Leonardtown Maryland Homes for Sale

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25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 1

25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 2

25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 3

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25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 55

25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 56

25010 Meadowlark Court Leonardtown, MD MLS# MDSM2031670 - Image 57

1 of 57

$650,000

Beds

3.0

Baths

2,961

Sq.Ft.

25010 Meadowlark Court

Leonardtown, MD

Courtesy of RE/MAX ONE

41531 Kalitan Lane Leonardtown, MD MLS# MDSM2031978 - Image 1

41531 Kalitan Lane Leonardtown, MD MLS# MDSM2031978 - Image 2

41531 Kalitan Lane Leonardtown, MD MLS# MDSM2031978 - Image 3

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1 of 83

$665,000

Beds

3.1

Baths

3,570

Sq.Ft.

41531 Kalitan Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

23591 Margrave Drive Leonardtown, MD MLS# MDSM2031892 - Image 1

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23591 Margrave Drive Leonardtown, MD MLS# MDSM2031892 - Image 74

Virtual Tour

1 of 74

$670,000

Beds

3.1

Baths

4,051

Sq.Ft.

23591 Margrave Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

THE TIME TO SELL IS NOW!

23636 Hansel Court Leonardtown, MD MLS# MDSM2032154 - Image 1

23636 Hansel Court Leonardtown, MD MLS# MDSM2032154 - Image 2

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Recently Listed

1 of 85

$679,000

Beds

2.1

Baths

4,836

Sq.Ft.

23636 Hansel Court

Leonardtown, MD

Courtesy of TAYLOR PROPERTIES

42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794 - Image 1

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42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794 - Image 54

42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794 - Image 55

42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794 - Image 56

42195 White Point Beach Road Leonardtown, MD MLS# MDSM2030794 - Image 57

1 of 57

$699,900

Beds

2.0

Baths

1,636

Sq.Ft.

42195 White Point Beach Road

Leonardtown, MD

Courtesy of FRANZEN REALTORS, INC.

22405 Hood Lane Leonardtown, MD MLS# MDSM2031674 - Image 1

22405 Hood Lane Leonardtown, MD MLS# MDSM2031674 - Image 2

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22405 Hood Lane Leonardtown, MD MLS# MDSM2031674 - Image 72

22405 Hood Lane Leonardtown, MD MLS# MDSM2031674 - Image 73

Virtual Tour

1 of 73

$715,000

Beds

2.0

Baths

2,400

Sq.Ft.

22405 Hood Lane

Leonardtown, MD

Courtesy of O'BRIEN REALTY ERA POWERED

23628 Belmar Drive Leonardtown, MD MLS# MDSM2031832 - Image 1

Virtual Tour

1 of 1

$730,000

Beds

3.1

Baths

4,834

Sq.Ft.

23628 Belmar Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 1

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 2

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 3

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 4

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 5

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 6

44798 Medleys Neck Road Leonardtown, MD MLS# MDSM2001338 - Image 7

1 of 7

$772,000

Beds

4.1

Baths

3,000

Sq.Ft.

44798 Medleys Neck Road

Leonardtown, MD

Courtesy of RE/MAX REALTY GROUP

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 1

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 2

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 3

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 4

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 5

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22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 38

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22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 41

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 42

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 43

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 44

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 45

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22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 47

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22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 49

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 50

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22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 53

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 54

22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2031732 - Image 55

1 of 55

$774,900

Beds

2.2

Baths

2,097

Sq.Ft.

22393 Saint Clements Avenue

Leonardtown, MD

Courtesy of ALLFIRST REALTY, INC.

40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230 - Image 1

40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230 - Image 2

40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230 - Image 3

New Construction

1 of 3

$779,000

Beds

3.1

Baths

2,745

Sq.Ft.

40624 Breton Oaks Lane

Leonardtown, MD

Courtesy of EXP REALTY, LLC

39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258 - Image 1

39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258 - Image 2

39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258 - Image 3

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39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258 - Image 66

39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258 - Image 67

1 of 67

$799,900

Studio

Beds

0.0

Baths

39645 Sweetpea Lane

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172 - Image 1

42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172 - Image 2

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42970 Heritage Drive Leonardtown, MD MLS# MDSM2032172 - Image 97

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OPEN HOUSE: Sunday 7/12 11:00 AM - 1:00 PM

$829,900

Beds

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Baths

5,082

Sq.Ft.

42970 Heritage Drive

Leonardtown, MD

Courtesy of EXP REALTY, LLC

Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 1

Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 2

Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 3

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Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 10

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Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 34

Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 35

1 of 35

$840,000

Studio

Beds

0.0

Baths

Ferny Hills Lane

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

22856 White Swan Way Leonardtown, MD MLS# MDSM2031848 - Image 1

22856 White Swan Way Leonardtown, MD MLS# MDSM2031848 - Image 2

22856 White Swan Way Leonardtown, MD MLS# MDSM2031848 - Image 3

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Virtual Tour

1 of 49

$1,100,000

Beds

5.0

Baths

5,410

Sq.Ft.

22856 White Swan Way

Leonardtown, MD

Courtesy of KW METRO CENTER

40115 Combs Creek Way Leonardtown, MD MLS# MDSM2032002 - Image 1

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Recently Listed

1 of 89

$1,700,000

Beds

3.1

Baths

2,993

Sq.Ft.

40115 Combs Creek Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

25845 Point Lookout Road Leonardtown, MD MLS# MDSM2020046 - Image 1

1 of 1

$1,740,000

Studio

Beds

0.0

Baths

25845 Point Lookout Road

Leonardtown, MD

Courtesy of CENTURY 21 COMMERCIAL NEW MILLENNIUM

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 1

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 2

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 3

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 4

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 6

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 7

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 10

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 11

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 12

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 13

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 14

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 15

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 16

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 17

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 18

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 19

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 21

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 24

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 25

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 27

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Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 29

Bayside Road Leonardtown, MD MLS# MDSM2021304 - Image 30

1 of 30

$1,750,000

Beds

2.0

Baths

2,130

Sq.Ft.

Bayside Road

Leonardtown, MD

Courtesy of HALEY FAMILY REALTY

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 1

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 2

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 3

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 4

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 5

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42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 7

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 8

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 9

42520 Riverwinds Drive Leonardtown, MD MLS# MDSM2003476 - Image 10

1 of 10

$1,999,999

Beds

2.0

Baths

2,744

Sq.Ft.

42520 Riverwinds Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 1

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 2

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 3

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 4

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Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 11

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Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 13

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 14

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 15

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 16

Cedar Lane Road Leonardtown, MD MLS# MDSM2019494 - Image 17

1 of 17

$3,800,000

Studio

Beds

0.0

Baths

Cedar Lane Road

Leonardtown, MD

Courtesy of CENTURY 21 REDWOOD REALTY

19700 Mulberry Fields Road Leonardtown, MD MLS# MDSM2022614 - Image 1

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19700 Mulberry Fields Road Leonardtown, MD MLS# MDSM2022614 - Image 139

Virtual Tour

1 of 139

OPEN HOUSE: Saturday 7/11 1:00 PM - 3:00 PM

$20,000,000

Beds

4.1

Baths

5,500

Sq.Ft.

19700 Mulberry Fields Road

Leonardtown, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

About Leonardtown

Listings in Leonardtown, MD: 79
Estimated median home price: $489,900

Leonardtown MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Leonardtown, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Leonardtown, MD.

Homes for Sale by Price in Leonardtown, MD

Price	Count
$0 - 100K	2
$100K - 200K	5
$200K - 300K	3
$300K - 400K	7
$400K - 500K	25
$500K - 600K	8
$600K - 700K	14
$700K - 800K	6
$800K - 900K	2
$900K - 1M	0
$1M - Max	7

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	41
Townhouse	23
Condo	0
Commercial	0
Rental	20
Lots and Land	15
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 7/9/2026)

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20650

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 Reciprocity^SM 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.

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