Active 40736 CENTER 40 CIR, LEONARDTOWN, MD 20650 - $399,900 Located in LEONARDTOWNBuilt in 1965MLS #: MDSM20288083 Bedrooms3 Baths1,829 SqFt More details Active 41377 DOCTORS CROSSING RD, LEONARDTOWN, MD 20650 - $620,000 Located in LEONARDTOWNBuilt in 2016MLS #: MDSM20297225 Bedrooms4 Baths3,724 SqFt More details Active 43430 BROWNS LN, LEONARDTOWN, MD 20650 - $649,000 Located in LEONARDTOWNBuilt in 2007MLS #: MDSM20303405 Bedrooms5 Baths2,756 SqFt More details Pending 40624 BRETON OAKS LN, LEONARDTOWN, MD 20650 - $779,000 Located in LEONARDTOWNBuilt in 2026MLS #: MDSM20302304 Bedrooms4 Baths2,745 SqFt More details Active 41488 PENSIVE ST, LEONARDTOWN, MD 20650 - $680,000 Located in LEONARDTOWNBuilt in 2008MLS #: MDSM20299005 Bedrooms4 Baths3,992 SqFt More details Active 41505 MARGROVE CIR, LEONARDTOWN, MD 20650 - $435,000 Located in LEONARDTOWNBuilt in 2019MLS #: MDSM20303543 Bedrooms4 Baths2,306 SqFt More details Active 18866 RUSSELL RD, LEONARDTOWN, MD 20650 - $450,000 Located in LEONARDTOWNBuilt in 1974MLS #: MDSM20302383 Bedrooms2 Baths1,128 SqFt More details Active 40840 GREENWOOD LN, LEONARDTOWN, MD 20650 - $1,049,000 Located in LEONARDTOWNBuilt in 2012MLS #: MDSM20304189 Bedrooms5 Baths6,476 SqFt More details Active 20798 WATERSIDE DR, LEONARDTOWN, MD 20650 - $500,000 Located in LEONARDTOWNBuilt in 1950MLS #: MDSM20296662 Bedrooms1 Bath1,018 SqFt More details Active 22393 SAINT CLEMENTS AVE, LEONARDTOWN, MD 20650 - $788,900 Located in LEONARDTOWNBuilt in 1966MLS #: MDSM20290364 Bedrooms4 Baths2,097 SqFt More details Pending 21335 FAIRWOOD CT, LEONARDTOWN, MD 20650 - $715,000 Located in LEONARDTOWNBuilt in 2011MLS #: MDSM20303205 Bedrooms4 Baths4,533 SqFt More details Pending 22224 MONTEREY PL, LEONARDTOWN, MD 20650 - $459,900 Located in LEONARDTOWNBuilt in 1976MLS #: MDSM20294344 Bedrooms3 Baths2,176 SqFt More details Active LOT 110 - 23678 WEEPING WILLOW WAY, LEONARDTOWN, MD 20650 - $449,900 Located in LEONARDTOWNMEADOWS AT TOWN RUN IIMLS #: MDSM20300304 Bedrooms4 Baths2,571 SqFt More details Active LOT 111 - 23684 WEEPING WILLOW WAY, LEONARDTOWN, MD 20650 - $449,900 Located in LEONARDTOWNMEADOWS AT TOWN RUN IIMLS #: MDSM20304024 Bedrooms4 Baths2,554 SqFt More details Active 18937 MCKAY'S COVE LN, LEONARDTOWN, MD 20650 - $2,300 Located in LEONARDTOWNBuilt in 1967MLS #: MDSM20293763 Bedrooms2 Baths1,583 SqFt More details Active 23581 BELMAR DR, LEONARDTOWN, MD 20650 - $2,695 Located in LEONARDTOWNBuilt in 1982MLS #: MDSM20303463 Bedrooms2 Baths1,238 SqFt More details Active 22175 BAYSIDE RD, LEONARDTOWN, MD 20650 - $315,000 Located in LEONARDTOWNBuilt in 1967MLS #: MDSM20290562 Bedrooms2 Baths1,192 SqFt More details Active LOT 101 - 23713 DRAGONFLY LN, LEONARDTOWN, MD 20650 - $449,900 Located in LEONARDTOWNMEADOWS AT TOWN RUN IIMLS #: MDSM20294864 Bedrooms4 BathsSAINT MARYS County More details Pending LOT 132 - 23697 WEEPING WILLOW WAY, LEONARDTOWN, MD 20650 - $489,900 Located in LEONARDTOWNMEADOWS AT TOWN RUN IIMLS #: MDSM20299944 Bedrooms4 Baths3,095 SqFt More details Active LOT 99 - 23725 DRAGONFLY LN, LEONARDTOWN, MD 20650 - $449,900 Located in LEONARDTOWNMEADOWS AT TOWN RUN IIMLS #: MDSM20294884 Bedrooms4 BathsSAINT MARYS County More details NextLast updated: 2026-04-11T05:00:24.647722Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.
