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    ZIP Code: 21620
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    147 Properties Available In 21620

    147 Properties Available In 21620

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    • Newest Listings
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    MD >21620 >
    Market Insights
    409 CALVERT ST, Chestertown, MD 21620
    1/9
    Active

    $155,000

    3 Beds2 Baths1,192 SqFt

    409 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2006794

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    9126 FAIRLEE RD, Chestertown, MD 21620
    1/20
    Active

    $344,000

    3 Beds2 Baths1,216 SqFt

    9126 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006764

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    7903 RADCLIFFE RD, Chestertown, MD 21620
    1/5
    Coming Soon

    $625,000

    3 Beds4 Baths4,037 SqFt

    7903 RADCLIFFE RD, Chestertown, MD 21620

    MLS# MDKE2006890

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    123 HEATH RD, Chestertown, MD 21620
    1/54
    New
    3D

    $349,000

    3 Beds2 Baths1,792 SqFt

    123 HEATH RD, Chestertown, MD 21620

    MLS# MDQA2017994

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    240 MERGANSER DR, Chestertown, MD 21620
    1/55
    Price Dropped by $24K
    3D

    $365,000

    3 Beds2 Baths1,120 SqFt

    240 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2016900

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    106 QUEEN ST S, Chestertown, MD 21620
    1/92
    Price Dropped by $36K

    $829,000

    3 Beds4 Baths2,472 SqFt

    106 QUEEN ST S, Chestertown, MD 21620

    MLS# MDKE2006152

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    22681 WOOD YARD LN, Chestertown, MD 21620
    1/2
    Active

    $15,000

    0.52 Acres

    22681 WOOD YARD LN, Chestertown, MD 21620

    MLS# MDKE2006032

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    GEORGETOWN RD, Chestertown, MD 21620
    1/8
    Active

    $90,000

    3.92 Acres

    GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2005844

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    BUCK NECK RD, Chestertown, MD 21620
    Active

    $9,000

    0.34 Acres

    BUCK NECK RD, Chestertown, MD 21620

    MLS# MDKE2005262

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    KINGLET RD, Chestertown, MD 21620
    1/2
    Active

    $9,000

    0.34 Acres

    KINGLET RD, Chestertown, MD 21620

    MLS# MDKE2005260

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    302 PARK ROW #BASEMENT 2, Chestertown, MD 21620
    1/7
    Active

    $395

    302 PARK ROW #BASEMENT 2, Chestertown, MD 21620

    MLS# MDKE2006180

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    302 PARK ROW #BASEMENT OFFICE 3, Chestertown, MD 21620
    1/6
    Active

    $445

    302 PARK ROW #BASEMENT OFFICE 3, Chestertown, MD 21620

    MLS# MDKE2006008

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    115 METCALF RD, Chestertown, MD 21620
    1/10
    Open 8/1 11AM-1PM

    $259,900

    3 Beds2 Baths1,280 SqFt

    115 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006826

    Listed by Real Broker, LLC - Chester

    Bright MLS (BMLS)
    10720 FORESTON RD, Chestertown, MD 21620
    1/42
    Open Sun 11AM-1PM

    $335,000

    3 Beds2 Baths1,412 SqFt

    10720 FORESTON RD, Chestertown, MD 21620

    MLS# MDKE2006800

    Listed by Compass

    Bright MLS (BMLS)
    25750 COLLINS AVE, Chestertown, MD 21620
    1/50
    Open 8/1 11AM-1PM

    $468,000

    3 Beds2 Baths3,262 SqFt

    25750 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2006546

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    226 S WATER ST, Chestertown, MD 21620
    1/31
    Open Sat 11AM-1PM

    $898,000

    3 Beds4 Baths2,172 SqFt

    226 S WATER ST, Chestertown, MD 21620

    MLS# MDKE2006354

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    7828 COUNTRY CLUB LN, Chestertown, MD 21620
    1/68
    New

    $799,000

    3 Beds3 Baths2,857 SqFt

    7828 COUNTRY CLUB LN, Chestertown, MD 21620

    MLS# MDKE2006736

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    1010 TWIN CT, Chestertown, MD 21620
    1/25
    New

    $375,000

    4 Beds2 Baths1,476 SqFt

    1010 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006874

    Listed by Kevin Dey Realty

    Bright MLS (BMLS)
    202 PINE ST, Chestertown, MD 21620
    Coming Soon

    $205,000

    3 Beds1 Bath1,341 SqFt

    202 PINE ST, Chestertown, MD 21620

    MLS# MDKE2006888

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    107 CONLEY DR, Chestertown, MD 21620
    1/24
    New
    3D

    $240,000

    3 Beds1 Bath1,140 SqFt

    107 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006828

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
    21146 MONTANA AVE, Chestertown, MD 21620
    1/56
    New

    $289,900

    2 Beds2 Baths1,500 SqFt

    21146 MONTANA AVE, Chestertown, MD 21620

    MLS# MDKE2006858

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    8312 BROAD NECK RD, Chestertown, MD 21620
    1/47
    New

    $380,000

    3 Beds2 Baths3,292 SqFt

    8312 BROAD NECK RD, Chestertown, MD 21620

    MLS# MDKE2006854

    Listed by Pearson Smith Realty, LLC

    Bright MLS (BMLS)
    8999 ORCHARD DR, Chestertown, MD 21620
    1/74
    New

    $824,900

    5 Beds4 Baths4,353 SqFt

    8999 ORCHARD DR, Chestertown, MD 21620

    MLS# MDKE2006786

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    21324 PERSIMMON DR, Chestertown, MD 21620
    1/21
    Price Dropped by $10K
    3D

    $189,000

    2 Beds1 Bath1,232 SqFt

    21324 PERSIMMON DR, Chestertown, MD 21620

    MLS# MDKE2006816

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
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    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.
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    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    Main St, Warwick, MD, 21912, USA

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    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.
    site logo
    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    Main St, Warwick, MD, 21912, USA

    Get My App

      • Home
        Rent
        1. Rental Listings
      • Buy
        1. All Listings
        2. Featured Listings
        3. Calculator
        About
        1. My Team
        2. About Us
        3. Contact Us
        4. Reviews
      • Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        Market Snapshot

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

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