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    130 Properties Available

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    • 100 LITTLE HARBOR WAY, Chestertown, MD 21620
      2 Beds3 Baths2,204 SqFt
      1/57 57
      Price Dropped by $26K

      $699,000

      100 LITTLE HARBOR WAY, Chestertown, MD 21620

      MLS# MDKE2005040

      Listed by Keller Williams Realty Centre

      Bright MLS (BMLS)
    • 7988 ALDAN DR, Chestertown, MD 21620
      5 Beds3 Baths3,394 SqFt
      1/56 56
      Under Contract

      $749,900

      7988 ALDAN DR, Chestertown, MD 21620

      MLS# MDKE2004966

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 129 N QUEEN ST N, Chestertown, MD 21620
      3 Beds3 Baths2,296 SqFt
      1/38 38
      Under Contract

      $598,500

      129 N QUEEN ST N, Chestertown, MD 21620

      MLS# MDKE2004970

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • 211 DAVID DR, Chestertown, MD 21620
      4 Beds4 Baths4,401 SqFt
      1/52 52
      Under Contract

      $795,000

      211 DAVID DR, Chestertown, MD 21620

      MLS# MDKE2005038

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 5179 QUAKER NECK RD, Chestertown, MD 21620
      1 Bath1,148 SqFt
      1/48 48
      Under Contract

      $579,900

      5179 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005028

      Listed by Hyatt & Company Real Estate, LLC

      Bright MLS (BMLS)
    • 22153 1ST POINT RD, Chestertown, MD 21620
      5 Beds6 Baths3,078 SqFt
      1/87 87
      Active

      $1,200,000

      22153 1ST POINT RD, Chestertown, MD 21620

      MLS# MDKE2004460

      Listed by TTR Sotheby's International Realty

      Bright MLS (BMLS)
    • 216 SILVER HEEL RD, Chestertown, MD 21620
      3 Beds3 Baths1,724 SqFt
      1/32 32
      Under Contract

      $364,900

      216 SILVER HEEL RD, Chestertown, MD 21620

      MLS# MDKE2005024

      Listed by CENTURY 21 New Millennium

      Bright MLS (BMLS)
    • 1106 ROUND TOP RD, Chestertown, MD 21620
      3 Beds2 Baths1,248 SqFt
      1/27 27
      Under Contract

      $289,000

      1106 ROUND TOP RD, Chestertown, MD 21620

      MLS# MDQA2012854

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • 101 S MILL ST, Chestertown, MD 21620
      2 Beds3 Baths1,476 SqFt
      1/22 22
      Under Contract

      $485,000

      101 S MILL ST, Chestertown, MD 21620

      MLS# MDKE2004984

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • LITTLE HARBOR WAY #1, Chestertown, MD 21620
      3 Beds3 Baths2,315 SqFt
      1/22 22
      Active

      $1,459,000

      LITTLE HARBOR WAY #1, Chestertown, MD 21620

      MLS# MDKE2004992

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 7483 SHORTALL ST, Chestertown, MD 21620
      3 Beds2 Baths1,232 SqFt
      1/37 37
      Pending

      $285,000

      7483 SHORTALL ST, Chestertown, MD 21620

      MLS# MDKE2004948

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 114 DARDEN RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/33 33
      Price Dropped by $10K

      $289,900

      114 DARDEN RD, Chestertown, MD 21620

      MLS# MDQA2012808

      Listed by FSBO Broker

      Bright MLS (BMLS)
    • 300 HILLTOP LN, Chestertown, MD 21620
      3 Beds3 Baths1,200 SqFt
      1/20 20
      Active

      $235,000

      300 HILLTOP LN, Chestertown, MD 21620

      MLS# MDKE2005004

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 103 LANDING LN, Chestertown, MD 21620
      2 Beds3 Baths2,100 SqFt
      1/41 41
      Active

      $579,000

      103 LANDING LN, Chestertown, MD 21620

      MLS# MDKE2004972

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 110 PHILOSOPHERS TER, Chestertown, MD 21620
      2 Beds1 Bath896 SqFt
      1/22 22
      Price Dropped by $25K

      $199,900

      110 PHILOSOPHERS TER, Chestertown, MD 21620

      MLS# MDKE2004982

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 128 EDMORE RD, Chestertown, MD 21620
      4 Beds2 Baths2,568 SqFt
      1/57 57
      Price Dropped by $15K

      $425,000

      128 EDMORE RD, Chestertown, MD 21620

      MLS# MDQA2012546

      Listed by Berkshire Hathaway HomeServices PenFed Realty

      Bright MLS (BMLS)
    • 306 CEDAR ST, Chestertown, MD 21620
      4 Beds2 Baths1,404 SqFt
      1/42 42
      Active

      $319,000

      306 CEDAR ST, Chestertown, MD 21620

      MLS# MDKE2004954

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 314 DEVON DR, Chestertown, MD 21620
      4 Beds4 Baths3,420 SqFt
      1/47 47
      Price Dropped by $29K

      $515,000

      314 DEVON DR, Chestertown, MD 21620

      MLS# MDKE2004946

      Listed by The Parker Group

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths3,782 Sqft Lot
      1/22 22
      Active

      $998,000

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2004940

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 118 TUXEDO RD, Chestertown, MD 21620
      3 Beds1 Bath1,056 SqFt
      1/26 26
      Active

      $274,000

      118 TUXEDO RD, Chestertown, MD 21620

      MLS# MDQA2012402

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 21217 TEXAS AVE, Chestertown, MD 21620
      2 Beds1 Bath912 SqFt
      1/16 16
      Price Dropped by $17K

      $249,900

      21217 TEXAS AVE, Chestertown, MD 21620

      MLS# MDKE2004902

      Listed by RE/MAX Leading Edge

      Bright MLS (BMLS)
    • 109 TAMARACK RD, Chestertown, MD 21620
      3 Beds2 Baths1,560 SqFt
      1/53 53
      Under Contract

      $324,900

      109 TAMARACK RD, Chestertown, MD 21620

      MLS# MDQA2012102

      Listed by RE/MAX Executive

      Bright MLS (BMLS)
    • 24576 LANGFORD RD, Chestertown, MD 21620
      3 Beds3 Baths4,023 SqFt
      1/94 94
      Active

      $885,000

      24576 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2004906

      Listed by Maryland Heritage Properties

      Bright MLS (BMLS)
    • 110 FLYING CLOUD COURT, Chestertown, MD 21620
      3 Beds3 Baths1,856 SqFt
      1/20 20
      Active

      $349,900

      110 FLYING CLOUD COURT, Chestertown, MD 21620

      MLS# MDKE2004850

      Listed by Berkshire Hathaway HomeServices Homesale Realty

      Bright MLS (BMLS)
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    Exit Realty Central

    EXIT Realty Central License ID: 0226020528

    +1(757) 466-1009 ercsellshomes@gmail.com

    870 N Military Hwy Suite 100

    Get My App

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

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

    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.