Leonardtown Maryland Homes for Sale

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Leonardtown Maryland Homes for Sale

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19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 1

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 2

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 3

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 4

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 5

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 6

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 7

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 8

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 9

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 10

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 11

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 12

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 13

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19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 16

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19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 44

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 45

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19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 81

19445 Blake Farms Lane Leonardtown, MD MLS# MDSM2033518 - Image 82

Recently Listed with Virtual Tour

1 of 82

$850,000

Beds

3.0

Baths

2,731

Sq.Ft.

19445 Blake Farms Lane

Leonardtown, MD

Courtesy of O'BRIEN REALTY ERA POWERED

23444 Lindsay Drive Leonardtown, MD MLS# MDSM2033554 - Image 1

23444 Lindsay Drive Leonardtown, MD MLS# MDSM2033554 - Image 2

23444 Lindsay Drive Leonardtown, MD MLS# MDSM2033554 - Image 3

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23444 Lindsay Drive Leonardtown, MD MLS# MDSM2033554 - Image 6

1 of 6

$639,900

Beds

3.1

Baths

3,340

Sq.Ft.

23444 Lindsay Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

40717 Lake And Breton View Drive Leonardtown, MD MLS# MDSM2033362 - Image 1

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Recently Listed with Virtual Tour

1 of 60

$435,000

Beds

2.1

Baths

2,624

Sq.Ft.

40717 Lake And Breton View Drive

Leonardtown, MD

Courtesy of REDFIN CORP

THE TIME TO SELL IS NOW!

21395 Fairwood Court Leonardtown, MD MLS# MDSM2033536 - Image 1

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Recently Listed

1 of 74

$690,000

Beds

3.1

Baths

4,066

Sq.Ft.

21395 Fairwood Court

Leonardtown, MD

Courtesy of EXP REALTY, LLC

44450 Schumann Way Leonardtown, MD MLS# MDSM2033456 - Image 1

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Recently Listed

1 of 74

$695,000

Beds

2.1

Baths

2,953

Sq.Ft.

44450 Schumann Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428 - Image 1

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22601 Avenmar Drive Leonardtown, MD MLS# MDSM2033428 - Image 91

Recently Listed

1 of 91

$780,000

Beds

4.0

Baths

5,484

Sq.Ft.

22601 Avenmar Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 1

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 2

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 3

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40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 54

Recently Listed

1 of 54

$475,000

Beds

2.1

Baths

2,774

Sq.Ft.

40659 Klear Court

Leonardtown, MD

Courtesy of BALDUS REAL ESTATE, INC.

23760 Coventry Drive Leonardtown, MD MLS# MDSM2033138 - Image 1

23760 Coventry Drive Leonardtown, MD MLS# MDSM2033138 - Image 2

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23760 Coventry Drive Leonardtown, MD MLS# MDSM2033138 - Image 65

Recently Listed

1 of 65

$699,900

Beds

4.0

Baths

4,744

Sq.Ft.

23760 Coventry Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

40751 Merlin Way Leonardtown, MD MLS# MDSM2033166 - Image 1

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40751 Merlin Way Leonardtown, MD MLS# MDSM2033166 - Image 43

40751 Merlin Way Leonardtown, MD MLS# MDSM2033166 - Image 44

Recently Listed

1 of 44

$635,000

Beds

2.1

Baths

2,601

Sq.Ft.

40751 Merlin Way

Leonardtown, MD

Courtesy of METRO CITY REALTY

41524 Fairwood Court Leonardtown, MD MLS# MDSM2033246 - Image 1

41524 Fairwood Court Leonardtown, MD MLS# MDSM2033246 - Image 2

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41524 Fairwood Court Leonardtown, MD MLS# MDSM2033246 - Image 28

Recently Listed

1 of 28

OPEN HOUSE: Saturday 9/5 10:00 AM - 12:00 PM

$600,000

Beds

3.0

Baths

3,793

Sq.Ft.

41524 Fairwood Court

Leonardtown, MD

Courtesy of THE SOUTHSIDE GROUP REAL ESTATE

41402 Omaha Court Leonardtown, MD MLS# MDSM2033236 - Image 1

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1 of 59

$749,900

Beds

4.0

Baths

4,873

Sq.Ft.

41402 Omaha Court

Leonardtown, MD

Courtesy of REAL BROKER, LLC

Lot 139 - 23665 Dragonfly Lane Leonardtown, MD MLS# MDSM2033224 - Image 1

Lot 139 - 23665 Dragonfly Lane Leonardtown, MD MLS# MDSM2033224 - Image 2

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Lot 139 - 23665 Dragonfly Lane Leonardtown, MD MLS# MDSM2033224 - Image 42

New Construction

1 of 42

OPEN HOUSE: Saturday 9/5 11:00 AM - 4:00 PM

$449,900

Beds

3.1

Baths

Lot 139 - 23665 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 1

Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 2

Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 3

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Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 40

Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 41

Lot 143 - 23641 Dragonfly Lane Leonardtown, MD MLS# MDSM2033226 - Image 42

New Construction

1 of 42

$449,900

Beds

3.1

Baths

Lot 143 - 23641 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

41614 Briarwood Circle Leonardtown, MD MLS# MDSM2033206 - Image 1

1 of 1

$470,000

Beds

3.1

Baths

2,816

Sq.Ft.

41614 Briarwood Circle

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

40611 Merion Court Leonardtown, MD MLS# MDSM2033146 - Image 1

40611 Merion Court Leonardtown, MD MLS# MDSM2033146 - Image 2

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40611 Merion Court Leonardtown, MD MLS# MDSM2033146 - Image 57

40611 Merion Court Leonardtown, MD MLS# MDSM2033146 - Image 58

1 of 58

$624,990

Beds

3.1

Baths

2,562

Sq.Ft.

40611 Merion Court

Leonardtown, MD

Courtesy of INFINITAS REALTY GROUP

41888 Jenkins Court Leonardtown, MD MLS# MDSM2033062 - Image 1

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41888 Jenkins Court Leonardtown, MD MLS# MDSM2033062 - Image 53

1 of 53

$550,000

Beds

3.1

Baths

2,562

Sq.Ft.

41888 Jenkins Court

Leonardtown, MD

Courtesy of RE/MAX REALTY GROUP

23750 Hollywood Road Leonardtown, MD MLS# MDSM2033116 - Image 1

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1 of 56

$390,000

Beds

3.0

Baths

1,080

Sq.Ft.

23750 Hollywood Road

Leonardtown, MD

Courtesy of CENTURY 21 REDWOOD REALTY

23214 Dairy Barn Drive Leonardtown, MD MLS# MDSM2032818 - Image 1

23214 Dairy Barn Drive Leonardtown, MD MLS# MDSM2032818 - Image 2

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23214 Dairy Barn Drive Leonardtown, MD MLS# MDSM2032818 - Image 61

1 of 61

$695,000

Beds

3.1

Baths

4,084

Sq.Ft.

23214 Dairy Barn Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

22501 Bull Road Leonardtown, MD MLS# MDSM2032990 - Image 1

22501 Bull Road Leonardtown, MD MLS# MDSM2032990 - Image 2

22501 Bull Road Leonardtown, MD MLS# MDSM2032990 - Image 3

1 of 3

$175,000

Studio

Beds

0.0

Baths

22501 Bull Road

Leonardtown, MD

Courtesy of GREENMARK REAL ESTATE

24645 Springhill Lane Leonardtown, MD MLS# MDSM2032992 - Image 1

24645 Springhill Lane Leonardtown, MD MLS# MDSM2032992 - Image 2

24645 Springhill Lane Leonardtown, MD MLS# MDSM2032992 - Image 3

1 of 3

$175,000

Studio

Beds

0.0

Baths

24645 Springhill Lane

Leonardtown, MD

Courtesy of GREENMARK REAL ESTATE

About Leonardtown

Listings in Leonardtown, MD: 85
Estimated median home price: $575,000

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	1
$100K - 200K	6
$200K - 300K	4
$300K - 400K	6
$400K - 500K	22
$500K - 600K	7
$600K - 700K	20
$700K - 800K	8
$800K - 900K	3
$900K - 1M	1
$1M - Max	7

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	52
Townhouse	17
Condo	0
Commercial	0
Rental	19
Lots and Land	16
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 9/5/2026)

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20650

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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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