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87 Properties for Sale
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 5 Beds4 Baths3,061 SqFt1/40 40Under Contract
- 4 Beds3 Baths2,205 SqFt1/56 56Active
$583,000
21056 WOODMERE DR, Leonardtown, MD 20650
MLS# MDSM2025686
Listed by Coldwell Banker Jay Lilly Real Estate
- 4 Beds3 Baths2,538 SqFt1/27 27Pending
$525,000
20755 DEER WOOD PARK DR, Leonardtown, MD 20650
MLS# MDSM2025788
Listed by EbonAries Realty Group, LLC.
- 4 Beds2 Baths2,935 SqFt1/26 26Price Dropped by $15K
- 4 Beds3 Baths2,328 SqFt1/66 66Under Contract
$529,900
22338 WHITE OAK RD, Leonardtown, MD 20650
MLS# MDSM2025664
Listed by CENTURY 21 New Millennium
- 4 Beds3 Baths3,412 SqFt1/41 41Price Dropped by $11K
$599,000
20814 DEER WOOD PARK DR, Leonardtown, MD 20650
MLS# MDSM2024842
Listed by CENTURY 21 New Millennium
- 5 Beds3 Baths3,500 SqFt1/43 43Pending
- 3 Beds2 Baths1,488 SqFt1/15 15Pending
$550,000
41130 CRYER COURT, Leonardtown, MD 20650
MLS# MDSM2025300
Listed by CENTURY 21 New Millennium
- 3 Beds4 Baths2,379 SqFt1/72 72Pending
- 4 Beds3 Baths2,330 SqFt1/41 41Under Contract
- 3 Beds3 Baths2,040 SqFt1/41 41Active
- 3 Beds2 Baths984 SqFt3DUnder Contract
$398,000
23745 HICKS DR, Leonardtown, MD 20650
MLS# MDSM2023732
Listed by Blackwell Real Estate, LLC
- 6 Beds4 Baths5,888 SqFt1/96 96Active
- 3 Beds1 Bath1,212 SqFt1/26 26Under Contract
$249,900
21749 POINT LOOKOUT RD, Leonardtown, MD 20650
MLS# MDSM2025176
Listed by CENTURY 21 New Millennium
- 4 Beds3 Baths2,697 SqFt1/72 72Active
- 4 Beds4 Baths4,829 SqFt1/67 67Price Dropped by $10K
- 5 Beds4 Baths4,500 SqFt1/79 79Active
- 3 Beds2 Baths2,824 SqFt1/59 59Active
- 4 Beds4 Baths2,686 SqFt1/50 50Pending
$540,000
41412 DOCTORS CROSSING RD, Leonardtown, MD 20650
MLS# MDSM2024976
Listed by RE/MAX United Real Estate
- 4 Beds6 Baths6,116 SqFt1/140 140Under Contract
$775,000
41115 PAW PAW HOLLOW LN, Leonardtown, MD 20650
MLS# MDSM2025074
Listed by CENTURY 21 New Millennium
- 5 Beds3 Baths6,064 SqFt1/75 75Active
- 5 Beds4 Baths3,153 SqFt1/43 43Pending
$710,000
21549 POINT LOOKOUT, Leonardtown, MD 20650
MLS# MDSM2024990
Listed by O'Brien Realty ERA Powered
- 3 Beds1 Bath924 SqFtActive
$99,999
44646 MEDLEYS NECK RD, Leonardtown, MD 20650
MLS# MDSM2024652
Listed by Home Towne Real Estate
- 5 Beds8 Baths12,113 SqFt1/126 126Active
$5,950,000
41505 KNIGHT RD, Leonardtown, MD 20650
MLS# MDSM2023270
Listed by Engel & Volkers Annapolis