View 68 Pleasant Drive Cheshire, CT MLS# 24214579
  • Recently Listed
1 of 38
$469,000
4

Beds

3.0

Baths

1,478

Sq.Ft.

68 Pleasant Drive

Cheshire, CT

View 3 Racebrook Court Cheshire, CT MLS# 24214282
  • Recently Listed
1 of 25
OPEN HOUSE: Saturday 10/17 12:00 PM - 2:00 PM
$538,000
2

Beds

2.0

Baths

1,960

Sq.Ft.

3 Racebrook Court

Cheshire, CT

View 178 Harrison Road Cheshire, CT MLS# 24213428
    1 of 37
    OPEN HOUSE: Saturday 10/17 12:00 PM - 2:00 PM
    $589,900
    3

    Beds

    2.0

    Baths

    2,054

    Sq.Ft.

    178 Harrison Road

    Cheshire, CT

    The time to sell is now! THE TIME TO SELL IS NOW!
    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 149 Creamery Road Cheshire, CT MLS# 24213376
    $529,900
    4

    Beds

    2.0

    Baths

    2,280

    Sq.Ft.

    149 Creamery Road

    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 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 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 50 Foxwood Court Cheshire, CT MLS# 24210432
      • Recently Listed
      1 of 40
      $465,000
      3

      Beds

      1.1

      Baths

      2,120

      Sq.Ft.

      50 Foxwood Court

      Cheshire, CT

      View 1116 Wallingford Road Cheshire, CT MLS# 24212517
      $230,000
      0.0

      Baths

      1116 Wallingford Road

      Cheshire, CT

      View 1016 Sperry Road Cheshire, CT MLS# 24212500
      • Recently Listed
      1 of 27
      $415,000
      2

      Beds

      1.0

      Baths

      974

      Sq.Ft.

      1016 Sperry Road

      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

      View 1 Mountaincrest Drive Cheshire, CT MLS# 24206472
      • Recently Listed
      1 of 72
      $1,375,000
      4

      Beds

      4.1

      Baths

      3,718

      Sq.Ft.

      1 Mountaincrest Drive

      Cheshire, CT

      View 50 Saint Joseph Street Cheshire, CT MLS# 24211856
      • Recently Listed
      1 of 35
      $349,999
      3

      Beds

      1.1

      Baths

      1,573

      Sq.Ft.

      50 Saint Joseph Street

      Cheshire, CT

      View 273 Winthrop Drive Cheshire, CT MLS# 24210901
      $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
      1 of 39
      $409,900
      3

      Beds

      2.0

      Baths

      1,512

      Sq.Ft.

      388 Sharon Drive

      Cheshire, CT

      View 21 Berkshire Court Cheshire, CT MLS# 24210753
      $725,000
      4

      Beds

      2.1

      Baths

      2,873

      Sq.Ft.

      21 Berkshire Court

      Cheshire, CT

      View 662 Coleman Road Cheshire, CT MLS# 24211310
      • Recently Listed
      1 of 40
      $775,000
      4

      Beds

      2.1

      Baths

      3,143

      Sq.Ft.

      662 Coleman Road

      Cheshire, CT

      View 190 Remus Road Cheshire, CT MLS# 24207733
      • Recently Listed
      1 of 35
      OPEN HOUSE: Saturday 10/17 12:00 PM - 2:00 PM
      $475,000
      4

      Beds

      2.0

      Baths

      2,033

      Sq.Ft.

      190 Remus Road

      Cheshire, CT

      View 368 Charles Drive Cheshire, CT MLS# 24208525
      • Recently Listed with Virtual Tour
      1 of 46
      $769,000
      4

      Beds

      3.0

      Baths

      2,324

      Sq.Ft.

      368 Charles 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

      97

      Estimated median home price

      $549,000
      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 - 200K6
      $200K - 300K6
      $300K - 400K12
      $400K - 500K20
      $500K - 600K12
      $600K - 700K9
      $700K - 800K11
      $800K - 900K4
      $900K - 1M1
      $1M - Max15

      Homes for Sale by Type in Cheshire, CT

      Property TypeCount
      Single Family64
      Townhouse0
      Condo20
      Commercial6
      Rental17
      Lots and Land6
      Condo/Town/CoOp0
      CoOp0
      Multi Family1
      Mobile Home0
      Farms0

      (Data as of 10/15/2026)

      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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