View 275 West Main Street Chester, CT MLS# 24173958
  • Recently Listed
1 of 40
$485,000
4

Beds

2.0

Baths

1,906

Sq.Ft.

275 West Main Street

Chester, CT

View 19 Castle View Drive Chester, CT MLS# 24174952
  • Recently Listed
1 of 37
$459,900
3

Beds

1.1

Baths

1,092

Sq.Ft.

19 Castle View Drive

Chester, CT

View 136 Goose Hill Road Chester, CT MLS# 24172811
    1 of 41
    OPEN HOUSE: Saturday 5/16 11:00 AM - 12:30 PM
    $995,000
    4

    Beds

    3.0

    Baths

    3,343

    Sq.Ft.

    136 Goose Hill Road

    Chester, CT

    The time to sell is now! THE TIME TO SELL IS NOW!
    View 3 KIRTLAND Avenue Chester, CT MLS# 24172965
    $282,225
    2

    Beds

    2.0

    Baths

    1,344

    Sq.Ft.

    3 KIRTLAND Avenue

    Chester, CT

    View 81 Main Street Chester, CT MLS# 24172804
    • Recently Listed
    1 of 39
    $550,000
    2

    Beds

    2.0

    Baths

    1,128

    Sq.Ft.

    81 Main Street

    Chester, CT

    View 59-65 Maple Street Chester, CT MLS# 24170551
    • Recently Listed
    1 of 37
    $2,100,000
    11

    Beds

    10.2

    Baths

    8,500

    Sq.Ft.

    59-65 Maple Street

    Chester, CT

    View 135 Middlesex Avenue Chester, CT MLS# 24169301
    • Recently Listed
    1 of 34
    OPEN HOUSE: Saturday 5/16 1:00 PM - 3:00 PM
    $525,000
    3

    Beds

    2.0

    Baths

    1,188

    Sq.Ft.

    135 Middlesex Avenue

    Chester, CT

    View 288 Middlesex Avenue Chester, CT MLS# 24166793
    • Virtual Tour
    1 of 38
    $3,150,000
    4

    Beds

    4.2

    Baths

    4,926

    Sq.Ft.

    288 Middlesex Avenue

    Chester, CT

    View 226 Middlesex Avenue Chester, CT MLS# 24165416
    $695,000
    4

    Beds

    2.1

    Baths

    2,029

    Sq.Ft.

    226 Middlesex Avenue

    Chester, CT

    View 59-61 Wig Hill Road Chester, CT MLS# 24166010
    $695,000
    5

    Beds

    2.1

    Baths

    3,862

    Sq.Ft.

    59-61 Wig Hill Road

    Chester, CT

    View Turkey Hill Road # Chester, CT MLS# 24164488
    $99,900
    Studio

    Beds

    0.0

    Baths

    Turkey Hill Road #

    Chester, CT

    View 10 Denlar Drive Chester, CT MLS# 24149430
    $1,450,000
    28,525

    Sq.Ft.

    10 Denlar Drive

    Chester, CT

    View 26 Ferry Road Chester, CT MLS# 24148777
    $850,000
    4

    Beds

    2.0

    Baths

    8,382

    Sq.Ft.

    26 Ferry Road

    Chester, CT

    View 21 Main Street # Chester, CT MLS# 24144188
    $1,200,000
    3,000

    Sq.Ft.

    21 Main Street #

    Chester, CT

    View 21 Main Street Chester, CT MLS# 24148717
    $1,200,000
    1.0

    Baths

    3,000

    Sq.Ft.

    21 Main Street

    Chester, CT

    View 189 Middlesex Avenue Chester, CT MLS# 24120456
    $4,200,000
    21,905

    Sq.Ft.

    189 Middlesex Avenue

    Chester, CT

    View 132 Main Street Chester, CT MLS# 170601397
    $975,000
    23,467

    Sq.Ft.

    132 Main Street

    Chester, CT

    View 11 Kings Highway Chester, CT MLS# 170533629
    $238,500
    Studio

    Beds

    0.0

    Baths

    11 Kings Highway

    Chester, CT

    About Chester

    Chester achieved fame as a center for inventors and manufacturing innovations.  Today, Chester touts itself as “home to a stone mason with the eye of an artist, and artists with the industry of stone masons.”  Many multinational businesses complete with New York for clients.

    Listings in Chester, CT

    18

    Estimated median home price

    $772,500
    Chester CT Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Chester, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Chester, CT.

    Homes for Sale by Price in Chester, CT

    PriceCount
    $0 - 100K1
    $100K - 200K0
    $200K - 300K2
    $300K - 400K0
    $400K - 500K2
    $500K - 600K2
    $600K - 700K2
    $700K - 800K0
    $800K - 900K1
    $900K - 1M2
    $1M - Max6

    Homes for Sale by Type in Chester, CT

    Property TypeCount
    Single Family9
    Townhouse0
    Condo0
    Commercial5
    Rental5
    Lots and Land2
    Condo/Town/CoOp0
    CoOp0
    Multi Family2
    Mobile Home0
    Farms0

    (Data as of 5/13/2026)

    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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