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      Chestertown Real Estate — Homes For Sale in Chestertown, MD

      230 Properties Found [ Edit Search ] Save This Search

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      $158,500
      531 High St
      Chestertown, MD 21620

      2 bed, 2 bath, Single Family, 1,356 sq ft, $117/sq ft,
      3,380 sq ft lot, Built: 1900, On ZipRealty 27 days Map

      This charming cottage in Chestertown's Historic District offers you a front row seat to all that... more »
      Listing Provided Courtesy of Cross Street Realtors Llc Popularity
      $319,000
      109 Birch Run Rd
      Chestertown, MD 21620

      3 bed, 2 bath, Single Family, 1,428 sq ft, $223/sq ft,
      12,081 sq ft lot, Built: 1978, On ZipRealty 28 days Map

      You'll love living in this wonderful custom built brick Cape in the lovely Mile Tree Village area... more »
      Listing Provided Courtesy of Champion Realty, Inc. Popularity
      $219,900
      1 Reed Ct N
      Chestertown, MD 21620

      4 bed, 3 bath, Single Family, 1,308 sq ft, $168/sq ft,
      11,567 sq ft lot, Built: 1988, On ZipRealty 28 days Map

      Charming home located on quiet Reed Ct. in Chestertown, Maryland. Beautiful plantings, garage,... more »
      Listing Provided Courtesy of The Hogans Agency Popularity
      $259,900
      23567 Canvasback Rd
      Chestertown, MD 21620

      3 bed, 3 bath, Single Family, 1,543 sq ft, $168/sq ft,
      21,884 sq ft lot, Built: 2007, On ZipRealty 32 days Map

      Impeccably detailed and customized for a builder's family, this Craftsman-style home boasts a... more »
      Listing Provided Courtesy of Gunther-mcclary Real Estate Popularity
      $159,000
      622 High St
      Chestertown, MD 21620

      3 bed, 2 bath, Single Family, 1,330 sq ft, $120/sq ft,
      2,795 sq ft lot, Built: 1920, On ZipRealty 33 days Map

      Historic District property. Front portion of home dates back to 1890. New electric and insulation... more »
      Listing Provided Courtesy of Champion Realty, Inc. Popularity
      $385,000
      520 Morgnec Rd
      Chestertown, MD 21620

      5 bed, 4 bath, Single Family, 1,747 sq ft, $220/sq ft,
      1.5 acre lot, Built: 2004, On ZipRealty 33 days Map

      Beautiful and spacious custom-built home on MD's Upper Eastern Shore near Washington College.... more »
      Listing Provided Courtesy of Keller Williams Realty Popularity
      $299,000
      239 Devon Dr
      Chestertown, MD 21620

      4 bed, 3 bath, Single Family, 2,456 sq ft, $122/sq ft,
      12,104 sq ft lot, Built: 2006, On ZipRealty 35 days Map

      Spacious home in Coventry Farms. Large lot that backs to woods and offers lots of privacy.... more »
      Listing Provided Courtesy of Coldwell Banker Chesapeake Real Estate Co
      $584,900
      310 Landing Ln #26
      Chestertown, MD 21620

      3 bed, 4 bath, Condo, 3,000 sq ft, $195/sq ft,
      N/A sq ft lot, Built: 2009, On ZipRealty 35 days Map

      Just reduced 65k! Great weekend home or year round sanctuary! Luxury 4 bed 3 1/2 bath home... more »
      Listing Provided Courtesy of Carrington Real Estate Services Llc
      $265,000
      23292 Schooner Rd
      Chestertown, MD 21620

      3 bed, 2 bath, Single Family, 1,878 sq ft, $141/sq ft,
      22,500 sq ft lot, Built: 1987, On ZipRealty 35 days Map

      ***water privileged community***...This lovely home built with 2 x 6 exterior walls offers large... more »
      Listing Provided Courtesy of Champion Realty, Inc. Popularity
      $125,000
      9190 Bayview Ave
      Chestertown, MD 21620

      3 bed, 2 bath, Single Family, 920 sq ft, $136/sq ft,
      8,000 sq ft lot, Built: 1969, On ZipRealty 36 days Map

      Great location on N. Bay View with all kinds of possibilities! Currently a very liveable mobile... more »
      Listing Provided Courtesy of Doug Ashley Realtors, Llc Popularity
      $85,000
      23161 Daniel Black Rd
      Chestertown, MD 21620

      3 bed, 1 bath, Single Family, 888 sq ft, $96/sq ft,
      43,560 sq ft lot, Built: 1970, On ZipRealty 40 days Map

      Don't let this one get away!!! This is a great starter home or investment property. This recently... more »
      Listing Provided Courtesy of The Hogans Agency Inc. Popularity
      $299,900
      211 Garland Way
      Chestertown, MD 21620

      5 bed, 3 bath, Single Family, 2,568 sq ft, $117/sq ft,
      10,687 sq ft lot, Built: 2006, On ZipRealty 44 days Map

      Located on a premium corner lot across from the community open space, this 5 bedroom home... more »
      Listing Provided Courtesy of Coldwell Banker Residential Brokerage Popularity
      $795,000
      954 High St
      Chestertown, MD 21620

      6 bed, 8 bath, Single Family, 6,334 sq ft, $126/sq ft,
      6.0 acre lot, Built: 1881, On ZipRealty 46 days Map

      LAURETUM - Named the most important & distinct 19th ca. architecture by Md Hist Trust. Mansard... more »
      Listing Provided Courtesy of Maryland Heritage Properties Popularity
      $24,900
      Iowa Ave
      Chestertown, MD 21620

      Land, N/A sq ft, N/A/sq ft,
      20,000 sq ft lot, Built: N/A, On ZipRealty 47 days Map

      Public works says this lot has a paid sewer allocation but please verify. Survey is available and... more »
      Listing Provided Courtesy of Doug Ashley Realtors, Llc
      $85,000
      Waiting for
      photo from
      seller's agent
      21425 Belair Ave
      Chestertown, MD 21620

      Land, N/A sq ft, N/A/sq ft,
      22,000 sq ft lot, Built: N/A, On ZipRealty 50 days Map

      Beautiful wooded building site, cleared, with footing for proposed house. Nice location. Sewer... more »
      Listing Provided Courtesy of The Hogans Agency
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      Data last updated: Tuesday, June 18, 2013 at 7:31 AM