Leonardtown Maryland Homes for Sale

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22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 1

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 2

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 3

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 4

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 5

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 6

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 7

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 8

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 9

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 10

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 11

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 12

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 13

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 14

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 15

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 16

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 17

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 18

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 19

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 20

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 21

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 22

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 23

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 24

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 25

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 26

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 27

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 28

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 29

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 30

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 31

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 32

22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234 - Image 33

Recently Listed

1 of 33

$360,000

Beds

2.0

Baths

1,152

Sq.Ft.

22281 Nomoni Street

Leonardtown, MD

Courtesy of COLDWELL BANKER PREMIER

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

Recently Listed

1 of 3

$779,000

Beds

3.1

Baths

2,745

Sq.Ft.

40624 Breton Oaks Lane

Leonardtown, MD

Courtesy of EXP REALTY, LLC

18866 Russell Road Leonardtown, MD MLS# MDSM2030238 - Image 1

18866 Russell Road Leonardtown, MD MLS# MDSM2030238 - Image 2

18866 Russell Road Leonardtown, MD MLS# MDSM2030238 - Image 3

1 of 3

$450,000

Beds

2.0

Baths

1,128

Sq.Ft.

18866 Russell Road

Leonardtown, MD

Courtesy of KW METRO CENTER

THE TIME TO SELL IS NOW!

23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144 - Image 1

23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144 - Image 2

23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144 - Image 3

23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144 - Image 4

1 of 4

$639,000

Beds

3.1

Baths

3,261

Sq.Ft.

23621 Margrave Drive

Leonardtown, MD

Courtesy of EXP REALTY, LLC

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 1

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 2

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 3

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Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 5

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 6

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 7

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Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 27

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Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 39

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 40

Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480 - Image 41

New Construction with Virtual Tour

1 of 41

$479,900

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 128 - 23721 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

23207 Moakley Street Leonardtown, MD MLS# MDSM2030226 - Image 1

1 of 1

$520,000

Beds

2.1

Baths

1,926

Sq.Ft.

23207 Moakley Street

Leonardtown, MD

Courtesy of RE/MAX ONE

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 1

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 2

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 3

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 4

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40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 6

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 7

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 8

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 9

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 10

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 11

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 12

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 13

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 14

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 15

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 16

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 17

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 18

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 19

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 20

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 21

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 22

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 23

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 24

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 25

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 26

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 27

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 28

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 29

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 30

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 31

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 32

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 33

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 34

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 35

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 36

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 37

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 38

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 39

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 40

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 41

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 42

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 43

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 44

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 45

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 46

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 47

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 48

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 49

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 50

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 51

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 52

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 53

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 54

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 55

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 56

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 57

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 58

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 59

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 60

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 61

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 62

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 63

40171 Little Woods Lane Leonardtown, MD MLS# MDSM2030192 - Image 64

1 of 64

$875,000

Beds

2.0

Baths

2,586

Sq.Ft.

40171 Little Woods Lane

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 1

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 2

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 3

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 4

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 5

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Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 11

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Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 40

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Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 42

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 43

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 44

Lot 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030 - Image 45

Recently Listed

1 of 45

$449,900

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 110 - 23678 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032 - Image 1

Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032 - Image 2

Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032 - Image 3

Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032 - Image 4

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Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032 - Image 45

Recently Listed with Virtual Tour

1 of 45

$449,900

Beds

3.1

Baths

2,604

Sq.Ft.

Lot 135 - 23679 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 109 - 23672 Weeping Willow Way Leonardtown, MD MLS# MDSM2030112 - Image 1

Lot 109 - 23672 Weeping Willow Way Leonardtown, MD MLS# MDSM2030112 - Image 2

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New Construction with Virtual Tour

1 of 35

$449,900

Beds

3.1

Baths

Lot 109 - 23672 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

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

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Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128 - Image 19

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

Recently Listed

1 of 35

$840,000

Studio

Beds

0.0

Baths

Ferny Hills Lane

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

21767 Potomac View Drive Leonardtown, MD MLS# MDSM2030068 - Image 1

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Recently Listed

1 of 81

$555,000

Beds

3.1

Baths

4,384

Sq.Ft.

21767 Potomac View Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

23590 Margrave Drive Leonardtown, MD MLS# MDSM2030104 - Image 1

23590 Margrave Drive Leonardtown, MD MLS# MDSM2030104 - Image 2

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23590 Margrave Drive Leonardtown, MD MLS# MDSM2030104 - Image 56

1 of 56

$635,000

Beds

3.1

Baths

3,736

Sq.Ft.

23590 Margrave Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

43552 Bayberry Court Leonardtown, MD MLS# MDSM2029930 - Image 1

43552 Bayberry Court Leonardtown, MD MLS# MDSM2029930 - Image 2

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43552 Bayberry Court Leonardtown, MD MLS# MDSM2029930 - Image 31

43552 Bayberry Court Leonardtown, MD MLS# MDSM2029930 - Image 32

Recently Listed

1 of 32

$599,900

Beds

2.1

Baths

3,428

Sq.Ft.

43552 Bayberry Court

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

23592 Belmar Drive Leonardtown, MD MLS# MDSM2030098 - Image 1

1 of 1

$680,000

Beds

2.1

Baths

3,728

Sq.Ft.

23592 Belmar Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994 - Image 1

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Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994 - Image 46

Recently Listed with Virtual Tour

1 of 46

$489,900

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 132 - 23697 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

20045 Tower Hill Road Leonardtown, MD MLS# MDSM2029738 - Image 1

20045 Tower Hill Road Leonardtown, MD MLS# MDSM2029738 - Image 2

20045 Tower Hill Road Leonardtown, MD MLS# MDSM2029738 - Image 3

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20045 Tower Hill Road Leonardtown, MD MLS# MDSM2029738 - Image 64

20045 Tower Hill Road Leonardtown, MD MLS# MDSM2029738 - Image 65

Recently Listed with Virtual Tour

1 of 65

$1,450,000

Beds

5.2

Baths

7,376

Sq.Ft.

20045 Tower Hill Road

Leonardtown, MD

Courtesy of KW METRO CENTER

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 1

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 2

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 3

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 27

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 29

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 30

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 32

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 34

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 36

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23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 38

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 39

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 40

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 41

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 42

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 43

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 44

23311 Point Lookout Road Leonardtown, MD MLS# MDSM2029808 - Image 45

Virtual Tour

1 of 45

$335,000

Beds

2.0

Baths

1,056

Sq.Ft.

23311 Point Lookout Road

Leonardtown, MD

Courtesy of RE/MAX ONE

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 1

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 2

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 3

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 8

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 9

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 10

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 13

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 30

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 32

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 42

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 43

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 44

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 45

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 46

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 47

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23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 54

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 55

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 56

23299 Jenifer Court Leonardtown, MD MLS# MDSM2029912 - Image 57

1 of 57

$550,000

Beds

3.0

Baths

3,482

Sq.Ft.

23299 Jenifer Court

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

44731 Blake Creek Road Leonardtown, MD MLS# MDSM2029840 - Image 1

1 of 1

$365,000

Beds

2.0

Baths

1,644

Sq.Ft.

44731 Blake Creek Road

Leonardtown, MD

Courtesy of EXP REALTY, LLC

About Leonardtown

Listings in Leonardtown, MD: 78
Estimated median home price: $507,500

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	8
$200K - 300K	1
$300K - 400K	4
$400K - 500K	25
$500K - 600K	12
$600K - 700K	13
$700K - 800K	5
$800K - 900K	3
$900K - 1M	0
$1M - Max	6

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	45
Townhouse	19
Condo	1
Commercial	1
Rental	19
Lots and Land	12
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 3/27/2026)

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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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