Chestertown Homes For Sale $450,000 522 HIGH STREET CHESTERTOWN, MD 2 Beds 3 Baths 1,518 Sqft $15,000 23741 L ROAD CHESTERTOWN, MD 1 Acres Active Under Contract $457,500 118 GRANT COURT CHESTERTOWN, MD 3 Beds 2 Baths 1,664 Sqft Coming Soon $1,650,000 8796 MARYLAND PARKWAY CHESTERTOWN, MD 9 Beds 6 Baths 4,776 Sqft Pending $1,500,000 7761 BROAD NECK ROAD CHESTERTOWN, MD 5 Beds 2 Baths 2,700 Sqft $285,000 956 WASHINGTON AVENUE CHESTERTOWN, MD 3 Beds 1 Baths 1,248 Sqft Coming Soon $3,000,000 25440 LEARMAN ROAD CHESTERTOWN, MD 3 Beds 2 Baths 3,142 Sqft Active Under Contract $499,000 1014 TWIN COURT CHESTERTOWN, MD 3 Beds 2 Baths 1,817 Sqft Open House $445,000 24295 LANGFORD ROAD CHESTERTOWN, MD 2 Beds 2 Baths 1,857 Sqft $525,000 110 S QUEEN STREET CHESTERTOWN, MD 3 Beds 1 Baths 1,785 Sqft $525,000 110 S QUEEN STREET CHESTERTOWN, MD 778 Sqft $55,000 MD CHESTERTOWN, MD 0.7 Acres Active Under Contract $138,000 127 WOOD DUCK LANE CHESTERTOWN, MD 3 Beds 2 Baths 1,666 Sqft Active Under Contract $185,000 423 CALVERT STREET CHESTERTOWN, MD 3 Beds 1 Baths 1,136 Sqft Coming Soon $1,450,000 22470 FAIRGALE FARM LANE CHESTERTOWN, MD 4 Beds 5 Baths 4,257 Sqft $339,900 102 FLYING CLOUD DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,896 Sqft Active Under Contract $425,000 8629 AIRY HILL ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,440 Sqft $6,000 23683 L ROAD CHESTERTOWN, MD 0.69 Acres Open House $399,000 240 MERGANSER DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,120 Sqft $395,000 107 FLYING CLOUD DRIVE CHESTERTOWN, MD 5 Beds 3 Baths 2,534 Sqft Active Under Contract $384,000 23416 CLOQUET ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,512 Sqft Active Under Contract $205,000 21363 LYNN LANE CHESTERTOWN, MD 3 Beds 1 Baths 1,314 Sqft $322,500 304 HADAWAY DRIVE CHESTERTOWN, MD 4 Beds 2 Baths 1,325 Sqft $79,000 MD CHESTERTOWN, MD 1.95 Acres View More