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48 Properties for Sale In Leonardtown

Name: Open House - 2PM-4PM
Start: 2026-09-26T14:00:00.000Z
End: 2026-09-26T16:00:00.000Z
Location: 23354 LINDSAY DR, Leonardtown, MD 20650

MD >Leonardtown >

Market Insights

23208 CLARKS REST RD, Leonardtown, MD 20650

1/2

Coming Soon

$549,000

4 Beds4 Baths3,006 SqFt

23208 CLARKS REST RD, Leonardtown, MD 20650

MLS# MDSM2033840

Listed by RE/MAX One

20410 CHINGVILLE RD, Leonardtown, MD 20650

1/23

New

$450,000

4 Beds3 Baths2,604 SqFt

20410 CHINGVILLE RD, Leonardtown, MD 20650

MLS# MDSM2033190

Listed by The Southside Group Real Estate

22157 MONTEREY PL, Leonardtown, MD 20650

1/60

New

$649,900

4 Beds3 Baths3,314 SqFt

22157 MONTEREY PL, Leonardtown, MD 20650

MLS# MDSM2033568

Listed by CENTURY 21 New Millennium

1/14

New

$319,000

3 Beds1 Bath2,068 SqFt

43146 N MEGAN LN, Leonardtown, MD 20650

MLS# MDSM2033774

Listed by Berkshire Hathaway HomeServices PenFed Realty

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

1/10

New

$175,000

5 Acres

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

MLS# MDSM2033760

Listed by CENTURY 21 New Millennium

1/43

Price Dropped by $10K

$629,900

4 Beds4 Baths3,340 SqFt

23444 LINDSAY DR, Leonardtown, MD 20650

MLS# MDSM2033554

Listed by RE/MAX One

1/29

Active

$1,450,000

70.61 Acres

43175 N MEGAN LN, Leonardtown, MD 20650

MLS# MDSM2033644

Listed by Berkshire Hathaway HomeServices PenFed Realty

1/53

Open Sat 2PM-4PM

$609,900

4 Beds4 Baths2,736 SqFt

23354 LINDSAY DR, Leonardtown, MD 20650

MLS# MDSM2033334

Listed by Redfin Corp

21395 FAIRWOOD CT, Leonardtown, MD 20650

1/74

Open Sat 11AM-1PM

$680,000

4 Beds4 Baths4,066 SqFt

21395 FAIRWOOD CT, Leonardtown, MD 20650

MLS# MDSM2033536

Listed by EXP Realty, LLC

44450 SCHUMANN WAY, Leonardtown, MD 20650

1/74

Price Dropped by $20K

$675,000

5 Beds3 Baths2,953 SqFt

44450 SCHUMANN WAY, Leonardtown, MD 20650

MLS# MDSM2033456

Listed by CENTURY 21 New Millennium

1/41

Active

$550,000

4 Beds4 Baths2,562 SqFt

41888 JENKINS CT, Leonardtown, MD 20650

MLS# MDSM2033062

Listed by RE/MAX One

1/91

Price Dropped by $81K

$699,000

5 Beds4 Baths5,484 SqFt

22601 AVENMAR DR, Leonardtown, MD 20650

MLS# MDSM2033428

Listed by CENTURY 21 New Millennium

41524 FAIRWOOD CT, Leonardtown, MD 20650

1/28

Open Sat 12PM-2PM

$600,000

4 Beds3 Baths3,793 SqFt

41524 FAIRWOOD CT, Leonardtown, MD 20650

MLS# MDSM2033246

Listed by The Southside Group Real Estate

1/47

Price Dropped by $25K

$449,500

4 Beds3 Baths2,774 SqFt

40659 KLEAR CT, Leonardtown, MD 20650

MLS# MDSM2033354

Listed by Baldus Real Estate, Inc.

1/43

Price Dropped by $15K

$635,000

5 Beds3 Baths2,601 SqFt

40751 MERLIN WAY, Leonardtown, MD 20650

MLS# MDSM2033166

Listed by Metro City Realty

1/58

Active

$624,990

4 Beds4 Baths2,562 SqFt

40611 MERION CT, Leonardtown, MD 20650

MLS# MDSM2033146

Listed by Infinitas Realty Group

LOT 143 - 23641 DRAGONFLY LN, Leonardtown, MD 20650

1/42

Active

$449,900

4 Beds4 Baths2,340 Sqft Lot

LOT 143 - 23641 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2033226

Listed by RE/MAX One

25375 LOVEVILLE RD, Leonardtown, MD 20650

1/94

Active

$680,000

4 Beds2 Baths2,388 SqFt

25375 LOVEVILLE RD, Leonardtown, MD 20650

MLS# MDSM2032802

Listed by RMG Realty

1/3

Active

$175,000

7.58 Acres

22501 BULL RD, Leonardtown, MD 20650

MLS# MDSM2032990

Listed by Greenmark Real Estate

23214 DAIRY BARN DR, Leonardtown, MD 20650

1/44

Active

$695,000

5 Beds4 Baths4,084 SqFt

23214 DAIRY BARN DR, Leonardtown, MD 20650

MLS# MDSM2032818

Listed by CENTURY 21 New Millennium

1/74

Active

$699,900

3 Beds2 Baths1,834 SqFt

18937 HODGES LN, Leonardtown, MD 20650

MLS# MDSM2032956

Listed by CENTURY 21 New Millennium

23011 NEWTOWNE NECK RD, Leonardtown, MD 20650

1/17

Price Dropped by $10K

$350,000

5 Beds2 Baths1,552 SqFt

23011 NEWTOWNE NECK RD, Leonardtown, MD 20650

MLS# MDSM2032950

Listed by Samson Properties

1/10

Active

$299,000

5.8 Acres

21365 BOGIES LN, Leonardtown, MD 20650

MLS# MDSM2032756

Listed by Century 21 Redwood Realty

22010 SOCIETY HILL RD, Leonardtown, MD 20650

1/45

Active

$575,000

4 Beds3 Baths2,730 SqFt

22010 SOCIETY HILL RD, Leonardtown, MD 20650

MLS# MDSM2032698

Listed by Compass

48 Properties for Sale In Leonardtown

23208 CLARKS REST RD, Leonardtown, MD 20650

20410 CHINGVILLE RD, Leonardtown, MD 20650

22157 MONTEREY PL, Leonardtown, MD 20650

43146 N MEGAN LN, Leonardtown, MD 20650

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

23444 LINDSAY DR, Leonardtown, MD 20650

43175 N MEGAN LN, Leonardtown, MD 20650

23354 LINDSAY DR, Leonardtown, MD 20650

21395 FAIRWOOD CT, Leonardtown, MD 20650

44450 SCHUMANN WAY, Leonardtown, MD 20650

41888 JENKINS CT, Leonardtown, MD 20650

22601 AVENMAR DR, Leonardtown, MD 20650

41524 FAIRWOOD CT, Leonardtown, MD 20650

40659 KLEAR CT, Leonardtown, MD 20650

40751 MERLIN WAY, Leonardtown, MD 20650

40611 MERION CT, Leonardtown, MD 20650

LOT 143 - 23641 DRAGONFLY LN, Leonardtown, MD 20650

25375 LOVEVILLE RD, Leonardtown, MD 20650

22501 BULL RD, Leonardtown, MD 20650

23214 DAIRY BARN DR, Leonardtown, MD 20650

18937 HODGES LN, Leonardtown, MD 20650

23011 NEWTOWNE NECK RD, Leonardtown, MD 20650

21365 BOGIES LN, Leonardtown, MD 20650

22010 SOCIETY HILL RD, Leonardtown, MD 20650

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