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111 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)

$867,000
25475 TURNBERRY CT, Chestertown, MD 21620
MLS# MDKE2006350
Listed by Taylor Properties


$299,500
108 OAK LEAF DR, Chestertown, MD 21620
MLS# MDKE2006224
Listed by Doug Ashley Realtors, LLC


$329,000
10594 MILLBROOK DR, Chestertown, MD 21620
MLS# MDKE2006378
Listed by Chesapeake Real Estate Associates, LLC


$315,000
208 CENTRAL DR, Chestertown, MD 21620
MLS# MDQA2016836
Listed by Redfin Corp


$259,900
107 METCALF RD, Chestertown, MD 21620
MLS# MDKE2006186
Listed by Real Broker, LLC


$695,000
7844 CHESTER CT, Chestertown, MD 21620
MLS# MDKE2005796
Listed by Doug Ashley Realtors, LLC


$2,400,000
7989 QUAKER NECK RD, Chestertown, MD 21620
MLS# MDKE2005590
Listed by Coldwell Banker Chesapeake Real Estate Company


$519,999
103 LANDING LN, Chestertown, MD 21620
MLS# MDKE2005670
Listed by Coldwell Banker Chesapeake Real Estate Company


$366,000
136 HILLTOP DR, Chestertown, MD 21620
MLS# MDQA2016782
Listed by Northrop Realty


$320,000
8706 ELM RD, Chestertown, MD 21620
MLS# MDKE2006390
Listed by Doug Ashley Realtors, LLC


$319,900
10584 KLAMATH RD, Chestertown, MD 21620
MLS# MDKE2006328
Listed by Real Broker, LLC


$695,000
10087 JOHN CARVILL RD, Chestertown, MD 21620
MLS# MDKE2006324
Listed by Coldwell Banker Chesapeake Real Estate Company


$325,000
2032 PONDTOWN RD, Chestertown, MD 21620
MLS# MDQA2016688
Listed by Northrop Realty


$265,000
21217 TEXAS AVE, Chestertown, MD 21620
MLS# MDKE2006364
Listed by RE/MAX Leading Edge


$898,000
226 S WATER ST, Chestertown, MD 21620
MLS# MDKE2006354
Listed by Gunther-McClary Real Estate


$369,999
720 DEEP LANDING RD, Chestertown, MD 21620
MLS# MDQA2016758
Listed by Coldwell Banker Waterman Realty


$550,000
103 SUTTON WAY, Chestertown, MD 21620
MLS# MDKE2006344
Listed by TTR Sotheby's International Realty


$865,000
106 QUEEN ST S, Chestertown, MD 21620
MLS# MDKE2006152
Listed by Chesapeake Real Estate Associates, LLC


$440,000
704 TRUSLOW RD, Chestertown, MD 21620
MLS# MDQA2016632
Listed by RE/MAX Executive


$399,900
104 FLYING CLOUD DR, Chestertown, MD 21620
MLS# MDKE2006212
Listed by Real Broker, LLC


$435,000
201 BIRCH RUN RD, Chestertown, MD 21620
MLS# MDKE2006316
Listed by Coldwell Banker Chesapeake Real Estate Company


$524,900
101 COLEMAN DR, Chestertown, MD 21620
MLS# MDQA2016624
Listed by Coldwell Banker Chesapeake Real Estate Company


$225,000
139 PROSPECT ST, Chestertown, MD 21620
MLS# MDKE2006250
Listed by Redfin Corp


$389,000
202 WALDO DR, Chestertown, MD 21620
MLS# MDKE2006260
Listed by Doug Ashley Realtors, LLC

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