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    ZIP Code: 21620
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    156 Properties Available

    156 Properties Available

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    201 RIVER RD, Chestertown, MD 21620
    1/44
    Open Sat 1:30PM-3:30PM

    $629,900

    3 Beds2 Baths2,430 SqFt

    201 RIVER RD, Chestertown, MD 21620

    MLS# MDQA2017684

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    101 S MILL ST, Chestertown, MD 21620
    1/39
    Open Sat 11AM-1PM

    $515,000

    2 Beds3 Baths1,476 SqFt

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2006674

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    104 CONLEY DR, Chestertown, MD 21620
    1/27
    Open 6/19 11AM-1PM

    $247,000

    3 Beds2 Baths1,280 SqFt

    104 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006686

    Listed by Cummings & Co. Realtors

    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)
    7989 QUAKER NECK RD, Chestertown, MD 21620
    1/90
    Open Sat 11AM-1PM
    3D

    $2,200,000

    5 Beds5 Baths4,305 SqFt

    7989 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    517 ROUND TOP RD, Chestertown, MD 21620
    1/28
    New

    $349,900

    3 Beds1 Bath1,248 SqFt

    517 ROUND TOP RD, Chestertown, MD 21620

    MLS# MDQA2017680

    Listed by Keller Williams Flagship

    Bright MLS (BMLS)
    114 CHESTER VW, Chestertown, MD 21620
    Pending

    $1,650,000

    3 Beds2 Baths2,064 SqFt

    114 CHESTER VW, Chestertown, MD 21620

    MLS# MDQA2017518

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    221 DUTCHESS RD, Chestertown, MD 21620
    Under Contract

    $228,000

    3 Beds2 Baths2,260 SqFt

    221 DUTCHESS RD, Chestertown, MD 21620

    MLS# MDQA2017670

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    202 ROYSTON SHORES RD, Chestertown, MD 21620
    1/72
    New

    $1,200,000

    4 Beds3 Baths2,292 SqFt

    202 ROYSTON SHORES RD, Chestertown, MD 21620

    MLS# MDQA2017462

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    103 MAPLE AVE, Chestertown, MD 21620
    1/13
    Coming Soon

    $615,000

    4 Beds3 Baths4,536 SqFt

    103 MAPLE AVE, Chestertown, MD 21620

    MLS# MDKE2006676

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    10572 WATONGA RD, Chestertown, MD 21620
    1/25
    Under Contract

    $325,000

    3 Beds2 Baths1,404 SqFt

    10572 WATONGA RD, Chestertown, MD 21620

    MLS# MDKE2006644

    Listed by Serhant

    Bright MLS (BMLS)
    25750 COLLINS AVE, Chestertown, MD 21620
    1/50
    Coming Soon

    $468,000

    3 Beds2 Baths3,262 SqFt

    25750 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2006546

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    23264 CLARISSA RD, Chestertown, MD 21620
    1/30
    Under Contract

    $365,000

    3 Beds2 Baths1,248 SqFt

    23264 CLARISSA RD, Chestertown, MD 21620

    MLS# MDKE2006096

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    104 ACORN DR, Chestertown, MD 21620
    1/26
    New

    $284,900

    3 Beds3 Baths1,900 SqFt

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    234 N COLLEGE AVE, Chestertown, MD 21620
    1/3
    Price Dropped by $20K

    $100,000

    2 Beds1 Bath1,296 SqFt

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670

    Listed by Cummings & Co Realtors

    Bright MLS (BMLS)
    8796 MARYLAND PKWY, Chestertown, MD 21620
    1/60
    Active

    $1,650,000

    9 Beds7 Baths4,776 SqFt

    8796 MARYLAND PKWY, Chestertown, MD 21620

    MLS# MDKE2006596

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    110 PROSPECT ST, Chestertown, MD 21620
    1/6
    Active

    $119,895

    3 Beds2 Baths2,210 SqFt

    110 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2006626

    Listed by ANR Realty, LLC

    Bright MLS (BMLS)
    205 RIVER RD, Chestertown, MD 21620
    1/68
    Pending

    $869,900

    4 Beds3 Baths2,877 SqFt

    205 RIVER RD, Chestertown, MD 21620

    MLS# MDQA2017560

    Listed by Clark & Co Realty, LLC

    Bright MLS (BMLS)
    1904 PONDTOWN RD, Chestertown, MD 21620
    1/11
    Active

    $265,000

    3 Beds1 Bath1,967 SqFt

    1904 PONDTOWN RD, Chestertown, MD 21620

    MLS# MDQA2017480

    Listed by Keller Williams Flagship

    Bright MLS (BMLS)
    10781 FERMOY RD, Chestertown, MD 21620
    1/54
    Active

    $449,900

    4 Beds3 Baths2,160 SqFt

    10781 FERMOY RD, Chestertown, MD 21620

    MLS# MDKE2006640

    Listed by Real Broker, LLC - Chester

    Bright MLS (BMLS)
    213 BYFORD DR, Chestertown, MD 21620
    1/39
    Active

    $380,000

    4 Beds2 Baths1,277 SqFt

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    21172 WYOMING AVE, Chestertown, MD 21620
    Active

    $200,000

    4 Beds1 Bath2,920 SqFt

    21172 WYOMING AVE, Chestertown, MD 21620

    MLS# MDKE2006642

    Listed by Blue Star Real Estate, LLC

    Bright MLS (BMLS)
    25440 LEARMAN RD, Chestertown, MD 21620
    1/70
    Under Contract

    $3,000,000

    3 Beds4 Baths3,142 SqFt

    25440 LEARMAN RD, Chestertown, MD 21620

    MLS# MDKE2006468

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
    100 PROSPECT ST, Chestertown, MD 21620
    1/21
    Under Contract

    $215,000

    3 Beds1 Bath1,373 SqFt

    100 PROSPECT ST, Chestertown, MD 21620

    MLS# MDKE2006544

    Listed by Real Broker, LLC - Chester

    Bright MLS (BMLS)
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    AMB Property Group | Keller Williams Capital Properties
    Angelica Dennis
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    +1(240) 688-8762
    angelica@ambpropertygroup.com
    519 C Street NE, Washington, DC, 20002

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    AMB Property Group | Keller Williams Capital Properties
    Angelica Dennis
        Top Areas
        1. Prince Georges County
        2. Montgomery County
        3. Anne Arundel County
        4. Calvert County
        5. Charles County
        6. Washington, DC
        7. Northern Virginia
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        Sellers
        1. Home Valuation
        2. Sell My Home
        3. Services
        4. Schedule
        Market Snapshot
        News
        About Us
    +1(240) 688-8762
    angelica@ambpropertygroup.com
    519 C Street NE, Washington, DC, 20002

    Get My App

    Do Not Sell or Share My Personal Data
    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.

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

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