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- $ 800,000
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87 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)

$ 1,395,000
105 HIGH ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005002
Listed by Coldwell Banker Chesapeake Real Estate Company


$ 579,000
103 LANDING LN, Chestertown, MD 21620
Condo
MLS# MDKE2004972
Listed by Gunther-McClary Real Estate


$ 560,000
314 DEVON DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004946
Listed by The Parker Group


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


$ 434,500
130 SHEAFFER RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012600
Listed by Coldwell Banker Realty


$ 225,000
110 PHILOSOPHERS TER, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004982
Listed by Doug Ashley Realtors, LLC


$ 440,000
128 EDMORE RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2012546
Listed by Berkshire Hathaway HomeServices PenFed Realty


$ 319,000
306 CEDAR ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004954
Listed by Doug Ashley Realtors, LLC


$ 998,000
226 S WATER ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2004940
Listed by Gunther-McClary Real Estate


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


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


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


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


$ 350,000
110 FLYING CLOUD COURT, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004850
Listed by Berkshire Hathaway HomeServices Homesale Realty


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


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


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


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


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


$ 309,000
23315 SANDPIPER RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004728
Listed by Doug Ashley Realtors, LLC


$ 269,000
118 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2011266
Listed by Chesapeake Real Estate Associates, LLC


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


$ 999,000
26865 MALLARD RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2004550
Listed by TTR Sotheby's International Realty


$ 1,450,000
23393 CACAWAY FARM LN, Chestertown, MD 21620
Condo
MLS# MDKE2004002
Listed by Gunther-McClary Real Estate
