Chestertown Homes For Sale $319,900 10584 KLAMATH ROAD CHESTERTOWN, MD 3 Beds 1 Baths $366,000 136 HILLTOP DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,432 Sqft Open House $299,500 108 OAK LEAF DRIVE CHESTERTOWN, MD 2 Beds 2 Baths 1,867 Sqft Coming Soon $1,469,900 104 MAPLE AVENUE CHESTERTOWN, MD 7,296 Sqft $320,000 8706 ELM ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,232 Sqft Open House $315,000 208 CENTRAL DRIVE CHESTERTOWN, MD 3 Beds 1 Baths 1,120 Sqft Open House $329,000 10594 MILLBROOK DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,499 Sqft Coming Soon $425,000 240 MERGANSER DRIVE CHESTERTOWN, MD 3 Beds 2 Baths 1,120 Sqft Coming Soon $445,000 24295 LANGFORD ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,857 Sqft Open House Coming Soon $349,000 126 CHAR NOR MANOR BOULEVARD CHESTERTOWN, MD 3 Beds 2 Baths 1,304 Sqft $695,000 10087 JOHN CARVILL ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,566 Sqft Open House Coming Soon $296,000 115 ACORN DRIVE CHESTERTOWN, MD 2 Beds 2 Baths 1,864 Sqft $265,000 21217 TEXAS AVENUE CHESTERTOWN, MD 2 Beds 1 Baths 912 Sqft $898,000 226 S WATER STREET CHESTERTOWN, MD 3 Beds 3 Baths 2,172 Sqft Open House Coming Soon $867,000 25475 TURNBERRY COURT CHESTERTOWN, MD 4,145 Sqft $369,999 720 DEEP LANDING ROAD CHESTERTOWN, MD 3 Beds 2 Baths 1,271 Sqft $1,300,000 327 CANNON STREET CHESTERTOWN, MD 3,740 Sqft $550,000 103 SUTTON WAY CHESTERTOWN, MD 5 Beds 3 Baths 3,816 Sqft Active Under Contract $295,000 107 LONGFELLOW DRIVE CHESTERTOWN, MD 3 Beds 1 Baths Pending $115,000 108 PINE STREET CHESTERTOWN, MD 3 Beds 1 Baths 910 Sqft $440,000 704 TRUSLOW ROAD CHESTERTOWN, MD 3 Beds 2 Baths 2,060 Sqft $399,900 104 FLYING CLOUD DRIVE CHESTERTOWN, MD 5 Beds 3 Baths 2,535 Sqft $865,000 106 QUEEN STREET S CHESTERTOWN, MD 3 Beds 3 Baths 2,472 Sqft Active Under Contract $325,000 217 PHILOSOPHERS TERRACE CHESTERTOWN, MD 3 Beds 1 Baths 1,404 Sqft View More