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    City: Chestertown, MD
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    24 Properties Available In Chestertown

    24 Properties Available In Chestertown

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    MD >Chestertown >
    Market Insights
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    Address
    Price
    Beds
    Baths
    Area
    Status
    MLS®
    9126 FAIRLEE RD, Chestertown, MD 21620

    9126 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006764 Listed by Chesapeake Real Estate Associates, LLC

    $314,000

    3
    2
    1,216 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006764
    BUCK NECK RD, Chestertown, MD 21620

    BUCK NECK RD, Chestertown, MD 21620

    MLS# MDKE2005262 Listed by Chesapeake Real Estate Associates, LLC

    $5,000

    --
    --
    0.34 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2005262
    KINGLET RD, Chestertown, MD 21620

    KINGLET RD, Chestertown, MD 21620

    MLS# MDKE2005260 Listed by Chesapeake Real Estate Associates, LLC

    $5,000

    --
    --
    0.34 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2005260
    101 S COLLEGE AVE, Chestertown, MD 21620

    101 S COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006918 Listed by Doug Ashley Realtors, LLC

    $359,000

    2
    2
    1,036 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006918
    1003 TWIN CT, Chestertown, MD 21620

    1003 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006974 Listed by Cross Street Realtors LLC

    $499,900

    3
    3
    2,076 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006974
    7982 RADCLIFFE RD, Chestertown, MD 21620

    7982 RADCLIFFE RD, Chestertown, MD 21620

    MLS# MDKE2006950 Listed by Doug Ashley Realtors, LLC

    $455,000

    2
    2
    1,904 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006950
    1010 TWIN CT, Chestertown, MD 21620

    1010 TWIN CT, Chestertown, MD 21620

    MLS# MDKE2006874 Listed by Kevin Dey Realty

    $369,900

    4
    2
    1,476 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006874
    104 ACORN DR, Chestertown, MD 21620

    104 ACORN DR, Chestertown, MD 21620

    MLS# MDKE2006668 Listed by Cross Street Realtors LLC

    $275,000

    3
    3
    1,900 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006668
    234 N COLLEGE AVE, Chestertown, MD 21620

    234 N COLLEGE AVE, Chestertown, MD 21620

    MLS# MDKE2006670 Listed by Cummings & Co Realtors

    $85,000

    2
    1
    1,296 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006670
    213 BYFORD DR, Chestertown, MD 21620

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

    $372,000

    4
    2
    1,277 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006026
    22470 FAIRGALE FARM LN, Chestertown, MD 21620

    22470 FAIRGALE FARM LN, Chestertown, MD 21620

    MLS# MDKE2006502 Listed by Gunther-McClary Real Estate

    $1,375,000

    4
    5
    4,257 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006502
    522 HIGH ST, Chestertown, MD 21620

    522 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2006614 Listed by Benson & Mangold, LLC

    $289,900

    2
    3
    1,518 SqFt
    Under Contract
    Bright MLS (BMLS) MLS# MDKE2006614
    8706 ELM RD, Chestertown, MD 21620

    8706 ELM RD, Chestertown, MD 21620

    MLS# MDKE2006390 Listed by Doug Ashley Realtors, LLC

    $315,000

    3
    2
    1,232 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006390
    103 SUTTON WAY, Chestertown, MD 21620

    103 SUTTON WAY, Chestertown, MD 21620

    MLS# MDKE2006344 Listed by TTR Sotheby's International Realty

    $509,000

    5
    4
    3,816 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006344
    6746 QUAKER NECK RD, Chestertown, MD 21620

    6746 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2006014 Listed by Doug Ashley Realtors, LLC

    $339,000

    5
    3
    3,371 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006014
    8620 PARK DR, Chestertown, MD 21620

    8620 PARK DR, Chestertown, MD 21620

    MLS# MDKE2005850 Listed by Doug Ashley Realtors, LLC

    $489,900

    4
    3
    2,524 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2005850
    8886 GEORGETOWN RD, Chestertown, MD 21620

    8886 GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2006634 Listed by Samson Properties

    $69,900

    --
    --
    4.03 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2006634
    SANDY BOTTOM RD, Chestertown, MD 21620

    SANDY BOTTOM RD, Chestertown, MD 21620

    MLS# MDKE2006554 Listed by Village Real Estate Company LLC

    $49,000

    --
    --
    1.95 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2006554
    201 N LYNCHBURG ST, Chestertown, MD 21620

    201 N LYNCHBURG ST, Chestertown, MD 21620

    MLS# MDKE2006082 Listed by RE/MAX Associates-Hockessin

    $750,000

    --
    --
    4,342 Sqft Lot
    Active
    Bright MLS (BMLS) MLS# MDKE2006082
    6746 QUAKER RD, Chestertown, MD 21620

    6746 QUAKER RD, Chestertown, MD 21620

    MLS# MDKE2006022 Listed by Doug Ashley Realtors, LLC

    $339,000

    --
    --
    0.68 Acres Lot
    Active
    Bright MLS (BMLS) MLS# MDKE2006022
    CLARISSA RD, Chestertown, MD 21620

    CLARISSA RD, Chestertown, MD 21620

    MLS# MDKE2005786 Listed by EXP Realty, LLC

    $8,000

    --
    --
    0.34 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2005786
    GEORGETOWN RD, Chestertown, MD 21620

    GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2005218 Listed by Doug Ashley Realtors, LLC

    $55,000

    --
    --
    3 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2005218
    SHELDRAKE DR, Chestertown, MD 21620

    SHELDRAKE DR, Chestertown, MD 21620

    MLS# MDKE2001692 Listed by Coldwell Banker Chesapeake Real Estate Company

    $10,000

    --
    --
    0.34 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2001692
    515 WASHINGTON AVE, Chestertown, MD 21620

    515 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2000776 Listed by EShore

    $795,000

    --
    --
    0.97 Acres Lot
    Active
    Bright MLS (BMLS) MLS# MDKE2000776
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    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    License ID: 5011891 and RS-0039676
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    Main St, Warwick, MD 21912, USA

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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.
    site logo
    Chesapeake Real Estate Associates, LLC and Century 21 Gold Key Realty
    Mikeshia Lindsey
    License ID: 5011891 and RS-0039676
    +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