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    134 Properties
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    134 Properties Available In 21620

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    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
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    MD >21620 >
    Market Insights
    • 420 CANNON ST, Chestertown, MD 21620
      2 Beds2 Baths1,080 SqFt
      1/32 32
      New

      $395,000

      420 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005174

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 107 N QUEEN ST, Chestertown, MD 21620
      4 Beds2 Baths3,050 SqFt
      1/63 63
      Pending

      $529,000

      107 N QUEEN ST, Chestertown, MD 21620

      MLS# MDKE2005108

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 222 MOUNT VERNON AVE, Chestertown, MD 21620
      4 Beds2 Baths1,656 SqFt
      1/3 3
      Coming Soon

      $375,000

      222 MOUNT VERNON AVE, Chestertown, MD 21620

      MLS# MDKE2005188

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 310 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,216 SqFt
      Coming Soon

      $205,000

      310 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005194

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 511 CANNON ST, Chestertown, MD 21620
      4 Beds2 Baths1,106 SqFt
      1/11 11
      New

      $1,850

      511 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005190

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 7401 CHURCH HILL RD #5, Chestertown, MD 21620
      2 Beds1 Bath1,344 SqFt
      1/13 13
      New

      $2,100

      7401 CHURCH HILL RD #5, Chestertown, MD 21620

      MLS# MDQA2013392

      Listed by Brenton Realty Group

      Bright MLS (BMLS)
    • 811 S MEADOWVIEW DR, Chestertown, MD 21620
      3 Beds2 Baths2,064 SqFt
      Coming Soon

      $459,000

      811 S MEADOWVIEW DR, Chestertown, MD 21620

      MLS# MDKE2005086

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • LENAPAH RD, Chestertown, MD 21620
      0.34 Acres
      New

      $25,000

      LENAPAH RD, Chestertown, MD 21620

      MLS# MDKE2005184

      Listed by Compass

      Bright MLS (BMLS)
    • 116 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,140 SqFt
      1/7 7
      New

      $2,350

      116 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005168

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 508 CANNON ST, Chestertown, MD 21620
      3 Beds3 Baths2,240 SqFt
      1/20 20
      Pending

      $150,000

      508 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005160

      Listed by Coldwell Banker Realty

      Bright MLS (BMLS)
    • 200 HOFFMAN LN, Chestertown, MD 21620
      3 Beds1 Bath1,128 SqFt
      1/8 8
      New

      $408,000

      200 HOFFMAN LN, Chestertown, MD 21620

      MLS# MDQA2013020

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 329 HIGH ST, Chestertown, MD 21620
      4,500 SqFt
      1/3 3
      Under Contract

      $1,200,000

      329 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005172

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 109 EDMORE RD, Chestertown, MD 21620
      3 Beds2 Baths1,344 SqFt
      1/24 24
      Active

      $344,900

      109 EDMORE RD, Chestertown, MD 21620

      MLS# MDQA2013256

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • CROMWELL CLARK RD, Chestertown, MD 21620
      87.34 Acres
      1/19 19
      Active

      $3,000,000

      CROMWELL CLARK RD, Chestertown, MD 21620

      MLS# MDKE2005156

      Listed by The Land Group

      Bright MLS (BMLS)
    • 7961 QUAKER NECK RD, Chestertown, MD 21620
      5 Beds4 Baths4,167 SqFt
      1/95 95
      Pending

      $1,495,000

      7961 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005090

      Listed by Compass

      Bright MLS (BMLS)
    • 5594 LANGFORD BAY RD, Chestertown, MD 21620
      3 Beds2 Baths1,682 SqFt
      1/7 7
      Pending

      $700,000

      5594 LANGFORD BAY RD, Chestertown, MD 21620

      MLS# MDKE2005118

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 619 CANNON ST, Chestertown, MD 21620
      1 Bed1 Bath882 SqFt
      1/9 9
      Under Contract

      $220,000

      619 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2005050

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 9020 GEORGETOWN RD, Chestertown, MD 21620
      2.36 Acres
      1/10 10
      Active

      $80,000

      9020 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005152

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 10175 JOHN CARVILL RD, Chestertown, MD 21620
      5 Beds4 Baths3,155 SqFt
      1/72 72
      Under Contract

      $625,000

      10175 JOHN CARVILL RD, Chestertown, MD 21620

      MLS# MDKE2005144

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 1814 PONDTOWN RD, Chestertown, MD 21620
      3 Beds1 Bath973 SqFt
      1/8 8
      Active

      $125,000

      1814 PONDTOWN RD, Chestertown, MD 21620

      MLS# MDQA2013018

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 9050 POINT LN, Chestertown, MD 21620
      4 Beds3 Baths3,166 SqFt
      1/71 71
      Under Contract

      $745,000

      9050 POINT LN, Chestertown, MD 21620

      MLS# MDKE2005102

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 325 DEVON DR, Chestertown, MD 21620
      4 Beds3 Baths4,086 SqFt
      1/61 61
      Pending

      $525,000

      325 DEVON DR, Chestertown, MD 21620

      MLS# MDKE2005100

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 10141 FLATLAND RD, Chestertown, MD 21620
      2 Beds1 Bath2,142 SqFt
      1/5 5
      Under Contract

      $292,900

      10141 FLATLAND RD, Chestertown, MD 21620

      MLS# MDKE2005136

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 21082 WYOMING AVE, Chestertown, MD 21620
      3 Beds4 Baths2,699 SqFt
      1/61 61
      Open 5/31 11AM-2PM

      $1,799,000

      21082 WYOMING AVE, Chestertown, MD 21620

      MLS# MDKE2005016

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
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    explore listings in 21620

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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.
    IMG_20231010_020750 (1)
    R.I.C. Home Team @ Bennett Realty Solutions
    Reliable Investment Consulting
    +1(301) 823-5800
    support@richometeam.com
    6301 Ivy Lane #805, Greenbelt, Maryland 20770

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      • Sell
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        1. Alexandria Overview
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        8. Waldorf Overview

    Powered by Lofty Inc. Copyright 2025. 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.
    IMG_20231010_020750 (1)
    R.I.C. Home Team @ Bennett Realty Solutions
    Reliable Investment Consulting
    +1(301) 823-5800
    support@richometeam.com
    6301 Ivy Lane #805, Greenbelt, Maryland 20770

    Get My App

      • Home
        Property Management
        1. Request a Consultation
        2. Rental Application
        3. Resident Login
        4. Owner & Manager Login
        5. Available Properties for Rent
        Market Snapshot
      • Buy
        1. Mortgage Calculator
        2. Affordability Calculator
        3. Featured Listings
        4. All Listings
        5. Sold Listings
        About
        1. About Us
        2. Meet the Team
        3. Contact Us
        4. Reviews
        Blogs
      • Sell
        1. Sell My Home
        2. Home Valuation
        Popular Areas
        1. Alexandria Overview
        2. Arlington Overview
        3. Washington Overview
        4. Baltimore Overview
        5. Silver Spring Overview
        6. Upper Marlboro Overview
        7. Hyattsville Overview
        8. Waldorf Overview

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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