Chestertown Homes For Sale Open House $225,000 533 ROUND TOP ROAD CHESTERTOWN, MD 4 Beds 1 Baths 1,800 Sqft $1,195,000 302 S MILL STREET CHESTERTOWN, MD 0.46 Acres $304,000 7464 SHORTALL STREET CHESTERTOWN, MD 3 Beds 2 Baths 1,232 Sqft Open House Coming Soon $675,000 212 WASHINGTON AVENUE CHESTERTOWN, MD 5 Beds 3 Baths 2,838 Sqft $38,200,000 8184 ROCK HALL ROAD CHESTERTOWN, MD 4 Beds 2 Baths 1,054 Acres $1,195,000 302 S MILL STREET CHESTERTOWN, MD 2 Beds 1 Baths 806 Sqft Active Under Contract $295,000 240 ROUND TOP ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,132 Sqft Coming Soon $345,000 217 EDMORE ROAD CHESTERTOWN, MD 3 Beds 1 Baths 1,398 Sqft $369,000 101 S COLLEGE AVENUE CHESTERTOWN, MD 2 Beds 1 Baths 1,036 Sqft $649,000 22400 GREAT OAK LANDING RD. CHESTERTOWN, MD 4 Beds 3 Baths 2,864 Sqft $524,900 1003 TWIN COURT CHESTERTOWN, MD 3 Beds 2 Baths 2,076 Sqft $295,000 117 N WATER STREET #3B CHESTERTOWN, MD 1 Beds 1 Baths Active Under Contract $259,900 249 ISLAND LARK WAY CHESTERTOWN, MD 3 Beds 2 Baths 1,420 Sqft Active Under Contract $440,000 104 CHURCH ALLEY CHESTERTOWN, MD 2 Beds 1 Baths 1,058 Sqft $349,900 23208 BUCK NECK ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,650 Sqft $299,900 124 WILTON ROAD CHESTERTOWN, MD 3 Beds 1 Baths 1,056 Sqft $750,000 216 BIRCH RUN ROAD CHESTERTOWN, MD 3 Beds 2 Baths 2,176 Sqft $375,000 123 TRAFFORD DRIVE CHESTERTOWN, MD 4 Beds 2 Baths 2,504 Sqft Coming Soon $263,000 115 CHESTER ARMS DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,140 Sqft $424,900 8630 ELM ROAD CHESTERTOWN, MD 5 Beds 2 Baths 1,936 Sqft $279,000 10540 TONOPAH ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,404 Sqft $478,000 7982 RADCLIFFE ROAD CHESTERTOWN, MD 2 Beds 2 Baths 1,904 Sqft $350,000 620 CANNON ST CHESTERTOWN, MD 0.22 Acres $5,017 122 SPEER ROAD #5 CHESTERTOWN, MD 12,290 Sqft View More