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    ZIP Code: 21620
    Price Reduced
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    12 Properties Available

    12 Properties Available

    • Newest Listings
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    • Beds (Most)
    • Baths (Most)
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    • Square Feet (Biggest)
    522 HIGH ST, Chestertown, MD 21620
    1/15
    Price Dropped by $25K

    $425,000

    2 Beds3 Baths1,518 SqFt

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    24295 LANGFORD RD, Chestertown, MD 21620
    1/71
    Price Dropped by $15K

    $430,000

    2 Beds3 Baths1,857 SqFt

    24295 LANGFORD RD, Chestertown, MD 21620

    MLS# MDKE2006320

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    107 FLYING CLOUD DR, Chestertown, MD 21620
    1/51
    Price Dropped by $10K

    $385,000

    5 Beds4 Baths2,534 SqFt

    107 FLYING CLOUD DR, Chestertown, MD 21620

    MLS# MDKE2006510

    Listed by CENTURY 21 New Millennium

    Bright MLS (BMLS)
    304 HADAWAY DR, Chestertown, MD 21620
    1/38
    Price Dropped by $7K
    3D

    $314,900

    4 Beds2 Baths1,325 SqFt

    304 HADAWAY DR, Chestertown, MD 21620

    MLS# MDKE2006482

    Listed by Redfin Corporation

    Bright MLS (BMLS)
    228 MERGANSER DR, Chestertown, MD 21620
    1/13
    Price Dropped by $24K

    $75,000

    0.51 Acres

    228 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2017240

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    214 SILVER HEEL RD, Chestertown, MD 21620
    1/26
    Price Dropped by $10K

    $340,000

    4 Beds3 Baths1,972 SqFt

    214 SILVER HEEL RD, Chestertown, MD 21620

    MLS# MDKE2006498

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    103 TRAFFORD DR, Chestertown, MD 21620
    1/65
    Open Sat 11AM-1PM

    $399,900

    3 Beds3 Baths1,944 SqFt

    103 TRAFFORD DR, Chestertown, MD 21620

    MLS# MDKE2006416

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    21217 TEXAS AVE, Chestertown, MD 21620
    1/20
    Price Dropped by $20K

    $244,500

    2 Beds1 Bath912 SqFt

    21217 TEXAS AVE, Chestertown, MD 21620

    MLS# MDKE2006364

    Listed by RE/MAX Leading Edge

    Bright MLS (BMLS)
    201 N LYNCHBURG ST, Chestertown, MD 21620
    1/13
    Price Dropped by $45K

    $750,000

    4,342 Sqft Lot

    201 N LYNCHBURG ST, Chestertown, MD 21620

    MLS# MDKE2006082

    Listed by RE/MAX Associates-Hockessin

    Bright MLS (BMLS)
    311 DEVON DR, Chestertown, MD 21620
    1/41
    Price Dropped by $24K

    $475,000

    4 Beds3 Baths3,504 SqFt

    311 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2005930

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    222 MOUNT VERNON AVE, Chestertown, MD 21620
    1/29
    Price Dropped by $5K

    $429,999

    4 Beds2 Baths1,656 SqFt

    222 MOUNT VERNON AVE, Chestertown, MD 21620

    MLS# MDKE2005876

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    JOHNSONTOWN RD, Chestertown, MD 21620
    1/16
    Price Dropped by $10K

    $25,000

    0.9 Acres

    JOHNSONTOWN RD, Chestertown, MD 21620

    MLS# MDKE2005550

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
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      • Home
        Featured Areas
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        Blogs
      • Sell
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        Resources
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        4. Things to Consider when Selling a Home
        5. Things to Consider when Buying a Home
        6. The Home Selling Process
        7. The Home Buying Process
    The Ireland Group | EXP Realty, LLC
    Gregory & Stephanie Ireland

    +1(833) 335-7433 homes@theirelandgroup.com

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

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    eXp Realty - WhiteTIG Logo white
      • Home
        Featured Areas
        1. Washington, DC
        2. Maryland
        Meet the Team
        1. Meet The Ireland Group
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Advanced Search
        3. Coming SOON!
        4. Price Reduced
        5. New Construction
        6. 55 + Community
        7. Foreclosures
        8. Open Houses
        9. Buyer Guide
        10. Get Financing
        Market Reports
        1. Annapolis Market Report
        2. Baltimore Market Report
        3. Baltimore City Market Report
        4. Bowie Market Report
        5. Brandywine Market Report
        6. Clinton Market Report
        7. College Park Market Report
        8. Columbia Market Report
        9. Crofton Market Report
        10. Edgewater Market Report
        11. Laurel Market Report
        12. Odenton Market Report
        13. Owings Mills Market Report
        14. Randallstown Market Report
        15. Towson Market Report
        16. Upper Marlboro Market Report
        17. Waldorf Market Report
        Blogs
      • Sell
        1. Home Valuation
        2. Sell My Home
        3. Seller Guide
        4. Recently Sold
        Resources
        1. Montgomery County Council
        2. Ann Arundel County Council
        3. Howard County Council
        4. Things to Consider when Selling a Home
        5. Things to Consider when Buying a Home
        6. The Home Selling Process
        7. The Home Buying Process
    The Ireland Group | EXP Realty, LLC
    Gregory & Stephanie Ireland

    +1(833) 335-7433 homes@theirelandgroup.com

    Get My App

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

    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.