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102 Properties Available In Leonardtown

Name: Open House - 1:00PM-3:00PM
Start: 2026-10-24T13:00:00
End: 2026-10-24T15:00:00
Location: 41608 BRIARWOOD CIR, Leonardtown, MD 20650

MD >Leonardtown >

Market Insights

21944 POINT LOOKOUT RD, Leonardtown, MD 20650

1/8

New

$79,900

1,542 SqFt

21944 POINT LOOKOUT RD, Leonardtown, MD 20650

MLS# MDSM2032976

Listed by CENTURY 21 New Millennium

22301 WHITE OAK RD, Leonardtown, MD 20650

1/29

New

$489,900

3 Beds3 Baths1,976 SqFt

22301 WHITE OAK RD, Leonardtown, MD 20650

MLS# MDSM2034276

Listed by Redfin Corp

25484 POINT LOOKOUT RD #301 - GROUND FLOOR, Leonardtown, MD 20650

1/4

New

$1,524

1,333 Sqft Lot

25484 POINT LOOKOUT RD #301 - GROUND FLOOR, Leonardtown, MD 20650

MLS# MDSM2034348

Listed by CENTURY 21 Commercial New Millennium

1/10

Coming Soon

$467,000

3 Beds3 Baths1,568 SqFt

22630 QUIET LN, Leonardtown, MD 20650

MLS# MDSM2034126

Listed by RE/MAX Realty Group

1/37

New

$2,500

2 Beds2 Baths1,558 SqFt

41490 GARRETT CT, Leonardtown, MD 20650

MLS# MDSM2034294

Listed by Century 21 Redwood Realty

Coming Soon

$699,000

3 Beds2 Baths2,400 SqFt

22405 HOOD LN, Leonardtown, MD 20650

MLS# MDSM2034290

Listed by Infinitas Realty Group

22395 NEWTOWNE NECK RD, Leonardtown, MD 20650

Coming Soon

$2,200,000

4 Beds3 Baths4,395 SqFt

22395 NEWTOWNE NECK RD, Leonardtown, MD 20650

MLS# MDSM2034286

Listed by Samson Properties

1/81

New

$650,000

4 Beds4 Baths3,264 SqFt

41427 OSBORNE LN, Leonardtown, MD 20650

MLS# MDSM2034242

Listed by RE/MAX One

41608 BRIARWOOD CIR, Leonardtown, MD 20650

1/32

Open 10/24 1PM-3PM

$440,000

3 Beds4 Baths2,379 SqFt

41608 BRIARWOOD CIR, Leonardtown, MD 20650

MLS# MDSM2034160

Listed by The Southside Group Real Estate

1/45

New

$444,500

4 Beds4 Baths2,666 SqFt

20270 BEAUVUE CT, Leonardtown, MD 20650

MLS# MDSM2034216

Listed by Coldwell Banker Premier

LOT 145 - 23629 DRAGONFLY LN, Leonardtown, MD 20650

1/30

Pending

$479,900

4 Beds4 Baths2,966 SqFt

LOT 145 - 23629 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2034234

Listed by RE/MAX One

LOT 155 - 23628 DRAGONFLY LN, Leonardtown, MD 20650

1/15

New

$495,900

1 Bed4 Baths3,095 SqFt

LOT 155 - 23628 DRAGONFLY LN, Leonardtown, MD 20650

MLS# MDSM2034206

Listed by RE/MAX One

23603 MARGRAVE DR, Leonardtown, MD 20650

1/3

Coming Soon

$685,000

5 Beds4 Baths4,271 SqFt

23603 MARGRAVE DR, Leonardtown, MD 20650

MLS# MDSM2034184

Listed by EXP Realty, LLC

1/62

Active

$590,000

4 Beds4 Baths3,750 SqFt

22220 BULL RD, Leonardtown, MD 20650

MLS# MDSM2034012

Listed by RE/MAX Realty Group

22690 WASHINGTON ST #C, Leonardtown, MD 20650

Under Contract

$1,800

2 Beds1 Bath1,872 SqFt

22690 WASHINGTON ST #C, Leonardtown, MD 20650

MLS# MDSM2034098

Listed by Century 21 Redwood Realty

1/48

Open Sun 10AM-12PM

$450,000

3 Beds4 Baths2,306 SqFt

23405 MARVIEW CT, Leonardtown, MD 20650

MLS# MDSM2034018

Listed by Berkshire Hathaway HomeServices PenFed Realty

1/22

Price Dropped by $25K

$450,000

3 Beds2 Baths1,462 SqFt

43705 REDMOND RD, Leonardtown, MD 20650

MLS# MDSM2033914

Listed by CENTURY 21 New Millennium

22538 LANDING WAY, Leonardtown, MD 20650

1/52

Active

$515,000

4 Beds4 Baths2,764 SqFt

22538 LANDING WAY, Leonardtown, MD 20650

MLS# MDSM2034058

Listed by RE/MAX One

43261 CEDARWOOD CT, Leonardtown, MD 20650

1/22

Under Contract

$475,000

4 Beds3 Baths2,200 SqFt

43261 CEDARWOOD CT, Leonardtown, MD 20650

MLS# MDSM2033908

Listed by EXP Realty, LLC

23899 MCINTOSH RD, Leonardtown, MD 20650

1/33

Price Dropped by $15K

$434,900

5 Beds2 Baths2,056 SqFt

23899 MCINTOSH RD, Leonardtown, MD 20650

MLS# MDSM2034002

Listed by EXP Realty, LLC

1/4

Under Contract

$290,000

3 Beds2 Baths1,568 SqFt

43905 LANEDON DR, Leonardtown, MD 20650

MLS# MDSM2034038

Listed by RE/MAX United Real Estate

1/4

Active

$1,975

3 Beds1 Bath1,008 SqFt

22805 DUKE ST, Leonardtown, MD 20650

MLS# MDSM2033800

Listed by Residential Plus Real Estate Services

42163 BLACKSMITH SHOP RD, Leonardtown, MD 20650

1/30

Active

$299,500

3 Beds2 Baths1,218 SqFt

42163 BLACKSMITH SHOP RD, Leonardtown, MD 20650

MLS# MDSM2034000

Listed by CENTURY 21 New Millennium

20945 GREENWELL WAY, Leonardtown, MD 20650

1/109

Active

$929,900

4 Beds4 Baths4,248 SqFt

20945 GREENWELL WAY, Leonardtown, MD 20650

MLS# MDSM2033970

Listed by O'Brien Realty ERA Powered

102 Properties Available In Leonardtown

21944 POINT LOOKOUT RD, Leonardtown, MD 20650

22301 WHITE OAK RD, Leonardtown, MD 20650

25484 POINT LOOKOUT RD #301 - GROUND FLOOR, Leonardtown, MD 20650

22630 QUIET LN, Leonardtown, MD 20650

41490 GARRETT CT, Leonardtown, MD 20650

22405 HOOD LN, Leonardtown, MD 20650

22395 NEWTOWNE NECK RD, Leonardtown, MD 20650

41427 OSBORNE LN, Leonardtown, MD 20650

41608 BRIARWOOD CIR, Leonardtown, MD 20650

20270 BEAUVUE CT, Leonardtown, MD 20650

LOT 145 - 23629 DRAGONFLY LN, Leonardtown, MD 20650

LOT 155 - 23628 DRAGONFLY LN, Leonardtown, MD 20650

23603 MARGRAVE DR, Leonardtown, MD 20650

22220 BULL RD, Leonardtown, MD 20650

22690 WASHINGTON ST #C, Leonardtown, MD 20650

23405 MARVIEW CT, Leonardtown, MD 20650

43705 REDMOND RD, Leonardtown, MD 20650

22538 LANDING WAY, Leonardtown, MD 20650

43261 CEDARWOOD CT, Leonardtown, MD 20650

23899 MCINTOSH RD, Leonardtown, MD 20650

43905 LANEDON DR, Leonardtown, MD 20650

22805 DUKE ST, Leonardtown, MD 20650

42163 BLACKSMITH SHOP RD, Leonardtown, MD 20650

20945 GREENWELL WAY, Leonardtown, MD 20650

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