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    126 Properties
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    126 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 304 HADAWAY DR, Chestertown, MD 21620
      4 Beds2 Baths1,325 SqFt
      1/44 44
      Price Dropped by $26K

      $399,000

      304 HADAWAY DR, Chestertown, MD 21620

      MLS# MDKE2005848

      Listed by Cummings & Co. Realtors

      Bright MLS (BMLS)
    • 222 MOUNT VERNON AVE, Chestertown, MD 21620
      4 Beds2 Baths1,656 SqFt
      1/29 29
      Active

      $469,000

      222 MOUNT VERNON AVE, Chestertown, MD 21620

      MLS# MDKE2005876

      Listed by Long & Foster Real Estate, Inc.

      Bright MLS (BMLS)
    • 10230 JOHN CARVILL RD, Chestertown, MD 21620
      4 Beds3 Baths2,350 SqFt
      1/41 41
      Pending

      $750,000

      10230 JOHN CARVILL RD, Chestertown, MD 21620

      MLS# MDKE2005716

      Listed by Shoreline Realty

      Bright MLS (BMLS)
    • 112 SILVER HEEL DR, Chestertown, MD 21620
      5 Beds4 Baths2,615 SqFt
      1/43 43
      Under Contract

      $369,900

      112 SILVER HEEL DR, Chestertown, MD 21620

      MLS# MDKE2005880

      Listed by EXP Realty, LLC

      Bright MLS (BMLS)
    • 411 GREENWOOD AVE, Chestertown, MD 21620
      3 Beds3 Baths1,676 SqFt
      1/32 32
      Pending

      $419,000

      411 GREENWOOD AVE, Chestertown, MD 21620

      MLS# MDKE2005824

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 303 E CAMPUS AVE, Chestertown, MD 21620
      3 Beds2 Baths1,532 SqFt
      1/32 32
      Under Contract

      $363,000

      303 E CAMPUS AVE, Chestertown, MD 21620

      MLS# MDKE2005756

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 318 LINCOLN, Chestertown, MD 21620
      3 Beds2 Baths960 SqFt
      1/21 21
      Active

      $269,000

      318 LINCOLN, Chestertown, MD 21620

      MLS# MDKE2005842

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 10121 FAIRLEE RD, Chestertown, MD 21620
      6 Beds5 Baths4,954 SqFt
      1/67 67
      Active

      $2,350,000

      10121 FAIRLEE RD, Chestertown, MD 21620

      MLS# MDKE2005852

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 8620 PARK DR, Chestertown, MD 21620
      4 Beds3 Baths2,524 SqFt
      1/53 53
      Active

      $499,900

      8620 PARK DR, Chestertown, MD 21620

      MLS# MDKE2005850

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 109 S COLLEGE AVE, Chestertown, MD 21620
      3 Beds3 Baths1,216 SqFt
      1/24 24
      Active

      $449,900

      109 S COLLEGE AVE, Chestertown, MD 21620

      MLS# MDKE2005818

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 7844 CHESTER CT, Chestertown, MD 21620
      4 Beds3 Baths3,248 SqFt
      1/51 51
      Active

      $770,000

      7844 CHESTER CT, Chestertown, MD 21620

      MLS# MDKE2005796

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 206 S WATER ST, Chestertown, MD 21620
      4 Beds4 Baths2,008 SqFt
      1/43 43
      Active

      $619,000

      206 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2005840

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 222 DUTCHESS RD, Chestertown, MD 21620
      3 Beds2 Baths1,096 SqFt
      1/24 24
      Active

      $320,000

      222 DUTCHESS RD, Chestertown, MD 21620

      MLS# MDQA2014830

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,310 SqFt
      1/32 32
      Active

      $878,000

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2005812

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 8750 GEORGETOWN RD, Chestertown, MD 21620
      3 Beds2 Baths1,900 SqFt
      1/30 30
      Price Dropped by $5K

      $334,000

      8750 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005834

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • 127 WOOD DUCK LN, Chestertown, MD 21620
      3 Beds2 Baths1,666 SqFt
      1/26 26
      Active

      $215,000

      127 WOOD DUCK LN, Chestertown, MD 21620

      MLS# MDQA2015154

      Listed by RE/MAX Point Realty

      Bright MLS (BMLS)
    • 206 VALLEY, Chestertown, MD 21620
      4 Beds2 Baths2,869 SqFt
      1/35 35
      Pending

      $615,000

      206 VALLEY, Chestertown, MD 21620

      MLS# MDKE2005762

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 107 MALONE AVE, Chestertown, MD 21620
      3 Beds1 Bath1,200 SqFt
      1/27 27
      Under Contract

      $290,000

      107 MALONE AVE, Chestertown, MD 21620

      MLS# MDKE2005764

      Listed by Douglas Realty LLC

      Bright MLS (BMLS)
    • 118 LITTLE HARBOR WAY #202, Chestertown, MD 21620
      3 Beds2 Baths1,600 SqFt
      1/19 19
      Coming Soon

      $695,000

      118 LITTLE HARBOR WAY #202, Chestertown, MD 21620

      MLS# MDKE2005800

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 8833 GEORGETOWN RD, Chestertown, MD 21620
      4 Beds2 Baths1,625 SqFt
      1/47 47
      Under Contract

      $364,000

      8833 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005766

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 423 CALVERT ST, Chestertown, MD 21620
      3 Beds2 Baths1,136 SqFt
      3D
      Price Dropped by $30K

      $135,000

      423 CALVERT ST, Chestertown, MD 21620

      MLS# MDKE2005718

      Listed by Redfin Corp

      Bright MLS (BMLS)
    • 7653 BROAD NECK RD, Chestertown, MD 21620
      4 Beds3 Baths1,790 SqFt
      1/39 39
      Under Contract

      $375,000

      7653 BROAD NECK RD, Chestertown, MD 21620

      MLS# MDKE2005742

      Listed by Benson & Mangold, LLC

      Bright MLS (BMLS)
    • 100 ADELA WAY, Chestertown, MD 21620
      4 Beds4 Baths3,799 SqFt
      1/71 71
      Active

      $515,000

      100 ADELA WAY, Chestertown, MD 21620

      MLS# MDKE2005636

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 103 METCALF RD, Chestertown, MD 21620
      3 Beds2 Baths1,280 SqFt
      1/25 25
      Active

      $259,900

      103 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005688

      Listed by Real Broker, LLC

      Bright MLS (BMLS)
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    1545 Crossways Blvd STE 250, Chesapeake, VA, 23320-0201, USA
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    Get My App

    LPT Realty
    Leticia Ramos
    +1(540) 455-1295
    letty@yourkeystoclose.com
    1545 Crossways Blvd STE 250, Chesapeake, VA, 23320-0201, USA
        Home
        Buy
        1. All Listings
        2. Listings
        3. Featured Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Sold Listings
        Connect
        1. Contact Us
        Market Snapshot
    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.

    TREC Consumer Protection Notice

    TREC Information About Brokerage Services

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

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