Chestertown Homes For Sale Open House $325,000 10572 WATONGA ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,404 Sqft Open House Coming Soon $515,000 101 S MILL STREET CHESTERTOWN, MD 2 Beds 2 Baths 1,476 Sqft $365,000 23264 CLARISSA ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,248 Sqft $120,000 234 N COLLEGE AVENUE CHESTERTOWN, MD 2 Beds 1 Baths 1,296 Sqft $75,000 MD CHESTERTOWN, MD 2.2 Acres $284,900 104 ACORN DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,900 Sqft Open House Coming Soon $468,000 25750 COLLINS AVENUE CHESTERTOWN, MD 3 Beds 2 Baths 3,262 Sqft $1,100,000 25416 COMMERCE LANE CHESTERTOWN, MD 5,600 Sqft $1,650,000 8796 MARYLAND PARKWAY CHESTERTOWN, MD 5,000 Sqft $119,900 110 PROSPECT STREET CHESTERTOWN, MD 3 Beds 1 Baths 2,210 Sqft $1,650,000 8796 MARYLAND PARKWAY CHESTERTOWN, MD 9 Beds 6 Baths 4,776 Sqft Pending $869,900 205 RIVER ROAD CHESTERTOWN, MD 4 Beds 2 Baths 2,877 Sqft $85,000 8886 GEORGETOWN ROAD CHESTERTOWN, MD 4.03 Acres $449,900 10781 FERMOY ROAD CHESTERTOWN, MD 4 Beds 2 Baths 2,160 Sqft $200,000 21172 WYOMING AVENUE CHESTERTOWN, MD 4 Beds 1 Baths 2,920 Sqft $380,000 213 BYFORD DRIVE CHESTERTOWN, MD 4 Beds 2 Baths 1,277 Sqft Active Under Contract $215,000 100 PROSPECT STREET CHESTERTOWN, MD 3 Beds 1 Baths 1,373 Sqft $3,000,000 25440 LEARMAN ROAD CHESTERTOWN, MD 3 Beds 2 Baths 3,142 Sqft $1,450,000 22470 FAIRGALE FARM LANE CHESTERTOWN, MD 4 Beds 5 Baths 4,257 Sqft Coming Soon $1,200,000 202 ROYSTON SHORES ROAD CHESTERTOWN, MD 4 Beds 3 Baths 2,292 Sqft $15,000 23741 L ROAD CHESTERTOWN, MD 1 Acres $450,000 522 HIGH STREET CHESTERTOWN, MD 2 Beds 3 Baths 1,518 Sqft Active Under Contract $457,500 118 GRANT COURT CHESTERTOWN, MD 3 Beds 2 Baths 1,664 Sqft Pending $1,500,000 7761 BROAD NECK ROAD CHESTERTOWN, MD 5 Beds 2 Baths 2,700 Sqft View More