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    130 Properties Available

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    • 10578 TONOPAH RD, Chestertown, MD 21620
      3 Beds3 Baths0.35 Acres Lot
      1/19 19
      Under Contract

      $329,900

      10578 TONOPAH RD, Chestertown, MD 21620

      MLS# MDKE2004894

      Listed by RE/MAX Executive

      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)
    • 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)
    • 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)
    • 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)
    • 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)
    • 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)
    • 23393 CACAWAY FARM LN, Chestertown, MD 21620
      3 Beds4 Baths4,446 SqFt
      1/44 44
      Active

      $1,450,000

      23393 CACAWAY FARM LN, Chestertown, MD 21620

      MLS# MDKE2004002

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 116 PINE CHIP RD, Chestertown, MD 21620
      3 Beds2 Baths2,767 SqFt
      1/35 35
      Active

      $515,000

      116 PINE CHIP RD, Chestertown, MD 21620

      MLS# MDQA2010882

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 117 N WATER ST #1A, Chestertown, MD 21620
      3 Beds3 Baths
      1/28 28
      Active

      $725,000

      117 N WATER ST #1A, Chestertown, MD 21620

      MLS# MDKE2004206

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 349 HIGH ST, Chestertown, MD 21620
      7 Beds4 Baths3,664 SqFt
      1/33 33
      Price Dropped by $30K

      $395,000

      349 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2004076

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 117 WATER ST N #2A, Chestertown, MD 21620
      2 Beds1 Bath787 SqFt
      1/28 28
      Active

      $399,000

      117 WATER ST N #2A, Chestertown, MD 21620

      MLS# MDKE2003742

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 117 N WATER ST N #3B, Chestertown, MD 21620
      1 Bed1 Bath652 SqFt
      1/24 24
      Price Dropped by $48K

      $299,900

      117 N WATER ST N #3B, Chestertown, MD 21620

      MLS# MDKE2003722

      Listed by Gunther-McClary Real Estate

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      3 Beds4 Baths2,592 Sqft Lot
      1/23 23
      Active

      $950,000

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2001612

      Listed by Gunther-McClary Real Estate

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

      $2,350

      116 METCALF RD, Chestertown, MD 21620

      MLS# MDKE2005168

      Listed by Coldwell Banker Chesapeake Real Estate Company

      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)
    • CROMWELL CLARK RD, Chestertown, MD 21620
      87.34 Acres
      1/19 19
      New

      $3,000,000

      CROMWELL CLARK RD, Chestertown, MD 21620

      MLS# MDKE2005156

      Listed by The Land Group

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

      $80,000

      9020 GEORGETOWN RD, Chestertown, MD 21620

      MLS# MDKE2005152

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Bright MLS (BMLS)
    • 22671 WOOD YARD LN, Chestertown, MD 21620
      0.48 Acres
      1/4 4
      Pending

      $15,000

      22671 WOOD YARD LN, Chestertown, MD 21620

      MLS# MDKE2005122

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • CAULKS FIELD ROAD, Chestertown, MD 21620
      2 Acres
      1/3 3
      Active

      $150,000

      CAULKS FIELD ROAD, Chestertown, MD 21620

      MLS# MDKE2005120

      Listed by RE/MAX Allegiance

      Bright MLS (BMLS)
    • GEORGETOWN RD SE, Chestertown, MD 21620
      2 Acres
      1/2 2
      Active

      $150,000

      GEORGETOWN RD SE, Chestertown, MD 21620

      MLS# MDKE2005076

      Listed by RE/MAX Allegiance

      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.