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59 Properties for Sale 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

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

Coming Soon

$699,000

3 Beds2 Baths2,400 SqFt

22405 HOOD LN, Leonardtown, MD 20650

MLS# MDSM2034290

Listed by Infinitas Realty Group

22301 WHITE OAK RD, Leonardtown, MD 20650

1/29

Coming Soon

$489,900

3 Beds3 Baths1,976 SqFt

22301 WHITE OAK RD, Leonardtown, MD 20650

MLS# MDSM2034276

Listed by Redfin Corp

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 Sat 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 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

New

$590,000

4 Beds4 Baths3,750 SqFt

22220 BULL RD, Leonardtown, MD 20650

MLS# MDSM2034012

Listed by RE/MAX Realty Group

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

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

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

1/85

Price Dropped by $11K

$599,000

5 Beds3 Baths4,836 SqFt

23636 HANSEL CT, Leonardtown, MD 20650

MLS# MDSM2033984

Listed by Taylor Properties

40533 BRETON KNOLLS CT, Leonardtown, MD 20650

Active

$739,900

4 Beds3 Baths3,460 SqFt

40533 BRETON KNOLLS CT, Leonardtown, MD 20650

MLS# MDSM2033960

Listed by RE/MAX One

1/63

Active

$474,900

3 Beds2 Baths1,710 SqFt

41495 GARRETT CT, Leonardtown, MD 20650

MLS# MDSM2033936

Listed by RE/MAX Realty Group

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

1/26

Active

$450,000

4 Beds3 Baths2,604 SqFt

20410 CHINGVILLE RD, Leonardtown, MD 20650

MLS# MDSM2033190

Listed by The Southside Group Real Estate

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

1/10

Active

$175,000

5 Acres

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

MLS# MDSM2033760

Listed by CENTURY 21 New Millennium

1/40

Price Dropped by $20K

$609,900

4 Beds4 Baths3,340 SqFt

23444 LINDSAY DR, Leonardtown, MD 20650

MLS# MDSM2033554

Listed by RE/MAX One

1/53

Open 10/31 1PM-3PM

$599,900

4 Beds4 Baths2,736 SqFt

23354 LINDSAY DR, Leonardtown, MD 20650

MLS# MDSM2033334

Listed by Redfin Corp

59 Properties for Sale In Leonardtown

22630 QUIET LN, Leonardtown, MD 20650

22405 HOOD LN, Leonardtown, MD 20650

22301 WHITE OAK RD, 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 155 - 23628 DRAGONFLY LN, Leonardtown, MD 20650

23603 MARGRAVE DR, Leonardtown, MD 20650

22220 BULL RD, Leonardtown, MD 20650

23405 MARVIEW CT, Leonardtown, MD 20650

43705 REDMOND RD, Leonardtown, MD 20650

22538 LANDING WAY, Leonardtown, MD 20650

23899 MCINTOSH RD, Leonardtown, MD 20650

42163 BLACKSMITH SHOP RD, Leonardtown, MD 20650

20945 GREENWELL WAY, Leonardtown, MD 20650

23636 HANSEL CT, Leonardtown, MD 20650

40533 BRETON KNOLLS CT, Leonardtown, MD 20650

41495 GARRETT CT, Leonardtown, MD 20650

23208 CLARKS REST RD, Leonardtown, MD 20650

20410 CHINGVILLE RD, Leonardtown, MD 20650

43488 MEDLEYS NECK RD, Leonardtown, MD 20650

23444 LINDSAY DR, Leonardtown, MD 20650

23354 LINDSAY DR, Leonardtown, MD 20650

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