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    Neighborhood: Chestertown, Chestertown, MD
    Listing Status: Active
    Map
    52 Properties Available In Chestertown

    52 Properties Available In Chestertown

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    MD >Chestertown >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
    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
    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

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    --
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    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
    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
    106 HARLAN LOOP, Chestertown, MD 21620

    106 HARLAN LOOP, Chestertown, MD 21620

    MLS# MDKE2007190 Listed by Douglas Realty LLC

    $425,000

    4
    3
    3,165 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007190
    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2007154 Listed by Gunther-McClary Real Estate

    $1,800,000

    4
    4
    3,540 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007154
    105 N WATER ST #3, Chestertown, MD 21620

    105 N WATER ST #3, Chestertown, MD 21620

    MLS# MDKE2007112 Listed by Coldwell Banker Chesapeake Real Estate Company

    $459,000

    2
    2
    1,098 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007112
    104 LINCOLN DR, Chestertown, MD 21620

    104 LINCOLN DR, Chestertown, MD 21620

    MLS# MDKE2007032 Listed by RE/MAX Executive

    $275,000

    3
    1
    960 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2007032
    115 CHESTER ARMS DR, Chestertown, MD 21620

    115 CHESTER ARMS DR, Chestertown, MD 21620

    MLS# MDKE2006958 Listed by Samson Properties

    $259,000

    3
    2
    1,140 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006958
    300 AND 302 S MILL ST, Chestertown, MD 21620

    300 AND 302 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2006850 Listed by Coldwell Banker Chesapeake Real Estate Company

    $1,195,000

    2
    1
    806 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006850
    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
    216 BIRCH RUN RD, Chestertown, MD 21620

    216 BIRCH RUN RD, Chestertown, MD 21620

    MLS# MDKE2006896 Listed by TTR Sotheby's International Realty

    $730,000

    3
    3
    2,176 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006896
    129 TRAFFORD DR, Chestertown, MD 21620

    129 TRAFFORD DR, Chestertown, MD 21620

    MLS# MDKE2006878 Listed by Elevated Real Estate Solutions

    $480,000

    3
    3
    3,176 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006878
    115 METCALF RD, Chestertown, MD 21620

    115 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006826 Listed by Real Broker, LLC - Chester

    $259,900

    3
    2
    1,280 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006826
    121 METCALF RD, Chestertown, MD 21620

    121 METCALF RD, Chestertown, MD 21620

    MLS# MDKE2006678 Listed by Real Broker, LLC - Chester

    $264,900

    3
    2
    3,920 Sqft Lot
    Active
    Bright MLS (BMLS) MLS# MDKE2006678
    104 CONLEY DR, Chestertown, MD 21620

    104 CONLEY DR, Chestertown, MD 21620

    MLS# MDKE2006686 Listed by Cummings & Co. Realtors

    $239,900

    3
    2
    1,280 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006686
    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

    $79,000

    2
    1
    1,296 SqFt
    Active
    Bright MLS (BMLS) MLS# MDKE2006670
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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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    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