View 44 Williamsburg Drive Cheshire, CT MLS# 24190110
$499,900
4

Beds

2.0

Baths

1,554

Sq.Ft.

44 Williamsburg 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 16 Deepwood Drive Cheshire, CT MLS# 24182948
  • Virtual Tour
1 of 38
$494,900
3

Beds

2.0

Baths

1,566

Sq.Ft.

16 Deepwood Drive

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 479 Blacks Road Cheshire, CT MLS# 24187815
$475,000
3

Beds

2.0

Baths

1,816

Sq.Ft.

479 Blacks Road

Cheshire, CT

View 140 Willow Street Cheshire, CT MLS# 24167158
$469,900
3

Beds

2.0

Baths

1,426

Sq.Ft.

140 Willow Street

Cheshire, CT

View 979 Farmington Drive Cheshire, CT MLS# 24198366
    1 of 31
    OPEN HOUSE: Saturday 8/22 12:00 PM - 2:00 PM
    $459,900
    3

    Beds

    1.0

    Baths

    1,440

    Sq.Ft.

    979 Farmington Drive

    Cheshire, CT

    View 445 Lincoln Drive Cheshire, CT MLS# 24189577
    $455,000
    3

    Beds

    1.0

    Baths

    1,764

    Sq.Ft.

    445 Lincoln Drive

    Cheshire, CT

    View 110 Green Hill Lane Cheshire, CT MLS# 24190599
    $450,000
    5

    Beds

    2.0

    Baths

    1,584

    Sq.Ft.

    110 Green Hill Lane

    Cheshire, CT

    View 1185 Highview Terrace Cheshire, CT MLS# 24195608
    $450,000
    3

    Beds

    2.1

    Baths

    2,032

    Sq.Ft.

    1185 Highview Terrace

    Cheshire, CT

    View 448 Mixville Road Cheshire, CT MLS# 24187185
    $449,900
    3

    Beds

    2.1

    Baths

    1,323

    Sq.Ft.

    448 Mixville Road

    Cheshire, CT

    View 460 Oak Avenue Cheshire, CT MLS# 24187993
    $449,900
    3

    Beds

    2.0

    Baths

    1,446

    Sq.Ft.

    460 Oak Avenue

    Cheshire, CT

    View 39 Green Hill Lane Cheshire, CT MLS# 24171596
    $449,000
    3

    Beds

    1.1

    Baths

    1,656

    Sq.Ft.

    39 Green Hill Lane

    Cheshire, CT

    View 187 Elmwood Drive Cheshire, CT MLS# 24180610
    $449,000
    3

    Beds

    2.0

    Baths

    1,437

    Sq.Ft.

    187 Elmwood Drive

    Cheshire, CT

    View 1105 Peck Lane Cheshire, CT MLS# 24187679
    $399,900
    4

    Beds

    1.0

    Baths

    941

    Sq.Ft.

    1105 Peck Lane

    Cheshire, CT

    View 393 South Meriden Road Cheshire, CT MLS# 24186242
    $375,000
    2

    Beds

    2.0

    Baths

    1,382

    Sq.Ft.

    393 South Meriden Road

    Cheshire, CT

    View 354 Academy Road Cheshire, CT MLS# 24197066
    $359,900
    2

    Beds

    1.1

    Baths

    1,678

    Sq.Ft.

    354 Academy Road

    Cheshire, CT

    View 908 South Meriden Road 6 Cheshire, CT MLS# 24192430
    $350,000
    1.1

    Baths

    2,460

    Sq.Ft.

    908 South Meriden Road 6

    Cheshire, CT

    View 35 Southwick Court 35 Cheshire, CT MLS# 24195111
    • Adult Community
    1 of 40
    $350,000
    2

    Beds

    2.0

    Baths

    1,080

    Sq.Ft.

    35 Southwick Court 35

    Cheshire, CT

    View 81 Quarry Village Road 81 Cheshire, CT MLS# 24184191
    $349,900
    2

    Beds

    1.1

    Baths

    1,440

    Sq.Ft.

    81 Quarry Village Road 81

    Cheshire, CT

    View 84 Lakeview Avenue Cheshire, CT MLS# 24188483
    $349,900
    3

    Beds

    1.0

    Baths

    1,092

    Sq.Ft.

    84 Lakeview Avenue

    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

    99

    Estimated median home price

    $598,000
    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 - 200K4
    $200K - 300K8
    $300K - 400K11
    $400K - 500K15
    $500K - 600K12
    $600K - 700K12
    $700K - 800K10
    $800K - 900K9
    $900K - 1M2
    $1M - Max15

    Homes for Sale by Type in Cheshire, CT

    Property TypeCount
    Single Family66
    Townhouse0
    Condo20
    Commercial6
    Rental17
    Lots and Land6
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 8/19/2026)

    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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