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    City: Chestertown, MD
    Listing Status: Active
    Map
    109 Properties Available In Chestertown

    109 Properties Available In Chestertown

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    MD >Chestertown >
    Market Insights
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    Address
    Price
    Beds
    Baths
    Area
    Status
    MLS®
    403 CALVERT ST, Chestertown, MD 21620

    403 CALVERT ST, Chestertown, MD 21620

    MLS# MDKE2007244 Listed by Chesapeake Real Estate Associates, LLC

    $135,000

    3
    2
    1,136 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007244
    9126 FAIRLEE RD, Chestertown, MD 21620

    9126 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006764 Listed by Chesapeake Real Estate Associates, LLC

    $299,500

    3
    2
    1,216 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006764
    329 UNION CHURCH RD, Chestertown, MD 21620

    329 UNION CHURCH RD, Chestertown, MD 21620

    MLS# MDQA2018610 Listed by Chesapeake Real Estate Associates, LLC

    $549,900

    4
    3
    2,464 SqFt
    Active
    Bright MLS (BMLS) MLS# MDQA2018610
    123 TRAFFORD DR, Chestertown, MD 21620

    123 TRAFFORD DR, Chestertown, MD 21620

    MLS# MDKE2006970 Listed by Chesapeake Real Estate Associates, LLC

    $370,000

    4
    3
    2,504 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006970
    106 QUEEN ST S, Chestertown, MD 21620

    106 QUEEN ST S, Chestertown, MD 21620

    MLS# MDKE2006152 Listed by Chesapeake Real Estate Associates, LLC

    $799,900

    3
    4
    2,472 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006152
    22681 WOOD YARD LN, Chestertown, MD 21620

    22681 WOOD YARD LN, Chestertown, MD 21620

    MLS# MDKE2006032 Listed by Chesapeake Real Estate Associates, LLC

    $15,000

    --
    --
    0.52 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2006032
    GEORGETOWN RD, Chestertown, MD 21620

    GEORGETOWN RD, Chestertown, MD 21620

    MLS# MDKE2005844 Listed by Chesapeake Real Estate Associates, LLC

    $90,000

    --
    --
    3.92 Acres
    Active
    Bright MLS (BMLS) MLS# MDKE2005844
    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
    302 PARK ROW #BASEMENT OFFICE 3, Chestertown, MD 21620

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

    MLS# MDKE2006008 Listed by Chesapeake Real Estate Associates, LLC

    $445

    --
    --
    --
    Active
    Bright MLS (BMLS) MLS# MDKE2006008
    111 KENT ST S, Chestertown, MD 21620

    111 KENT ST S, Chestertown, MD 21620

    MLS# MDKE2007120 Listed by Doug Ashley Realtors, LLC

    $450,000

    2
    3
    1,632 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007120
    103 METCALF RD, Chestertown, MD 21620

    103 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2007148 Listed by Real Broker, LLC - Chester

    $259,900

    3
    3
    1,280 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007148
    108 N WATER ST, Chestertown, MD 21620

    108 N WATER ST, Chestertown, MD 21620

    MLS# MDKE2007214 Listed by Cross Street Realtors LLC

    $1,125,000

    5
    4
    3,031 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007214
    201 GARLAND WAY, Chestertown, MD 21620

    201 GARLAND WAY, Chestertown, MD 21620

    MLS# MDKE2007232 Listed by ERA Martin Associates

    $375,000

    4
    3
    2,886 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007232
    229 MERGANSER DR, Chestertown, MD 21620

    229 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2019248 Listed by Cross Street Realtors LLC

    $50,000

    1
    1
    924 SqFt
    Active
    Bright MLS (BMLS) MLS# MDQA2019248
    7570 MUIRFIELD DR, Chestertown, MD 21620

    7570 MUIRFIELD DR, Chestertown, MD 21620

    MLS# MDKE2007246 Listed by Long & Foster Real Estate, Inc.

    $895,000

    4
    3
    2,546 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007246
    7545 QUAKER NECK RD, Chestertown, MD 21620

    7545 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2007230 Listed by Thurston Wyatt Real Estate, LLC

    $175,000

    3
    1
    1,360 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007230
    7655 JAMES LN, Chestertown, MD 21620

    7655 JAMES LN, Chestertown, MD 21620

    MLS# MDKE2007208 Listed by RE/MAX Advantage Realty

    $519,900

    3
    3
    2,475 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007208
    8986 ORCHARD DR, Chestertown, MD 21620

    8986 ORCHARD DR, Chestertown, MD 21620

    MLS# MDKE2007150 Listed by Benson & Mangold, LLC

    $679,900

    3
    4
    3,228 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007150
    24607 CHESTERTOWN RD, Chestertown, MD 21620

    24607 CHESTERTOWN RD, Chestertown, MD 21620

    MLS# MDKE2007204 Listed by Coldwell Banker Chesapeake Real Estate Company

    $365,000

    3
    3
    2,294 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007204
    8901 S BAYVIEW DR, Chestertown, MD 21620

    8901 S BAYVIEW DR, Chestertown, MD 21620

    MLS# MDKE2007118 Listed by Doug Ashley Realtors, LLC

    $525,000

    3
    3
    1,833 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007118
    21338 VIRGINIA AVE, Chestertown, MD 21620

    21338 VIRGINIA AVE, Chestertown, MD 21620

    MLS# MDKE2007194 Listed by Doug Ashley Realtors, LLC

    $400,000

    2
    2
    1,000 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007194
    10 CEDAR CHASE CT, Chestertown, MD 21620

    10 CEDAR CHASE CT, Chestertown, MD 21620

    MLS# MDKE2007124 Listed by Cross Street Realtors LLC

    $495,000

    3
    3
    1,656 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007124
    331 DEVON DR, Chestertown, MD 21620

    331 DEVON DR, Chestertown, MD 21620

    MLS# MDKE2007134 Listed by Coldwell Banker Chesapeake Real Estate Company

    $499,999

    4
    4
    3,506 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007134
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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
    License ID: 5011891 and RS-0039676
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    302 Park Row, Chestertown, MD 21620-1544, United States, Chestertown, MD 21620-1544

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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
    License ID: 5011891 and RS-0039676
    +1(443) 397-1773
    moveswithmikeshia@gmail.com
    302 Park Row, Chestertown, MD 21620-1544, United States, Chestertown, MD 21620-1544

    Get My App

    • Home
    • Mortgage Calculator
    • About
      1. About Us
      2. Contact Us
    • Book a Consult
    • Buy
      1. All Listings
    • Free Guides
    • Sell
      1. Sell My Home
      2. Home Valuation

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

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