Active BAYSIDE RD, LEONARDTOWN, MD 20650 - $1,750,000 Located in LEONARDTOWNBuilt in 1951MLS #: MDSM2021304 4 Bedrooms2 Baths 2,130 SqFt More details Active 20798 WATERSIDE DR, LEONARDTOWN, MD 20650 - $450,000 Located in LEONARDTOWNBuilt in 1950MLS #: MDSM2029666 2 Bedrooms1 Bath 1,018 SqFt More details Active 23444 LINDSAY DR, LEONARDTOWN, MD 20650 - $639,900 Located in LEONARDTOWNBuilt in 2023MLS #: MDSM2033554 4 Bedrooms4 Baths 3,340 SqFt More details Active 44450 SCHUMANN WAY, LEONARDTOWN, MD 20650 - $675,000 Located in LEONARDTOWNBuilt in 2015MLS #: MDSM2033456 5 Bedrooms3 Baths 2,953 SqFt More details Active 41603 CHURCH ST, LEONARDTOWN, MD 20650 - $2,500 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM2033596 2 Bedrooms2 Baths 1,024 SqFt More details Active 23628 BELMAR DR, LEONARDTOWN, MD 20650 - $699,999 Located in LEONARDTOWNBuilt in 2010MLS #: MDSM2031832 5 Bedrooms4 Baths 4,834 SqFt More details Active 41524 FAIRWOOD CT, LEONARDTOWN, MD 20650 - $600,000 Located in LEONARDTOWNBuilt in 2023MLS #: MDSM2033246 4 Bedrooms3 Baths 3,793 SqFt More details Active 23354 LINDSAY DR, LEONARDTOWN, MD 20650 - $609,900 Located in LEONARDTOWNBuilt in 2021MLS #: MDSM2033334 4 Bedrooms4 Baths 2,736 SqFt More details Active 21395 FAIRWOOD CT, LEONARDTOWN, MD 20650 - $690,000 Located in LEONARDTOWNBuilt in 2011MLS #: MDSM2033536 4 Bedrooms4 Baths 4,066 SqFt More details Active 39725 LADY BALTIMORE AVE #UNIT 2, LEONARDTOWN, MD 20650 - $1,550 Located in LEONARDTOWNBuilt in 1947MLS #: MDSM2033838 1 Bedrooms1 Bath 900 SqFt More details Active 39725 LADY BALTIMORE AVE #UNIT 1, LEONARDTOWN, MD 20650 - $1,650 Located in LEONARDTOWNBuilt in 1947MLS #: MDSM2033832 2 Bedrooms1 Bath 1,000 SqFt More details Pending LOT 138 - 23671 DRAGONFLY LN, LEONARDTOWN, MD 20650 - $487,400 Located in LEONARDTOWNMEADOWS AT TOWN RUN II MLS #: MDSM2028534 4 Bedrooms4 Baths 3,095 SqFt More details Active LOT 3 - 42108 WILDFLOWER DR, LEONARDTOWN, MD 20650 - $614,900 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM2032268 4 Bedrooms3 Baths 3,072 SqFt More details Active LOT 5 - 42096 WILDFLOWER DR, LEONARDTOWN, MD 20650 - $619,900 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM2032286 4 Bedrooms3 Baths 2,976 SqFt More details Active LOT 4 - 42102 WILDFLOWER DR, LEONARDTOWN, MD 20650 - $609,900 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM2032276 4 Bedrooms3 Baths 2,701 SqFt More details Active LOT 7 - 42084 WILDFLOWER DR, LEONARDTOWN, MD 20650 - $629,900 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM2031392 4 Bedrooms3 Baths 3,072 SqFt More details Active 23011 NEWTOWNE NECK RD, LEONARDTOWN, MD 20650 - $350,000 Located in LEONARDTOWNBuilt in 1986MLS #: MDSM2032950 5 Bedrooms2 Baths 1,552 SqFt More details Active 20410 CHINGVILLE RD, LEONARDTOWN, MD 20650 - $450,000 Located in LEONARDTOWNBuilt in 2004MLS #: MDSM2033190 4 Bedrooms3 Baths 2,604 SqFt More details Active 40659 KLEAR CT, LEONARDTOWN, MD 20650 - $449,500 Located in LEONARDTOWNBuilt in 2004MLS #: MDSM2033354 4 Bedrooms3 Baths 2,774 SqFt More details Active 40751 MERLIN WAY, LEONARDTOWN, MD 20650 - $635,000 Located in LEONARDTOWNBuilt in 2002MLS #: MDSM2033166 5 Bedrooms3 Baths 2,601 SqFt More details Next Last updated: 2026-09-23T15:30:26.504538Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.
