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- $ 800,000
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- $ 1,000,000
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85 Properties Available In Chestertown
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$779,000
212 LANDING LN, Chestertown, MD 21620
MLS# MDKE2004782
Listed by Gunther-McClary Real Estate


$725,000
117 N WATER ST #1A, Chestertown, MD 21620
MLS# MDKE2004206
Listed by Gunther-McClary Real Estate


$579,000
103 LANDING LN, Chestertown, MD 21620
MLS# MDKE2004252
Listed by Coldwell Banker Realty


$399,000
117 WATER ST N #2A, Chestertown, MD 21620
MLS# MDKE2003742
Listed by Gunther-McClary Real Estate


$995,000
230 S WATER ST #1, Chestertown, MD 21620
MLS# MDKE2001598
Listed by Gunther-McClary Real Estate


$274,000
118 TUXEDO RD, Chestertown, MD 21620
MLS# MDQA2012402
Listed by Doug Ashley Realtors, LLC


$267,500
21217 TEXAS AVE, Chestertown, MD 21620
MLS# MDKE2004902
Listed by RE/MAX Leading Edge


$339,000
109 TAMARACK RD, Chestertown, MD 21620
MLS# MDQA2012102
Listed by RE/MAX Executive


$345,000
505 N KENT ST, Chestertown, MD 21620
MLS# MDKE2004864
Listed by Rock Hall Properties Real Estate


$885,000
24576 LANGFORD RD, Chestertown, MD 21620
MLS# MDKE2004906
Listed by Maryland Heritage Properties


$236,000
107 CHESTER ARMS DR, Chestertown, MD 21620
MLS# MDKE2004904
Listed by Cross Street Realtors LLC


$360,000
110 FLYING CLOUD COURT, Chestertown, MD 21620
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty


$329,900
10578 TONOPAH RD, Chestertown, MD 21620
MLS# MDKE2004894
Listed by RE/MAX Executive


$395,000
117 COURT ST, Chestertown, MD 21620
MLS# MDKE2004796
Listed by Maryland Heritage Properties


$5,500,000
23620 LANDS END RD, Chestertown, MD 21620
MLS# MDKE2004760
Listed by Cross Street Realtors LLC


$399,900
25740 COLLINS AVE, Chestertown, MD 21620
MLS# MDKE2004860
Listed by Doug Ashley Realtors, LLC


$345,000
10705 MILLBROOK DR, Chestertown, MD 21620
MLS# MDKE2004846
Listed by EXP Realty, LLC


$349,900
109 WILTON RD, Chestertown, MD 21620
MLS# MDQA2011782
Listed by Chesapeake Real Estate Associates, LLC


$349,900
473 PEAR TREE POINT RD, Chestertown, MD 21620
MLS# MDQA2012050
Listed by RE/MAX Executive


$309,000
909 ROUND TOP RD, Chestertown, MD 21620
MLS# MDQA2011970
Listed by Coldwell Banker Chesapeake Real Estate Company


$314,000
23315 SANDPIPER RD, Chestertown, MD 21620
MLS# MDKE2004728
Listed by Doug Ashley Realtors, LLC


$290,000
202 GLEN ST, Chestertown, MD 21620
MLS# MDKE2004712
Listed by Doug Ashley Realtors, LLC


$289,000
118 CHAR NOR MANOR BLVD, Chestertown, MD 21620
MLS# MDQA2011266
Listed by Chesapeake Real Estate Associates, LLC


$335,000
107 DUTCHESS RD, Chestertown, MD 21620
MLS# MDQA2011746
Listed by The Hogans Agency
