Active 7570 MUIRFIELD DR, CHESTERTOWN, MD 21620 - $895,000 Located in CHESTERTOWNBuilt in 2014MLS #: MDKE2007246 4 Bedrooms3 Baths 2,546 SqFt More details Active 222 DUTCHESS RD, CHESTERTOWN, MD 21620 - $298,000 Located in CHESTERTOWNBuilt in 1976MLS #: MDQA2014830 3 Bedrooms2 Baths 1,096 SqFt More details Active 9126 FAIRLEE RD, CHESTERTOWN, MD 21620 - $299,500 Located in CHESTERTOWNBuilt in 1963MLS #: MDKE2006764 3 Bedrooms2 Baths 1,216 SqFt More details Active 331 DEVON DR, CHESTERTOWN, MD 21620 - $499,999 Located in CHESTERTOWNBuilt in 2009MLS #: MDKE2007134 4 Bedrooms4 Baths 3,506 SqFt More details Active 201 N LYNCHBURG ST, CHESTERTOWN, MD 21620 - $700,000 Located in CHESTERTOWNBuilt in 1900MLS #: MDKE2006142 2 Baths 2,045 SqFt More details Active 8630 ELM RD, CHESTERTOWN, MD 21620 - $419,900 Located in CHESTERTOWNBuilt in 2006MLS #: MDKE2006914 5 Bedrooms3 Baths 1,936 SqFt More details Active 111 KENT ST S, CHESTERTOWN, MD 21620 - $450,000 Located in CHESTERTOWNBuilt in 2008MLS #: MDKE2007120 2 Bedrooms3 Baths 1,632 SqFt More details Active 896 WASHINGTON AVE, CHESTERTOWN, MD 21620 - $325,000 Located in CHESTERTOWNBuilt in 1965MLS #: MDKE2006750 3 Bedrooms1 Bath 1,000 SqFt More details Active 317 ROLLING RD, CHESTERTOWN, MD 21620 - $229,900 Located in CHESTERTOWNBuilt in 1977MLS #: MDKE2007226 3 Bedrooms2 Baths 2,344 SqFt More details Active 21338 VIRGINIA AVE, CHESTERTOWN, MD 21620 - $400,000 Located in CHESTERTOWNBuilt in 2026MLS #: MDKE2007194 2 Bedrooms2 Baths 1,000 SqFt More details Active 234 N KENT ST, CHESTERTOWN, MD 21620 - $300,000 Located in CHESTERTOWNBuilt in 1920MLS #: MDKE2007128 5 Bedrooms2 Baths 1,802 SqFt More details Active 403 CALVERT ST, CHESTERTOWN, MD 21620 - $135,000 Located in CHESTERTOWNBuilt in 1992MLS #: MDKE2007244 3 Bedrooms2 Baths 1,136 SqFt More details Active 105 N WATER ST #3, CHESTERTOWN, MD 21620 - $459,000 Located in CHESTERTOWNBuilt in 1900MLS #: MDKE2007112 2 Bedrooms2 Baths 1,098 SqFt More details Active 226 S WATER ST, CHESTERTOWN, MD 21620 - $898,000 Located in CHESTERTOWNBuilt in 2025MLS #: MDKE2006354 3 Bedrooms4 Baths 2,172 SqFt More details Active 101 MORGNEC RD, CHESTERTOWN, MD 21620 - $1,300 Located in CHESTERTOWNBuilt in 1988MLS #: MDKE113944 1 Bedrooms1 Bath 785 SqFt More details Active 7545 QUAKER NECK RD, CHESTERTOWN, MD 21620 - $175,000 Located in CHESTERTOWNBuilt in 1961MLS #: MDKE2007230 3 Bedrooms1 Bath 1,360 SqFt More details Active 329 UNION CHURCH RD, CHESTERTOWN, MD 21620 - $549,900 Located in CHESTERTOWNBuilt in 2005MLS #: MDQA2018610 4 Bedrooms3 Baths 2,464 SqFt More details Active 8820 CUMBERLAND ST, CHESTERTOWN, MD 21620 - $281,500 Located in CHESTERTOWNBuilt in 2006MLS #: MDKE2007156 3 Bedrooms2 Baths 1,080 SqFt More details Active 106 QUEEN ST S, CHESTERTOWN, MD 21620 - $799,900 Located in CHESTERTOWNBuilt in 1750MLS #: MDKE2006152 3 Bedrooms4 Baths 2,472 SqFt More details Active 6324 QUAKER NECK RD, CHESTERTOWN, MD 21620 - $2,895,000 Located in CHESTERTOWNBuilt in 1937MLS #: MDKE2007098 5 Bedrooms4 Baths 5,938 SqFt More details Next Last updated: 2026-11-07T16:00:26.041713Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.
