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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
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    MD >21620 >
    Market Insights
    • WALNUT POINT ROAD, Chestertown, MD 21620
      2.02 Acres
      1/16 16
      Active

      $449,000

      WALNUT POINT ROAD, Chestertown, MD 21620

      MLS# MDKE2004848

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 23620 LANDS END RD, Chestertown, MD 21620
      5 Beds8 Baths9,852 SqFt
      1/66 66
      Under Contract

      $5,500,000

      23620 LANDS END RD, Chestertown, MD 21620

      MLS# MDKE2004760

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 10705 MILLBROOK DR, Chestertown, MD 21620
      4 Beds3 Baths2,106 SqFt
      1/43 43
      Pending

      $305,000

      10705 MILLBROOK DR, Chestertown, MD 21620

      MLS# MDKE2004846

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 866 WASHINGTON AVE, Chestertown, MD 21620
      1,224 SqFt
      1/20 20
      Price Dropped by $35K

      $299,000

      866 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2004832

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • MELITOTA RD, Chestertown, MD 21620
      2 Acres
      Under Contract

      $29,000

      MELITOTA RD, Chestertown, MD 21620

      MLS# MDKE2004834

      Listed by The Hogans Agency

      Bright MLS (BMLS)
    • LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620
      0.42 Acres
      1/6 6
      Active

      $8,000

      LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620

      MLS# MDKE2004828

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 212 LANDING LN, Chestertown, MD 21620
      3 Beds4 Baths
      1/36 36
      Active

      $779,000

      212 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2004782

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 109 WILTON RD, Chestertown, MD 21620
      3 Beds2 Baths1,392 SqFt
      1/30 30
      Active

      $349,900

      109 WILTON RD, Chestertown, MD 21620

      MLS# MDQA2011782

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 206 BURCHARD SAWMILL RD, Chestertown, MD 21620
      1.05 Acres
      Price Dropped by $20K

      $30,000

      206 BURCHARD SAWMILL RD, Chestertown, MD 21620

      MLS# MDQA2012064

      Listed by Sell Your Home Services

      Bright MLS (BMLS)
    • BELTRAM RD, Chestertown, MD 21620
      0.34 Acres
      1/6 6
      Active

      $5,000

      BELTRAM RD, Chestertown, MD 21620

      MLS# MDKE2004756

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • BUNTING RD, Chestertown, MD 21620
      0.34 Acres
      1/4 4
      Pending

      $5,000

      BUNTING RD, Chestertown, MD 21620

      MLS# MDKE2004758

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • FISH HATCHERY RD, Chestertown, MD 21620
      0.37 Acres
      1/7 7
      Active

      $5,000

      FISH HATCHERY RD, Chestertown, MD 21620

      MLS# MDKE2004754

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • 23315 SANDPIPER RD, Chestertown, MD 21620
      2 Beds2 Baths1,272 SqFt
      1/37 37
      Under Contract

      $309,000

      23315 SANDPIPER RD, Chestertown, MD 21620

      MLS# MDKE2004728

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 601 WASHINGTON AVE, Chestertown, MD 21620
      13,500 SqFt
      1/16 16
      Active

      $2,864

      601 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2004736

      Listed by SVN/Miller Commercial Real Estate

      Bright MLS (BMLS)
    • 22681 WOOD YARD LN, Chestertown, MD 21620
      0.51 Acres
      1/2 2
      Pending

      $15,000

      22681 WOOD YARD LN, Chestertown, MD 21620

      MLS# MDKE2004720

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • HAACKE DRIVE LOT 3, Chestertown, MD 21620
      0.96 Acres
      1/5 5
      Price Dropped by $93K

      $225,000

      HAACKE DRIVE LOT 3, Chestertown, MD 21620

      MLS# MDKE2004648

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 107 DUTCHESS RD, Chestertown, MD 21620
      3 Beds2 Baths1,380 SqFt
      1/15 15
      Active

      $335,000

      107 DUTCHESS RD, Chestertown, MD 21620

      MLS# MDQA2011746

      Listed by The Hogans Agency

      Bright MLS (BMLS)
    • 315 HIGH ST #105, Chestertown, MD 21620
      19,416 SqFt
      1/8 8
      Active

      $1,151

      315 HIGH ST #105, Chestertown, MD 21620

      MLS# MDKE2004688

      Listed by SVN/Miller Commercial Real Estate

      Bright MLS (BMLS)
    • 315 HIGH ST #106, Chestertown, MD 21620
      19,416 SqFt
      1/9 9
      Active

      $2,808

      315 HIGH ST #106, Chestertown, MD 21620

      MLS# MDKE2004686

      Listed by SVN/Miller Commercial Real Estate

      Bright MLS (BMLS)
    • SCHEELER ROAD LOT 2, Chestertown, MD 21620
      0.93 Acres
      1/7 7
      Price Dropped by $99K

      $250,000

      SCHEELER ROAD LOT 2, Chestertown, MD 21620

      MLS# MDKE2004650

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 100 ACORN DR, Chestertown, MD 21620
      3 Beds3 Baths1,930 SqFt
      1/27 27
      Under Contract

      $285,000

      100 ACORN DR, Chestertown, MD 21620

      MLS# MDKE2004566

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 11040 KYLIE LN, Chestertown, MD 21620
      4 Beds4 Baths3,684 SqFt
      1/66 66
      Price Dropped by $19K

      $679,000

      11040 KYLIE LN, Chestertown, MD 21620

      MLS# MDKE2004586

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 24543 CHESTERTOWN RD, Chestertown, MD 21620
      3 Beds2 Baths3,280 SqFt
      1/55 55
      Pending

      $475,000

      24543 CHESTERTOWN RD, Chestertown, MD 21620

      MLS# MDKE2004580

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 26865 MALLARD RD, Chestertown, MD 21620
      4 Beds3 Baths3,355 SqFt
      1/49 49
      Price Dropped by $49K

      $950,000

      26865 MALLARD RD, Chestertown, MD 21620

      MLS# MDKE2004550

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
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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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        Popular Areas
        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