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    City: Chestertown, MD
    Listing Status: Active
    Map
    122 Properties Available In Chestertown

    122 Properties Available In Chestertown

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    • Price-High To Low
    • Price-Low To High
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    • Beds (Most)
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    MD >Chestertown >
    Market Insights
    Image
    Address
    Price
    Beds
    Baths
    Area
    Status

    10572 WATONGA RD, Chestertown, MD 21620

    MLS# MDKE2006644 Listed by Serhant

    $325,000

    3
    2
    1,404 SqFt
    Active

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668 Listed by Cross Street Realtors LLC

    $284,900

    3
    3
    1,900 SqFt
    Active

    23264 CLARISSA RD, Chestertown, MD 21620

    MLS# MDKE2006096 Listed by TTR Sotheby's International Realty

    $365,000

    3
    2
    1,248 SqFt
    Active

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670 Listed by Cummings & Co Realtors

    $120,000

    2
    1
    1,296 SqFt
    Active

    FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006672 Listed by RE/MAX Chesapeake

    $75,000

    --
    --
    2.2 Acres
    Active

    25416 COMMERCE LN, Chestertown, MD 21620

    MLS# MDKE2006664 Listed by Coldwell Banker Chesapeake Real Estate Company

    $1,100,000

    --
    --
    2.03 Acres Lot
    Active

    110 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2006626 Listed by ANR Realty, LLC

    $119,900

    3
    2
    2,210 SqFt
    Active

    8796 MARYLAND PKWY, Chestertown, MD 21620

    MLS# MDKE2006596 Listed by Coldwell Banker Chesapeake Real Estate Company

    $1,650,000

    9
    7
    4,776 SqFt
    Active

    1904 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2017480 Listed by Keller Williams Flagship

    $265,000

    3
    1
    1,967 SqFt
    Active

    1906 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2017476 Listed by Keller Williams Flagship

    $110,000

    --
    --
    1.93 Acres
    Active

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE2006624 Listed by Long & Foster Real Estate, Inc.

    $2,950

    4
    2
    1,656 SqFt
    Active

    10781 FERMOY RD, Chestertown, MD 21620

    MLS# MDKE2006640 Listed by Real Broker, LLC - Chester

    $449,900

    4
    3
    2,160 SqFt
    Active

    21172 WYOMING AVE, Chestertown, MD 21620

    MLS# MDKE2006642 Listed by Blue Star Real Estate, LLC

    $200,000

    4
    1
    2,920 SqFt
    Active

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

    $380,000

    4
    2
    1,277 SqFt
    Active

    8886 GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2006634 Listed by Samson Properties

    $80,000

    --
    --
    4.03 Acres
    Active

    25440 LEARMAN RD, Chestertown, MD 21620

    MLS# MDKE2006468 Listed by TTR Sotheby's International Realty

    $3,000,000

    3
    4
    3,142 SqFt
    Active

    22470 FAIRGALE FARM LN, Chestertown, MD 21620

    MLS# MDKE2006502 Listed by Gunther-McClary Real Estate

    $1,450,000

    4
    5
    4,257 SqFt
    Active

    1010 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006610 Listed by Kevin Dey Realty

    $2,400

    4
    2
    1,476 SqFt
    Active

    23741 L RD, Chestertown, MD 21620

    MLS# MDKE2006622 Listed by Benson & Mangold, LLC

    $15,000

    --
    --
    1 Acres
    Active

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614 Listed by Benson & Mangold, LLC

    $425,000

    2
    3
    1,518 SqFt
    Active

    956 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2006394 Listed by Doug Ashley Realtors, LLC

    $285,000

    3
    1
    1,248 SqFt
    Active

    24295 LANGFORD RD, Chestertown, MD 21620

    MLS# MDKE2006320 Listed by Chesapeake Real Estate Associates, LLC

    $430,000

    2
    3
    1,857 SqFt
    Active

    MAP 36 PARCEL 80 WATERTOWER RD, Chestertown, MD 21620

    MLS# MDKE2006592 Listed by Doug Ashley Realtors, LLC

    $55,000

    --
    --
    0.7 Acres
    Active

    102 FLYING CLOUD DR, Chestertown, MD 21620

    MLS# MDKE2006586 Listed by Long & Foster Real Estate, Inc.

    $339,900

    3
    3
    1,896 SqFt
    Active
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    R.I.C. Home Team @ Bennett Realty Solutions
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    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    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.
    IMG_20231010_020750 (1)
    R.I.C. Home Team @ Bennett Realty Solutions
    Reliable Investment Consulting
    +1(301) 823-5800
    support@richometeam.com
    6301 Ivy Ln, Greenbelt, MD, 20770-1402, USA

    Get My App

      • Home
        Property Management
        1. Request a Consultation
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        4. Submit a Maintenance Request
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        Featured Listings
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      • Buy
        1. Request a Buyer Consultation
        2. Search for Homes
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        About
        1. About Us
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        Sold Listings
        Employee Resources
      • Sell
        1. Sell My Home
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        Popular Areas
        1. Alexandria Overview
        2. Arlington Overview
        3. Washington Overview
        4. Baltimore Overview
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        6. Upper Marlboro Overview
        7. Hyattsville Overview
        8. Waldorf Overview
        Market Snapshot

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

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