Chestertown Homes For Sale Open House $238,000 10484 COGAR ROAD CHESTERTOWN, MD 3 Beds 1 Baths 1,008 Sqft $400,000 21338 VIRGINIA AVENUE CHESTERTOWN, MD 2 Beds 2 Baths 1000 Sqft $495,000 10 CEDAR CHASE COURT CHESTERTOWN, MD 3 Beds 2 Baths 1,656 Sqft $425,000 106 HARLAN LOOP CHESTERTOWN, MD 4 Beds 2 Baths 3,165 Sqft Open House $296,000 203 MANOR AVENUE CHESTERTOWN, MD 3 Beds 1 Baths 1,248 Sqft Open House Active Under Contract $565,000 204 S WATER STREET CHESTERTOWN, MD 2 Beds 2 Baths 1,306 Sqft $325,000 234 N KENT STREET CHESTERTOWN, MD 5 Beds 2 Baths 1,802 Sqft Open House Coming Soon $679,900 8986 ORCHARD DRIVE CHESTERTOWN, MD 3 Beds 3 Baths 3,228 Sqft $675,000 212 WASHINGTON AVENUE CHESTERTOWN, MD 5 Beds 3 Baths 2,838 Sqft $312,500 8820 CUMBERLAND STREET CHESTERTOWN, MD 3 Beds 2 Baths 1,080 Sqft $1,800,000 LITTLE HARBOR WAY #1 CHESTERTOWN, MD 4 Beds 3 Baths 3,540 Sqft $259,900 103 METCALF ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,280 Sqft $325,000 896 WASHINGTON AVENUE CHESTERTOWN, MD 2,000 Sqft Open House $568,900 329 UNION CHURCH ROAD CHESTERTOWN, MD 4 Beds 2 Baths 2,464 Sqft $459,000 105 N WATER STREET #3 CHESTERTOWN, MD 2 Beds 2 Baths 1,098 Sqft Active Under Contract $659,999 7712 WATERVIEW LANE CHESTERTOWN, MD 3 Beds 2 Baths 2,716 Sqft Pending $200,000 223 MOUNT VERNON AVENUE CHESTERTOWN, MD 4 Beds 1 Baths 1,816 Sqft Open House $2,895,000 6324 QUAKER NECK ROAD CHESTERTOWN, MD 5 Beds 3 Baths 5,938 Sqft $329,900 22974 BAY SHORE ROAD CHESTERTOWN, MD 2 Beds 2 Baths 1,440 Sqft $305,000 24775 LANGFORD ROAD CHESTERTOWN, MD 3 Beds 1 Baths 1,008 Sqft $1,050,000 104 MAPLE AVENUE CHESTERTOWN, MD 7,296 Sqft $289,000 8732 ELM ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,056 Sqft $275,000 104 LINCOLN DRIVE CHESTERTOWN, MD 3 Beds 1 Baths 960 Sqft Active Under Contract $275,000 7482 POPLAR AVENUE CHESTERTOWN, MD 3 Beds 1 Baths 975 Sqft View More