View 105 Deepwood Drive Cheshire, CT MLS# 24220055
    1 of 40
    OPEN HOUSE: Saturday 11/14 12:00 PM - 2:00 PM
    $429,900
    2

    Beds

    2.0

    Baths

    1,104

    Sq.Ft.

    105 Deepwood Drive

    Cheshire, CT

    View 125 Wallingford Road Cheshire, CT MLS# 24205907
    $425,000
    3

    Beds

    2.0

    Baths

    1,568

    Sq.Ft.

    125 Wallingford Road

    Cheshire, CT

    View 72 Quarry Village Road 72 Cheshire, CT MLS# 24214748
    $425,000
    2

    Beds

    2.1

    Baths

    1,700

    Sq.Ft.

    72 Quarry Village Road 72

    Cheshire, CT

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 388 Sharon Drive Cheshire, CT MLS# 24210609
    $409,900
    3

    Beds

    2.0

    Baths

    1,512

    Sq.Ft.

    388 Sharon Drive

    Cheshire, CT

    View 110 Green Hill Lane Cheshire, CT MLS# 24206251
    $399,900
    5

    Beds

    2.0

    Baths

    1,584

    Sq.Ft.

    110 Green Hill Lane

    Cheshire, CT

    View 1016 Sperry Road Cheshire, CT MLS# 24212500
    $399,000
    2

    Beds

    1.0

    Baths

    974

    Sq.Ft.

    1016 Sperry Road

    Cheshire, CT

    View 45 Broadview Road Cheshire, CT MLS# 24214222
    • Recently Listed
    1 of 33
    $389,900
    2

    Beds

    1.0

    Baths

    977

    Sq.Ft.

    45 Broadview Road

    Cheshire, CT

    View 374 Moss Farms Road Cheshire, CT MLS# 24206787
    $379,900
    3

    Beds

    1.0

    Baths

    1,008

    Sq.Ft.

    374 Moss Farms Road

    Cheshire, CT

    View 7 Old Towne Road 7 Cheshire, CT MLS# 24218209
    $355,000
    2

    Beds

    2.0

    Baths

    1,250

    Sq.Ft.

    7 Old Towne Road 7

    Cheshire, CT

    View 12 Southwick Court 12 Cheshire, CT MLS# 24216609
    • Adult Community
    1 of 32
    $350,000
    2

    Beds

    2.0

    Baths

    1,305

    Sq.Ft.

    12 Southwick Court 12

    Cheshire, CT

    View 50 Saint Joseph Street Cheshire, CT MLS# 24211856
    $349,999
    3

    Beds

    1.1

    Baths

    1,573

    Sq.Ft.

    50 Saint Joseph Street

    Cheshire, CT

    View 393 South Meriden Road Cheshire, CT MLS# 24186242
    $349,900
    2

    Beds

    2.0

    Baths

    1,382

    Sq.Ft.

    393 South Meriden Road

    Cheshire, CT

    View 54 Currier Place 54 Cheshire, CT MLS# 24192035
    $349,900
    3

    Beds

    2.1

    Baths

    1,456

    Sq.Ft.

    54 Currier Place 54

    Cheshire, CT

    View 747 West Main Street H Cheshire, CT MLS# 24217287
    • Recently Listed
    1 of 37
    $349,900
    2

    Beds

    1.1

    Baths

    1,908

    Sq.Ft.

    747 West Main Street H

    Cheshire, CT

    View 114 Broadview Road Cheshire, CT MLS# 24207774
    $339,900
    2

    Beds

    1.0

    Baths

    816

    Sq.Ft.

    114 Broadview Road

    Cheshire, CT

    View 83 Quarry Village Road 83 Cheshire, CT MLS# 24205596
    $335,000
    2

    Beds

    1.1

    Baths

    2,160

    Sq.Ft.

    83 Quarry Village Road 83

    Cheshire, CT

    View 418 Greens Loop Cheshire, CT MLS# 24200337
    $324,900
    2

    Beds

    1.1

    Baths

    1,052

    Sq.Ft.

    418 Greens Loop

    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 - 200K7
    $200K - 300K5
    $300K - 400K16
    $400K - 500K15
    $500K - 600K15
    $600K - 700K6
    $700K - 800K9
    $800K - 900K6
    $900K - 1M2
    $1M - Max15

    Homes for Sale by Type in Cheshire, CT

    Property TypeCount
    Single Family63
    Townhouse0
    Condo22
    Commercial6
    Rental17
    Lots and Land5
    Condo/Town/CoOp0
    CoOp0
    Multi Family1
    Mobile Home0
    Farms0

    (Data as of 11/9/2026)

    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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