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    Chester, CT
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    25 Properties Available

    25 Properties Available

    The average price in the selected areas has remained stable. Learn more
    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    33 Chester Drive, Manchester, CT 06040
    1/32
    New

    $339,900

    3 Beds2 Baths1,229 SqFt

    33 Chester Drive, Manchester, CT 06040

    Listed by Michael Wrabel of MW Park Real Estate LLC

    63 Chester Street, Milford, CT 06460
    1/36
    Active
    3D

    $1,175,000

    4 Beds4 Baths2,949 SqFt

    63 Chester Street, Milford, CT 06460

    Listed by Michael Hvizdo of Coldwell Banker Realty

    25 Goose Hill Road, Chester, CT 06412
    1/24
    Under Contract

    $385,000

    2 Beds2 Baths1,454 SqFt

    25 Goose Hill Road, Chester, CT 06412

    Listed by Janet Mashia of William Pitt Sotheby's Int'l

    42 Straits Road, Chester, CT 06412
    1/24
    Under Contract

    $495,000

    3 Beds3 Baths2,068 SqFt

    42 Straits Road, Chester, CT 06412

    Listed by Stephanie Stone of William Raveis/First Town RE

    22 Goose Hill Road, Chester, CT 06412
    1/39
    Under Contract

    $450,000

    3 Beds3 Baths1,714 SqFt

    22 Goose Hill Road, Chester, CT 06412

    Listed by Kelly Puorro of Puorro Realty Group

    225 Chester Street, East Hartford, CT 06108
    1/16
    Active

    $349,999

    4 Beds2 Baths1,549 SqFt

    225 Chester Street, East Hartford, CT 06108

    Listed by Thuyan Tran of Oxford Realty

    1 Kirtland Avenue, Chester, CT 06412
    1/24
    Under Contract

    $439,900

    3 Beds2 Baths1,198 SqFt

    1 Kirtland Avenue, Chester, CT 06412

    Listed by Craig Milton of Re/Max Valley Shore

    135 Middlesex Avenue, Chester, CT 06412
    1/35
    Open Sat 12PM-2PM

    $499,000

    3 Beds2 Baths1,188 SqFt

    135 Middlesex Avenue, Chester, CT 06412

    Listed by Lisa Genovali of Re/Max Valley Shore

    47 East Kings Highway, Chester, CT 06412
    1/40
    Active

    $2,200,000

    4 Beds4 Baths3,957 SqFt

    47 East Kings Highway, Chester, CT 06412

    Listed by Al Chiarito of Chiarito Real Estate LLC

    6 Jagger Lane, Chester, CT 06412
    1/40
    Under Contract

    $805,000

    2 Beds3 Baths2,428 SqFt

    6 Jagger Lane, Chester, CT 06412

    Listed by Maddy Mattson of Coldwell Banker Realty

    136 Goose Hill Road, Chester, CT 06412
    1/40
    Price Dropped by $75K

    $825,000

    4 Beds3 Baths3,343 SqFt

    136 Goose Hill Road, Chester, CT 06412

    Listed by Christopher Torrez of RE/MAX One

    88 Winthrop Road, Chester, CT 06412
    1/5
    Active

    $799,900

    3 Beds3 Baths2,240 SqFt

    88 Winthrop Road, Chester, CT 06412

    Listed by Peter Walsh of Re/Max Valley Shore

    59-65 Maple Street, Chester, CT 06412
    1/37
    Price Dropped by $105K

    $1,995,000

    11 Beds12 Baths8,500 SqFt

    59-65 Maple Street, Chester, CT 06412

    Listed by Connor Wenchell of VC Property Group, LLC

    288 Middlesex Avenue, Chester, CT 06412
    1/38
    Active

    $3,150,000

    4 Beds6 Baths4,926 SqFt

    288 Middlesex Avenue, Chester, CT 06412

    Listed by Nancy Mesham of Coldwell Banker Realty

    21 Main Street, Chester, CT 06412
    1/35
    Price Dropped by $205K

    $995,000

    1 Bath3,000 SqFt

    21 Main Street, Chester, CT 06412

    Listed by Maureen Evans of William Raveis Real Estate

    44 Chester Street, Milford, CT 06460
    1/15
    Under Contract

    $250,000

    3 Beds1 Bath936 SqFt

    44 Chester Street, Milford, CT 06460

    Listed by Thomas Mele of Dorrance Realty

    56 Middlesex Turnpike, Chester, CT 06412
    1/18
    Active

    $3,995

    1,664 SqFt

    56 Middlesex Turnpike, Chester, CT 06412

    Listed by Edward Sheehan of William Raveis Real Estate

    189 Middlesex Avenue, Chester, CT 06412
    1/7
    Active

    $3,675,000

    21,905 SqFt

    189 Middlesex Avenue, Chester, CT 06412

    Listed by Stephen Press of Press/Cuozzo Realtors

    1 Maple Street, Chester, CT 06412
    1/17
    Active

    $550

    4,757 SqFt

    1 Maple Street, Chester, CT 06412

    Listed by Kelly Puorro of Puorro Realty Group

    Goose Hill Road, Chester, CT 06412
    1/6
    Under Contract

    $145,000

    4.91 Acres

    Goose Hill Road, Chester, CT 06412

    Listed by Amy Graham of William Pitt Sotheby's Int'l

    Turkey Hill Road, Chester, CT 06412
    1/19
    Price Dropped by $24K

    $75,000

    1 Acres

    Turkey Hill Road, Chester, CT 06412

    Listed by Charles Kroopneck of Charles Kroopneck Real Estate

    10 Denlar Drive, Chester, CT 06412
    1/30
    Active

    $1,450,000

    28,525 SqFt

    10 Denlar Drive, Chester, CT 06412

    Listed by Susan Malan of William Pitt Sotheby's Int'l

    21 Main Street, Chester, CT 06412
    1/37
    Price Dropped by $205K

    $995,000

    3,000 SqFt

    21 Main Street, Chester, CT 06412

    Listed by Maureen Evans of William Raveis Real Estate

    3 Inspiration Lane #1, Chester, CT 06412
    1/24
    Active

    $5,500

    4,000 SqFt

    3 Inspiration Lane #1, Chester, CT 06412

    Listed by Kevin Brignole of Spaulding Realty Group, LLC

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    Wide Rectangle Logo The Denise Walsh Teamthumbnail_image
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    The Denise Walsh Team

    Denise Walsh License ID: 0761852

    +1(203) 650-1583 denise.walsh@raveis.com

    54 Miller Street, Fairfield, CT 06824, United States

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        Home
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    The Denise Walsh Team

    Denise Walsh License ID: 0761852

    +1(203) 650-1583 denise.walsh@raveis.com

    54 Miller Street, Fairfield, CT 06824, United States

    Get My App

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.