View 5 Pondside Place Cheshire, CT MLS# 24171304
    1 of 40
    OPEN HOUSE: Sunday 5/3 12:00 PM - 2:00 PM
    $699,900
    5

    Beds

    2.1

    Baths

    2,940

    Sq.Ft.

    5 Pondside Place

    Cheshire, CT

    View 55 Bellamy Road Cheshire, CT MLS# 24171093
      1 of 2
      OPEN HOUSE: Saturday 5/2 1:00 PM - 4:00 PM
      $629,900
      4

      Beds

      2.1

      Baths

      2,344

      Sq.Ft.

      55 Bellamy Road

      Cheshire, CT

      View 562 Oak Avenue 562 Cheshire, CT MLS# 24170256
        1 of 19
        OPEN HOUSE: Saturday 5/2 11:00 AM - 1:00 PM
        $325,000
        2

        Beds

        1.1

        Baths

        1,386

        Sq.Ft.

        562 Oak Avenue 562

        Cheshire, CT

        The time to sell is now! THE TIME TO SELL IS NOW!
        View 10 Colonial Court Cheshire, CT MLS# 24170129
          1 of 28
          OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
          $599,000
          3

          Beds

          2.1

          Baths

          2,270

          Sq.Ft.

          10 Colonial Court

          Cheshire, CT

          View 960 Peck Lane Cheshire, CT MLS# 24167821
          $439,900
          3

          Beds

          1.1

          Baths

          1,450

          Sq.Ft.

          960 Peck Lane

          Cheshire, CT

          View 611 Ives Row Cheshire, CT MLS# 24168897
          • Recently Listed
          1 of 30
          OPEN HOUSE: Thursday 4/30 4:30 PM - 6:00 PM
          $350,000
          3

          Beds

          2.0

          Baths

          1,788

          Sq.Ft.

          611 Ives Row

          Cheshire, CT

          View 200 Chipman Drive Cheshire, CT MLS# 24159847
          • Recently Listed with Virtual Tour
          1 of 40
          OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
          $595,000
          3

          Beds

          2.0

          Baths

          1,933

          Sq.Ft.

          200 Chipman Drive

          Cheshire, CT

          View 255 Nob Hill Road Cheshire, CT MLS# 24167013
          • Virtual Tour
          1 of 39
          $779,000
          4

          Beds

          4.1

          Baths

          3,664

          Sq.Ft.

          255 Nob Hill Road

          Cheshire, CT

          View 80 Ridgecrest Drive Cheshire, CT MLS# 24169130
          • Recently Listed
          1 of 35
          $795,000
          4

          Beds

          3.1

          Baths

          3,294

          Sq.Ft.

          80 Ridgecrest Drive

          Cheshire, CT

          View 456 Castle Glenn Cheshire, CT MLS# 24167592
          • Recently Listed
          1 of 41
          $799,900
          3

          Beds

          2.1

          Baths

          3,740

          Sq.Ft.

          456 Castle Glenn

          Cheshire, CT

          View 456 Castle Glenn Cheshire, CT MLS# 24168866
          • Recently Listed
          1 of 40
          $799,900
          3

          Beds

          2.1

          Baths

          3,740

          Sq.Ft.

          456 Castle Glenn

          Cheshire, CT

          View 12 Old Towne Road 12 Cheshire, CT MLS# 24167530
          $279,900
          2

          Beds

          2.1

          Baths

          1,500

          Sq.Ft.

          12 Old Towne Road 12

          Cheshire, CT

          View 735 Cook Hill Road Cheshire, CT MLS# 24169111
          $729,900
          4

          Beds

          2.1

          Baths

          2,748

          Sq.Ft.

          735 Cook Hill Road

          Cheshire, CT

          View 344 Towpath Lane Cheshire, CT MLS# 24165537
          $659,000
          3

          Beds

          2.1

          Baths

          2,560

          Sq.Ft.

          344 Towpath Lane

          Cheshire, CT

          View 70 Southwick Court 311 Cheshire, CT MLS# 24166840
          • Adult Community
          1 of 35
          $295,000
          2

          Beds

          2.0

          Baths

          1,132

          Sq.Ft.

          70 Southwick Court 311

          Cheshire, CT

          View 325 Sandbank Road B4 Cheshire, CT MLS# 24168012
          • Recently Listed
          1 of 38
          $265,000
          1.1

          Baths

          2,013

          Sq.Ft.

          325 Sandbank Road B4

          Cheshire, CT

          View 825 Farmington Drive Cheshire, CT MLS# 24167063
          $449,000
          3

          Beds

          1.1

          Baths

          1,688

          Sq.Ft.

          825 Farmington Drive

          Cheshire, CT

          View 1609 Sturbridge Court Cheshire, CT MLS# 24167170
          $699,900
          4

          Beds

          2.1

          Baths

          3,144

          Sq.Ft.

          1609 Sturbridge Court

          Cheshire, CT

          View 25 Surrey Drive Cheshire, CT MLS# 24166313
          • Virtual Tour
          1 of 38
          $899,000
          3

          Beds

          2.1

          Baths

          4,356

          Sq.Ft.

          25 Surrey Drive

          Cheshire, CT

          View 131 Paulney Road Cheshire, CT MLS# 24155016
          • Virtual Tour
          1 of 39
          $849,000
          4

          Beds

          2.1

          Baths

          2,904

          Sq.Ft.

          131 Paulney 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

          103

          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 - 300K9
          $300K - 400K14
          $400K - 500K11
          $500K - 600K8
          $600K - 700K12
          $700K - 800K14
          $800K - 900K9
          $900K - 1M7
          $1M - Max15

          Homes for Sale by Type in Cheshire, CT

          Property TypeCount
          Single Family72
          Townhouse0
          Condo20
          Commercial4
          Rental27
          Lots and Land6
          Condo/Town/CoOp0
          CoOp0
          Multi Family1
          Mobile Home0
          Farms0

          (Data as of 4/29/2026)

          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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