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    City: Chestertown, MD
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    23 Properties Available In Chestertown

    23 Properties Available In Chestertown

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    MD >Chestertown >
    Market Insights
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    Address
    Price
    Beds
    Baths
    Area
    Status
    MLS

    10720 FORESTON RD, Chestertown, MD 21620

    MLS# MDKE2006800 Listed by Compass

    $309,000

    3
    2
    1,412 SqFt
    Pending
    MLS# MDKE2006800

    409 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2006794 Listed by Chesapeake Real Estate Associates, LLC

    $145,000

    3
    2
    1,192 SqFt
    Active
    MLS# MDKE2006794

    9126 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006764 Listed by Chesapeake Real Estate Associates, LLC

    $324,000

    3
    2
    1,216 SqFt
    Under Contract
    MLS# MDKE2006764

    25750 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2006546 Listed by Doug Ashley Realtors, LLC

    $448,000

    3
    2
    3,262 SqFt
    Active
    MLS# MDKE2006546

    104 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006686 Listed by Cummings & Co. Realtors

    $239,900

    3
    2
    1,280 SqFt
    Active
    MLS# MDKE2006686

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668 Listed by Cross Street Realtors LLC

    $275,000

    3
    3
    1,900 SqFt
    Active
    MLS# MDKE2006668

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670 Listed by Cummings & Co Realtors

    $85,000

    2
    1
    1,296 SqFt
    Active
    MLS# MDKE2006670

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614 Listed by Benson & Mangold, LLC

    $289,900

    2
    3
    1,518 SqFt
    Under Contract
    MLS# MDKE2006614

    956 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2006394 Listed by Doug Ashley Realtors, LLC

    $275,000

    3
    1
    1,248 SqFt
    Active
    MLS# MDKE2006394

    117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

    MLS# MDKE2006158 Listed by TTR Sotheby's International Realty

    $1,500,000

    7
    5
    5,400 SqFt
    Active
    MLS# MDKE2006158

    204 DOUBLE CREEK RD, Chestertown, MD 21620

    MLS# MDQA2015996 Listed by Doug Ashley Realtors, LLC

    $545,000

    3
    3
    2,927 SqFt
    Active
    MLS# MDQA2015996

    6746 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2006014 Listed by Doug Ashley Realtors, LLC

    $349,000

    5
    3
    3,371 SqFt
    Active
    MLS# MDKE2006014

    8620 PARK DR, Chestertown, MD 21620

    MLS# MDKE2005850 Listed by Doug Ashley Realtors, LLC

    $489,900

    4
    3
    2,524 SqFt
    Active
    MLS# MDKE2005850

    104 MAPLE AVE #4, Chestertown, MD 21620

    MLS# MDKE2006806 Listed by Real Broker, LLC - Annapolis

    $1,820

    2
    2
    900 SqFt
    Active
    MLS# MDKE2006806

    8890 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006738 Listed by RE/MAX Executive

    $2,300

    3
    2
    1,232 SqFt
    Active
    MLS# MDKE2006738

    8886 GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2006634 Listed by Samson Properties

    $69,900

    --
    --
    4.03 Acres
    Active
    MLS# MDKE2006634

    1010 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006610 Listed by Kevin Dey Realty

    $2,100

    4
    2
    1,476 SqFt
    Active
    MLS# MDKE2006610

    SANDY BOTTOM RD, Chestertown, MD 21620

    MLS# MDKE2006554 Listed by Village Real Estate Company LLC

    $49,000

    --
    --
    1.95 Acres
    Active
    MLS# MDKE2006554

    201 N LYNCHBURG ST, Chestertown, MD 21620

    MLS# MDKE2006082 Listed by RE/MAX Associates-Hockessin

    $750,000

    --
    --
    4,342 Sqft Lot
    Active
    MLS# MDKE2006082

    6746 QUAKER RD, Chestertown, MD 21620

    MLS# MDKE2006022 Listed by Doug Ashley Realtors, LLC

    $349,000

    --
    --
    0.68 Acres Lot
    Active
    MLS# MDKE2006022

    JOHNSONTOWN RD, Chestertown, MD 21620

    MLS# MDKE2005550 Listed by Berkshire Hathaway HomeServices PenFed Realty

    $10,000

    --
    --
    0.9 Acres
    Active
    MLS# MDKE2005550

    SHELDRAKE DR, Chestertown, MD 21620

    MLS# MDKE2001692 Listed by Coldwell Banker Chesapeake Real Estate Company

    $10,000

    --
    --
    0.34 Acres
    Active
    MLS# MDKE2001692

    515 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2000776 Listed by EShore

    $795,000

    --
    --
    0.97 Acres Lot
    Active
    MLS# MDKE2000776
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    Team Allen LLC_LOGO_A1
    Blue Crab Real Estate LLC

    David Allen

    +1(301) 524-7840 davidallen@bluecrabrealty.com

    304 E 16th St Frederick, MD 21701
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    Team Allen LLC_LOGO_A1
    Blue Crab Real Estate LLC

    David Allen

    +1(301) 524-7840 davidallen@bluecrabrealty.com

    304 E 16th St Frederick, MD 21701
      • Home
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        Market Snapshot
      • Buy
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        Rent
        1. Rental Listings
      • Sell
        1. Sell My Home
        2. Home Valuation
        3. Recent Sold
        About
        1. About Us
        2. Contact Us
        3. Reviews
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        5. Book A Free Virtual Consultation

    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.