View Old Lane Road # Cheshire, CT MLS# 24096931
$60,000
Studio

Beds

0.0

Baths

Old Lane Road #

Cheshire, CT

View 0 Moss Farms Road Cheshire, CT MLS# 24068027
$169,900
Studio

Beds

0.0

Baths

0 Moss Farms Road

Cheshire, CT

View 474 Oak Avenue APT 74 Cheshire, CT MLS# 24142822
$199,000
2

Beds

1.0

Baths

900

Sq.Ft.

474 Oak Avenue APT 74

Cheshire, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 40 Southwick Court 106 Cheshire, CT MLS# 24127725
  • Adult Community
1 of 21
$210,000
Studio

Beds

1.0

Baths

600

Sq.Ft.

40 Southwick Court 106

Cheshire, CT

View 14 Woodridge Drive 14 Cheshire, CT MLS# 24143532
    1 of 16
    OPEN HOUSE: Sunday 12/14 11:00 AM - 1:00 PM
    $249,900
    2

    Beds

    1.1

    Baths

    1,100

    Sq.Ft.

    14 Woodridge Drive 14

    Cheshire, CT

    View Waterbury Road # Cheshire, CT MLS# 24047391
    $260,000
    Studio

    Beds

    0.0

    Baths

    Waterbury Road #

    Cheshire, CT

    View 1116 Wallingford Road Cheshire, CT MLS# 24135673
    $265,000
    Studio

    Beds

    0.0

    Baths

    1116 Wallingford Road

    Cheshire, CT

    View 40 Woodridge Drive 40 Cheshire, CT MLS# 24137972
    $265,000
    2

    Beds

    2.0

    Baths

    1,574

    Sq.Ft.

    40 Woodridge Drive 40

    Cheshire, CT

    View 16 Deepwood Drive Cheshire, CT MLS# 24136988
    $274,900
    3

    Beds

    1.0

    Baths

    1,486

    Sq.Ft.

    16 Deepwood Drive

    Cheshire, CT

    View 445 Lincoln Drive Cheshire, CT MLS# 24141269
    $275,000
    3

    Beds

    1.0

    Baths

    900

    Sq.Ft.

    445 Lincoln Drive

    Cheshire, CT

    View 40 Southwick Court 201 Cheshire, CT MLS# 24136164
    • Adult Community
    1 of 39
    $285,000
    2

    Beds

    2.0

    Baths

    954

    Sq.Ft.

    40 Southwick Court 201

    Cheshire, CT

    View 5 Waterside Way Cheshire, CT MLS# 24138368
    $299,900
    Studio

    Beds

    0.0

    Baths

    5 Waterside Way

    Cheshire, CT

    View 6 Waterside Way Cheshire, CT MLS# 24138400
    $299,900
    Studio

    Beds

    0.0

    Baths

    6 Waterside Way

    Cheshire, CT

    View 37 Ives Hill Court 37 Cheshire, CT MLS# 24122147
    $299,950
    2

    Beds

    2.1

    Baths

    1,686

    Sq.Ft.

    37 Ives Hill Court 37

    Cheshire, CT

    View 315 Greens Loop 315 Cheshire, CT MLS# 24135648
    $322,900
    2

    Beds

    1.1

    Baths

    1,052

    Sq.Ft.

    315 Greens Loop 315

    Cheshire, CT

    View 253 Elmwood Circle Cheshire, CT MLS# 24143965
    • Recently Listed with Virtual Tour
    1 of 40
    OPEN HOUSE: Sunday 12/14 1:00 PM - 3:00 PM
    $329,000
    3

    Beds

    1.0

    Baths

    1,242

    Sq.Ft.

    253 Elmwood Circle

    Cheshire, CT

    View 751 West Main Street APT G Cheshire, CT MLS# 24128773
    $330,000
    3

    Beds

    2.0

    Baths

    1,620

    Sq.Ft.

    751 West Main Street APT G

    Cheshire, CT

    View 15 Quarry Village Road 15 Cheshire, CT MLS# 24139386
    $349,900
    3

    Beds

    1.1

    Baths

    2,052

    Sq.Ft.

    15 Quarry Village Road 15

    Cheshire, CT

    View 975 Waterbury Road Cheshire, CT MLS# 24126026
    $399,900
    4

    Beds

    3.0

    Baths

    2,544

    Sq.Ft.

    975 Waterbury Road

    Cheshire, CT

    View 264 Timber Lane Cheshire, CT MLS# 24092124
    $409,000
    3

    Beds

    2.0

    Baths

    1,350

    Sq.Ft.

    264 Timber Lane

    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

    104

    Estimated median home price

    $669,950
    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 - 200K2
    $200K - 300K11
    $300K - 400K5
    $400K - 500K11
    $500K - 600K11
    $600K - 700K23
    $700K - 800K7
    $800K - 900K8
    $900K - 1M6
    $1M - Max19

    Homes for Sale by Type in Cheshire, CT

    Property TypeCount
    Single Family68
    Townhouse0
    Condo26
    Commercial3
    Rental26
    Lots and Land6
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 12/13/2025)

    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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