96 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)

$ 449,900
109 S COLLEGE AVE, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005818
Listed by Cross Street Realtors LLC


$ 770,000
7844 CHESTER CT, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005796
Listed by Doug Ashley Realtors, LLC


$ 619,000
206 S WATER ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005840
Listed by TTR Sotheby's International Realty


$ 320,000
222 DUTCHESS RD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2014830
Listed by Gunther-McClary Real Estate


$ 878,000
228 S WATER ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2005812
Listed by Gunther-McClary Real Estate


$ 339,000
8750 GEORGETOWN RD, Chestertown, MD 21620
Manufactured Home
MLS# MDKE2005834
Listed by Chesapeake Real Estate Associates, LLC


$ 215,000
127 WOOD DUCK LN, Chestertown, MD 21620
Mobile Home
MLS# MDQA2015154
Listed by RE/MAX Point Realty


$ 290,000
107 MALONE AVE, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005764
Listed by Douglas Realty LLC


$ 364,000
8833 GEORGETOWN RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005766
Listed by Coldwell Banker Chesapeake Real Estate Company


$ 165,000
423 CALVERT ST, Chestertown, MD 21620
Townhouse
MLS# MDKE2005718
Listed by Redfin Corp


$ 515,000
100 ADELA WAY, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005636
Listed by Berkshire Hathaway HomeServices PenFed Realty


$ 259,900
103 METCALF RD, Chestertown, MD 21620
Townhouse
MLS# MDKE2005688
Listed by Real Broker, LLC


$ 349,900
23110 OLD FAIRLEE RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005676
Listed by Real Broker LLC


$ 2,500,000
7989 QUAKER NECK RD, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005590
Listed by Coldwell Banker Chesapeake Real Estate Company


$ 539,999
103 LANDING LN, Chestertown, MD 21620
Condo
MLS# MDKE2005670
Listed by Coldwell Banker Chesapeake Real Estate Company


$ 245,000
100 METCALF RD, Chestertown, MD 21620
Townhouse
MLS# MDKE2005634
Listed by Bayside Realty


$ 179,000
21316 PERSIMMON DR, Chestertown, MD 21620
Townhouse
MLS# MDKE2005624
Listed by Doug Ashley Realtors, LLC


$ 325,000
23043 BAY SHORE SPUR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005584
Listed by Rock Hall Properties Real Estate


$ 519,000
116 HARLAN LOOP, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005610
Listed by Samson Properties


$ 249,950
112 METCALF RD, Chestertown, MD 21620
Single Family Home, Townhouse
MLS# MDKE2005498
Listed by Engel & Volkers Annapolis


$ 595,000
251 DEVON DR, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005536
Listed by Doug Ashley Realtors, LLC


$ 167,000
141 PROSPECT ST, Chestertown, MD 21620
Single Family Home
MLS# MDKE2005504
Listed by Cross Street Realtors LLC


$ 409,900
165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2013956
Listed by RE/MAX Executive


$ 279,000
134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
Single Family Home
MLS# MDQA2013988
Listed by Meredith Fine Properties

