1 / 50 3D tour$519,900Save $13,6473 bd·2.5 ba·2,475 sqft·Single family7655 James Ln, Chestertown, MD 21620−$384/mo for 2 yrs
1 / 26New$895,000Save $24,9004 bd·2.5 ba·2,546 sqft·Single family7570 Muirfield Dr, Chestertown, MD 21620−$661/mo for 2 yrs
1 / 43Coming soon$1,125,000Save $31,8005 bd·3.5 ba·3,031 sqft·Single family108 N Water St, Chestertown, MD 21620−$831/mo for 2 yrs
1 / 46New construction 3D tour$400,000Save $10,0502 bd·2 ba·1,000 sqft·Single family21338 Virginia Ave, Chestertown, MD 21620−$296/mo for 2 yrs
1 / 23New construction$439,990Save $11,2503 bd·2 ba·2,346 sqft·Single family326 Talbot Blvd, Chestertown, MD 21620−$325/mo for 2 yrs
1 / 41Contingent 3D tour$300,000Save $7,0505 bd·2 ba·1,802 sqft·Single family234 N Kent St, Chestertown, MD 21620
1 / 29NewOpen house 3D tour$450,000Save $11,5502 bd·2.5 ba·1,632 sqft·Single family111 Kent St S, Chestertown, MD 21620−$333/mo for 2 yrs
Coming soon$375,000Save $9,3004 bd·2.5 ba·2,886 sqft·Condo201 Garland Way, Chestertown, MD 21620−$277/mo for 2 yrs
1 / 18New$175,000Save $3,3003 bd·1 ba·1,360 sqft·Single family7545 Quaker Neck Rd, Chestertown, MD 21620
Coming soon$349,900Save $8,5472,008 sqft·Multi-family501 High St, Chestertown, MD 21620−$259/mo for 2 yrs
Coming soon$349,900Save $8,5474 bd·2 ba·1,440 sqft·Single family8668 Elm Rd, Chestertown, MD 21620−$259/mo for 2 yrs
1 / 51 3D tour$525,000Save $13,8003 bd·2.5 ba·1,833 sqft·Single family8901 S Bayview Dr, Chestertown, MD 21620−$388/mo for 2 yrs
1 / 28$365,000Save $9,0003 bd·2.5 ba·2,294 sqft·Single family24607 Chestertown Rd, Chestertown, MD 21620−$270/mo for 2 yrs
1 / 39$495,000Save $12,9003 bd·2.5 ba·1,656 sqft·Single family10 Cedar Chase Ct, Chestertown, MD 21620−$366/mo for 2 yrs
1 / 24Price cut$281,500Save $6,4953 bd·2 ba·1,080 sqft·Single family8820 Cumberland St, Chestertown, MD 21620
1 / 60Price cut 3D tour$1,495,000Save $42,9009 bd·6.5 ba·4,776 sqft·Single family8796 Maryland Pkwy, Chestertown, MD 21620−$1,105/mo for 2 yrs
1 / 83Price cut 3D tour$549,900Save $14,5474 bd·2.5 ba·2,464 sqft·Single family329 Union Church Rd, Chestertown, MD 21620−$406/mo for 2 yrs
1 / 38$38,200,000Save $1,144,0504 bd·2 ba·2,330 sqft·Farm / ranch8184 Rock Hall Rd, Chestertown, MD 21620−$28,232/mo for 2 yrs
1 / 54$679,900Save $18,4473 bd·3.5 ba·3,228 sqft·Single family8986 Orchard Dr, Chestertown, MD 21620−$502/mo for 2 yrs
1 / 55$2,895,000Save $84,9005 bd·3.5 ba·5,938 sqft·Single family6324 Quaker Neck Rd, Chestertown, MD 21620−$2,140/mo for 2 yrs
1 / 92Price cut$799,900Save $22,0473 bd·3.5 ba·2,472 sqft·Single family106 Queen St S, Chestertown, MD 21620−$591/mo for 2 yrs
1 / 43Price cut$825,000Save $22,8005 bd·4 ba·2,639 sqft·Single family7680 Country Club Ln, Chestertown, MD 21620−$610/mo for 2 yrs