Active 202 PINE ST, CHESTERTOWN, MD 21620 - $205,000 Located in CHESTERTOWNBuilt in 1955MLS #: MDKE2006888 3 Bedrooms1 Bath 1,341 SqFt More details Pending 207 LINCOLN DR, CHESTERTOWN, MD 21620 - $135,000 Located in CHESTERTOWNBuilt in 1965MLS #: MDKE2006894 4 Bedrooms2 Baths 1,152 SqFt More details Active 8312 BROAD NECK RD, CHESTERTOWN, MD 21620 - $380,000 Located in CHESTERTOWNBuilt in 1976MLS #: MDKE2006854 3 Bedrooms2 Baths 3,292 SqFt More details Active 10720 FORESTON RD, CHESTERTOWN, MD 21620 - $309,000 Located in CHESTERTOWNBuilt in 1963MLS #: MDKE2006800 3 Bedrooms2 Baths 1,412 SqFt More details Active 7903 RADCLIFFE RD, CHESTERTOWN, MD 21620 - $625,000 Located in CHESTERTOWNBuilt in 1988MLS #: MDKE2006890 3 Bedrooms4 Baths 4,037 SqFt More details Pending 2201 PONDTOWN RD, CHESTERTOWN, MD 21620 - $1,500 Located in CHESTERTOWNBuilt in 1955MLS #: MDQA2018024 3 Bedrooms1 Bath 1,272 SqFt More details Active 117 WATER ST N #2A, CHESTERTOWN, MD 21620 - $375,000 Located in CHESTERTOWNBuilt in 1885MLS #: MDKE2006166 2 Bedrooms1 Bath 787 SqFt More details Active 117 WATER ST N #1B, CHESTERTOWN, MD 21620 - $200,000 Located in CHESTERTOWNBuilt in 1885MLS #: MDKE2006164 1 Bedrooms1 Bath 700 SqFt More details Active 117 WATER ST N #1A, CHESTERTOWN, MD 21620 - $685,000 Located in CHESTERTOWNBuilt in 1885MLS #: MDKE2006162 3 Bedrooms3 Baths 3,000 SqFt More details Active 117 WATER ST N #1A, 1B, 2A, & 2B, CHESTERTOWN, MD 21620 - $1,500,000 Located in CHESTERTOWNBuilt in 1885MLS #: MDKE2006158 7 Bedrooms5 Baths 5,400 SqFt More details Active 522 HIGH ST, CHESTERTOWN, MD 21620 - $315,000 Located in CHESTERTOWNBuilt in 1820MLS #: MDKE2006614 2 Bedrooms3 Baths 1,518 SqFt More details Pending PRESTON LANE, CHESTERTOWN, MD 21620 - $525,000 Located in CHESTERTOWNBuilt in 2000MLS #: MDKE2006820 3 Bedrooms3 Baths 2,824 SqFt More details Active 110 PROSPECT ST, CHESTERTOWN, MD 21620 - $54,900 Located in CHESTERTOWNBuilt in 1900MLS #: MDKE2006626 3 Bedrooms2 Baths 2,210 SqFt More details Active 6746 QUAKER NECK RD, CHESTERTOWN, MD 21620 - $349,000 Located in CHESTERTOWNBuilt in 1900MLS #: MDKE2006014 5 Bedrooms3 Baths 3,371 SqFt More details Active 115 METCALF RD, CHESTERTOWN, MD 21620 - $259,900 Located in CHESTERTOWNBuilt in 2025MLS #: MDKE2006826 3 Bedrooms2 Baths 1,280 SqFt More details Active 123 HEATH RD, CHESTERTOWN, MD 21620 - $349,000 Located in CHESTERTOWNBuilt in 1990MLS #: MDQA2017994 3 Bedrooms2 Baths 1,792 SqFt More details Active 240 MERGANSER DR, CHESTERTOWN, MD 21620 - $365,000 Located in CHESTERTOWNBuilt in 2024MLS #: MDQA2016900 3 Bedrooms2 Baths 1,120 SqFt More details Pending 24581 WILLOW OAK LN, CHESTERTOWN, MD 21620 - $229,990 Located in CHESTERTOWNBuilt in 2007MLS #: MDKE2006342 3 Bedrooms2 Baths 1,352 SqFt More details Active 8796 MARYLAND PKWY, CHESTERTOWN, MD 21620 - $1,495,000 Located in CHESTERTOWNBuilt in 1743MLS #: MDKE2006596 9 Bedrooms7 Baths 4,776 SqFt More details Active 21324 PERSIMMON DR, CHESTERTOWN, MD 21620 - $189,000 Located in CHESTERTOWNBuilt in 1955MLS #: MDKE2006816 2 Bedrooms1 Bath 1,232 SqFt More details Next Last updated: 2026-08-08T06:30:25.856913Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.
