2,989

      Sq.Ft.

      791 Wallingford Road

      Cheshire, CT

      View 84 Lakeview Avenue Cheshire, CT MLS# 24188483
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      Save 84 Lakeview Avenue Cheshire, CT MLS# 24188483
      1 of 27
      $365,000
      3

      Beds

      1.0

      Baths

      1,092

      Sq.Ft.

      84 Lakeview Avenue

      Cheshire, CT

      View 29 Nathan Hale Court Cheshire, CT MLS# 24187529
        Save 29 Nathan Hale Court Cheshire, CT MLS# 24187529
        1 of 40
        $650,000
        4

        Beds

        2.1

        Baths

        3,301

        Sq.Ft.

        29 Nathan Hale Court

        Cheshire, CT

        View 17 Quell Court Cheshire, CT MLS# 24186555
          Save 17 Quell Court Cheshire, CT MLS# 24186555
          1 of 38
          $439,900
          3

          Beds

          2.0

          Baths

          1,430

          Sq.Ft.

          17 Quell Court

          Cheshire, CT

          View 836 Wolf Hill Road Cheshire, CT MLS# 24187037
            Save 836 Wolf Hill Road Cheshire, CT MLS# 24187037
            1 of 26
            $579,000
            4

            Beds

            2.1

            Baths

            2,289

            Sq.Ft.

            836 Wolf Hill Road

            Cheshire, CT

            View 25 Winding Trail Cheshire, CT MLS# 24187651
              Save 25 Winding Trail Cheshire, CT MLS# 24187651
              1 of 39
              $799,000
              4

              Beds

              2.2

              Baths

              3,773

              Sq.Ft.

              25 Winding Trail

              Cheshire, CT

              View 1105 Peck Lane Cheshire, CT MLS# 24187679
              • Recently Listed
              Save 1105 Peck Lane Cheshire, CT MLS# 24187679
              1 of 35
              $399,900
              4

              Beds

              1.0

              Baths

              941

              Sq.Ft.

              1105 Peck Lane

              Cheshire, CT

              View 80 Southwick Court 201 Cheshire, CT MLS# 24186325
              • Recently Listed
              Save 80 Southwick Court 201 Cheshire, CT MLS# 24186325
              1 of 23
              $209,000
              1

              Beds

              1.0

              Baths

              807

              Sq.Ft.

              80 Southwick Court 201

              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

              113

              Estimated median home price

              $599,900
              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 - 200K0
              $200K - 300K6
              $300K - 400K16
              $400K - 500K18
              $500K - 600K16
              $600K - 700K14
              $700K - 800K12
              $800K - 900K10
              $900K - 1M5
              $1M - Max15

              Homes for Sale by Type in Cheshire, CT

              Property TypeCount
              Single Family83
              Townhouse0
              Condo21
              Commercial2
              Rental21
              Lots and Land6
              Condo/Town/CoOp0
              CoOp0
              Multi Family1
              Mobile Home0
              Farms0

              (Data as of 7/13/2026)

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