87 total properties
View 19700 Mulberry Fields Road Leonardtown, MD MLS# MDSM2022614
  • Virtual Tour
Save 19700 Mulberry Fields Road Leonardtown, MD MLS# MDSM2022614
1 of 140
$15,000,000
6

Beds

4.1

Baths

5,500

Sq.Ft.

19700 Mulberry Fields Road

Leonardtown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Cedar Lane Road Leonardtown, MD MLS# MDSM2019494
Save Cedar Lane Road Leonardtown, MD MLS# MDSM2019494
1 of 17
$3,800,000
0.0

Baths

Cedar Lane Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 22395 Newtowne Neck Road Leonardtown, MD MLS# MDSM2034286
Save 22395 Newtowne Neck Road Leonardtown, MD MLS# MDSM2034286
1 of 1
$2,200,000
4

Beds

3.0

Baths

4,395

Sq.Ft.

22395 Newtowne Neck Road

Leonardtown, MD

Bright
Courtesy of SAMSON PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476
Save 42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476
1 of 10
$1,999,999
4

Beds

2.0

Baths

2,744

Sq.Ft.

42520 Riverwinds Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Bayside Road Leonardtown, MD MLS# MDSM2021304
Save Bayside Road Leonardtown, MD MLS# MDSM2021304
1 of 30
$1,750,000
4

Beds

2.0

Baths

2,130

Sq.Ft.

Bayside Road

Leonardtown, MD

Bright
Courtesy of HALEY FAMILY REALTY
View 25845 Point Lookout Road Leonardtown, MD MLS# MDSM2020046
Save 25845 Point Lookout Road Leonardtown, MD MLS# MDSM2020046
1 of 1
$1,740,000
0.0

Baths

25845 Point Lookout Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 COMMERCIAL NEW MILLENNIUM
View 40115 Combs Creek Way Leonardtown, MD MLS# MDSM2032002
Save 40115 Combs Creek Way Leonardtown, MD MLS# MDSM2032002
1 of 89
$1,590,000
5

Beds

3.1

Baths

2,993

Sq.Ft.

40115 Combs Creek Way

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 43175 N Megan Lane Leonardtown, MD MLS# MDSM2033644
Save 43175 N Megan Lane Leonardtown, MD MLS# MDSM2033644
1 of 29
$1,450,000
0.0

Baths

43175 N Megan Lane

Leonardtown, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 20945 Greenwell Way Leonardtown, MD MLS# MDSM2033970
  • Virtual Tour
Save 20945 Greenwell Way Leonardtown, MD MLS# MDSM2033970
1 of 109
$929,900
4

Beds

3.1

Baths

4,248

Sq.Ft.

20945 Greenwell Way

Leonardtown, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
View 19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518
  • Virtual Tour
Save 19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518
1 of 82
$850,000
3

Beds

3.0

Baths

2,731

Sq.Ft.

19445 Blake Farms Lane

Leonardtown, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
View 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
Save 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
1 of 67
$799,900
0.0

Baths

39645 Sweetpea Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
  • New Construction
Save 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
1 of 3
$779,000
4

Beds

3.1

Baths

2,745

Sq.Ft.

40624 Breton Oaks Lane

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338
Save 44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338
1 of 7
$772,000
4

Beds

4.1

Baths

3,000

Sq.Ft.

44798 Medleys Neck Road

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 40533 Breton Knolls Court Leonardtown, MD MLS# MDSM2033960
  • New Construction
Save 40533 Breton Knolls Court Leonardtown, MD MLS# MDSM2033960
1 of 1
$739,900
4

Beds

2.1

Baths

3,460

Sq.Ft.

40533 Breton Knolls Court

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732
Save 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732
1 of 56
$723,997
4

Beds

2.2

Baths

2,097

Sq.Ft.

22393 Saint Clements Avenue

Leonardtown, MD

Bright
Courtesy of ALLFIRST REALTY, INC.
View 23628 Belmar Drive Leonardtown, MD MLS# MDSM2031832
  • Virtual Tour
Save 23628 Belmar Drive Leonardtown, MD MLS# MDSM2031832
1 of 90
$699,999
5

Beds

3.1

Baths

4,834

Sq.Ft.

23628 Belmar Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428
Save 22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428
1 of 91
$699,000
5

Beds

4.0

Baths

5,484

Sq.Ft.

22601 Avenmar Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22405 Hood Lane Leonardtown, MD MLS# MDSM2034290
Save 22405 Hood Lane Leonardtown, MD MLS# MDSM2034290
1 of 1
$699,000
3

Beds

2.0

Baths

2,400

Sq.Ft.

22405 Hood Lane

Leonardtown, MD

Bright
Courtesy of INFINITAS REALTY GROUP
View 23603 Margrave Drive Leonardtown, MD MLS# MDSM2034184
Save 23603 Margrave Drive Leonardtown, MD MLS# MDSM2034184
1 of 3
$685,000
5

Beds

3.1

Baths

4,271

Sq.Ft.

23603 Margrave Drive

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 25375 Loveville Road Leonardtown, MD MLS# MDSM2032802
Save 25375 Loveville Road Leonardtown, MD MLS# MDSM2032802
1 of 94
$680,000
4

Beds

2.0

Baths

2,388

Sq.Ft.

25375 Loveville Road

Leonardtown, MD

Bright
Courtesy of RMG REALTY

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

© 2026 BrightMLS. All Rights Reserved.