Active 8276 BROAD NECK RD, CHESTERTOWN, MD 21620 - $1,295,000 Located in CHESTERTOWNBuilt in 1991MLS #: MDKE2007092 4 Bedrooms4 Baths 3,383 SqFt More details Active 105 HIGH ST, CHESTERTOWN, MD 21620 - $1,245,500 Located in CHESTERTOWNBuilt in 1863MLS #: MDKE2005890 5 Bedrooms5 Baths 3,243 SqFt More details Active 223 MOUNT VERNON AVE, CHESTERTOWN, MD 21620 - $200,000 Located in CHESTERTOWNBuilt in 1951MLS #: MDKE2007080 4 Bedrooms1 Bath 1,816 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 Active 115 METCALF RD, CHESTERTOWN, MD 21620 - $259,900 Located in CHESTERTOWNBuilt in 2025MLS #: MDKE2006826 3 Bedrooms2 Baths 1,280 SqFt More details Active 104 LINCOLN DR, CHESTERTOWN, MD 21620 - $295,000 Located in CHESTERTOWNBuilt in 1966MLS #: MDKE2007032 3 Bedrooms1 Bath 960 SqFt More details Active 22974 BAY SHORE RD, CHESTERTOWN, MD 21620 - $329,900 Located in CHESTERTOWNBuilt in 1920MLS #: MDKE2007106 2 Bedrooms2 Baths 1,440 SqFt More details Pending 1010 TWIN CT, CHESTERTOWN, MD 21620 - $2,100 Located in CHESTERTOWNBuilt in 2018MLS #: MDKE2006610 4 Bedrooms2 Baths 1,476 SqFt More details Active 115 CHESTER ARMS DR, CHESTERTOWN, MD 21620 - $263,000 Located in CHESTERTOWNBuilt in 2022MLS #: MDKE2006958 3 Bedrooms2 Baths 1,140 SqFt More details Active 8732 ELM RD, CHESTERTOWN, MD 21620 - $289,000 Located in CHESTERTOWNBuilt in 1997MLS #: MDKE2007082 3 Bedrooms2 Baths 1,056 SqFt More details Active 103 SUTTON WAY, CHESTERTOWN, MD 21620 - $509,000 Located in CHESTERTOWNBuilt in 2006MLS #: MDKE2006344 5 Bedrooms4 Baths 3,816 SqFt More details Active 10540 TONOPAH RD, CHESTERTOWN, MD 21620 - $269,000 Located in CHESTERTOWNBuilt in 2001MLS #: MDKE2006880 3 Bedrooms2 Baths 1,404 SqFt More details Active 24775 LANGFORD RD, CHESTERTOWN, MD 21620 - $315,000 Located in CHESTERTOWNBuilt in 1961MLS #: MDKE2007012 3 Bedrooms1 Bath 1,008 SqFt More details Active 9126 FAIRLEE RD, CHESTERTOWN, MD 21620 - $314,000 Located in CHESTERTOWNBuilt in 1963MLS #: MDKE2006764 3 Bedrooms2 Baths 1,216 SqFt More details Active 8630 ELM RD, CHESTERTOWN, MD 21620 - $424,900 Located in CHESTERTOWNBuilt in 2006MLS #: MDKE2006914 5 Bedrooms3 Baths 1,936 SqFt More details Active 1003 TWIN CT, CHESTERTOWN, MD 21620 - $499,900 Located in CHESTERTOWNBuilt in 2002MLS #: MDKE2006974 3 Bedrooms3 Baths 2,076 SqFt More details Active 121 METCALF RD, CHESTERTOWN, MD 21620 - $264,900 Located in CHESTERTOWNBuilt in 2025MLS #: MDKE2006678 3 Bedrooms2 Baths KENT County More details Active 300 AND 302 S MILL ST, CHESTERTOWN, MD 21620 - $1,195,000 Located in CHESTERTOWNBuilt in 1961MLS #: MDKE2006850 2 Bedrooms1 Bath 806 SqFt More details Active 117 WATER ST N #2B, CHESTERTOWN, MD 21620 - $350,000 Located in CHESTERTOWNBuilt in 1885MLS #: MDKE2006168 1 Bedrooms1 Bath 850 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 Next Last updated: 2026-09-22T22:00:25.440298Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.
