18Active$175,0003 bd · 1 ba · 1,360 sqft7545 Quaker Neck Rd, Chestertown, MDByron K. Brooks · Thurston Wyatt Real Estate, LLC
28Active$365,0003 bd · 3 ba · 2,294 sqft24607 Chestertown Rd, Chestertown, MDWilliam Sutton · Coldwell Banker Chesapeake Real Estate Company
50Active$519,9003 bd · 3 ba · 2,475 sqft7655 James Ln, Chestertown, MDRyan Michael Fitzwater · RE/MAX Advantage Realty
51Active$525,0003 bd · 3 ba · 1,833 sqft8901 S Bayview Dr, Chestertown, MDGrace M Crockett · Doug Ashley Realtors, LLC
47Active$400,0002 bd · 2 ba · 1,000 sqft21338 Virginia Ave, Chestertown, MDRetha J Arrabal · Doug Ashley Realtors, LLC
68Active$425,0004 bd · 3 ba · 3,165 sqft106 Harlan Loop, Chestertown, MDBarbara A McPhail · Douglas Realty LLC
Price Reduced24Active$281,5003 bd · 2 ba · 1,080 sqft8820 Cumberland St, Chestertown, MDFrederick A Golding · RE/MAX Advantage Realty
41Active$325,0005 bd · 2 ba · 1,802 sqft234 N Kent St, Chestertown, MDLiddy Campbell · TTR Sotheby's International Realty
39Active$495,0003 bd · 3 ba · 1,656 sqft10 Cedar Chase Ct, Chestertown, MDSarah E. King · Cross Street Realtors LLC
53Active$679,9003 bd · 4 ba · 3,228 sqft8986 Orchard Dr, Chestertown, MDTaylor Leaverton · Benson & Mangold, LLC
Price Reduced22Active$315,0002 bd · 2 ba · 1,440 sqft22974 Bay Shore Rd, Chestertown, MDMae Nordhoff · Benson & Mangold, LLC
Price Reduced51Active$459,0002 bd · 2 ba · 1,098 sqft105 N Water St #3, Chestertown, MDLisa P Raffetto · Coldwell Banker Chesapeake Real Estate Company
55Active$2,895,0005 bd · 4 ba · 5,938 sqft6324 Quaker Neck Rd, Chestertown, MDJohn Boniface · Cross Street Realtors LLC
23Active$200,0004 bd · 1 ba · 1,816 sqft223 Mount Vernon Ave, Chestertown, MDMaryn J. LeClair · Chesapeake Real Estate Associates, LLC
24Active$289,0003 bd · 2 ba · 1,056 sqft8732 Elm Rd, Chestertown, MDTracy A Stone · Coldwell Banker Chesapeake Real Estate Company
16Active$259,9003 bd · 3 ba · 1,280 sqft103 Metcalf Rd, Chestertown, MDDavid J. Moore · Real Broker, LLC - Chester
Price Reduced23Active$222,0003 bd · 1 ba · 936 sqft7415 Wilkins Ln, Chestertown, MDRetha J Arrabal · Doug Ashley Realtors, LLC
Price Reduced142Active$549,9004 bd · 3 ba · 2,464 sqft329 Union Church Rd, Chestertown, MDHeather Dolan · Chesapeake Real Estate Associates, LLC
Price Reduced25Active$305,0003 bd · 1 ba · 1,008 sqft24775 Langford Rd, Chestertown, MDJoseph A Zang III · RE/MAX Chesapeake
Price Reduced30Active$275,0003 bd · 1 ba · 960 sqft104 Lincoln Dr, Chestertown, MDCrystal M Smith · RE/MAX Executive
39Active$675,0005 bd · 3 ba · 2,838 sqft212 Washington Ave, Chestertown, MDMary C Carlisle · Coldwell Banker Chesapeake Real Estate Company
Price Reduced45Active$370,0004 bd · 3 ba · 2,504 sqft123 Trafford Dr, Chestertown, MDMaryn J. LeClair · Chesapeake Real Estate Associates, LLC
Price Reduced34Active$259,0003 bd · 2 ba · 1,140 sqft115 Chester Arms Dr, Chestertown, MDJarnell Preston Foster · Samson Properties