Leonardtown Maryland Homes for Sale

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21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 1

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 2

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 3

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 4

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 5

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 6

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 7

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 8

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 9

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 10

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 11

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 12

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 13

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 14

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 15

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 16

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 17

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 18

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 19

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 20

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 21

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 22

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 23

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 24

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 25

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 26

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 27

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 28

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 29

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 30

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 31

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 32

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 33

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 34

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 35

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 36

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 37

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 38

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 39

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 40

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 41

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 42

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 43

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 44

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 45

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 46

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 47

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 48

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 49

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 50

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 51

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 52

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 53

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 54

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 55

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 56

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 57

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 58

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 59

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 60

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 61

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 62

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 63

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 64

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 65

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 66

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 67

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 68

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 69

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 70

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 71

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 72

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 73

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 74

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 75

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 76

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 77

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 78

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 79

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 80

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 81

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 82

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 83

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 84

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 85

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 86

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 87

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 88

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 89

21060 Woodmere Drive Leonardtown, MD MLS# MDSM2028504 - Image 90

Recently Listed

1 of 90

$565,000

Beds

3.1

Baths

3,075

Sq.Ft.

21060 Woodmere Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 1

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 2

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 3

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 4

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 5

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 6

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 7

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 8

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 9

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 10

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 11

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 12

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 13

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 14

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 15

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 16

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 17

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 18

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 19

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 20

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 21

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 22

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 23

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 24

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 25

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 26

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 27

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 28

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 29

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 30

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 31

43543 Bayberry Court Leonardtown, MD MLS# MDSM2028348 - Image 32

Recently Listed

1 of 32

$440,000

Beds

2.0

Baths

1,732

Sq.Ft.

43543 Bayberry Court

Leonardtown, MD

Courtesy of O'BRIEN REALTY ERA POWERED

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 1

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 2

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 3

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 4

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 5

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 6

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 7

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 8

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 9

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 10

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 11

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 12

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 13

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 14

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20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 19

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20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 25

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 26

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 27

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 28

20260 Hawks Way Leonardtown, MD MLS# MDSM2028220 - Image 29

Recently Listed

1 of 29

OPEN HOUSE: Saturday 12/13 10:00 AM - 12:00 PM

$599,900

Beds

2.1

Baths

2,500

Sq.Ft.

20260 Hawks Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

THE TIME TO SELL IS NOW!

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 1

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 2

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 3

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 4

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 5

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 6

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 7

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 8

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 9

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 10

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 11

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 12

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 13

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 14

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 15

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 16

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 17

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 18

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 19

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 20

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 21

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 22

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 23

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 24

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 25

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 26

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 27

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 28

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 29

20250 Hawks Way Leonardtown, MD MLS# MDSM2028410 - Image 30

Recently Listed

1 of 30

OPEN HOUSE: Saturday 12/13 10:00 AM - 12:00 PM

$519,900

Beds

2.0

Baths

1,557

Sq.Ft.

20250 Hawks Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 1

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 2

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 3

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 4

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 5

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 6

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 7

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 8

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 9

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 10

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 11

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 12

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 13

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 14

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 15

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 16

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 17

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 18

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 19

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 20

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 21

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23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 23

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 24

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 25

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 26

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 27

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 28

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 29

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 30

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23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 35

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 36

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23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 38

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 39

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 40

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 41

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 42

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 43

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 44

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 45

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 46

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 47

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 48

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 49

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 50

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 51

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 52

23581 Gallent Fox Way Leonardtown, MD MLS# MDSM2028276 - Image 53

Recently Listed with Virtual Tour

1 of 53

$645,900

Beds

3.1

Baths

3,736

Sq.Ft.

23581 Gallent Fox Way

Leonardtown, MD

Courtesy of RE/MAX ONE

22547 Landing Way Leonardtown, MD MLS# MDSM2028512

$520,000

Beds

3.1

Baths

2,764

Sq.Ft.

22547 Landing Way

Leonardtown, MD

Courtesy of EXP REALTY, LLC

41635 Ferber Court Leonardtown, MD MLS# MDSM2028376 - Image 1

41635 Ferber Court Leonardtown, MD MLS# MDSM2028376 - Image 2

1 of 2

$565,000

Beds

2.1

Baths

2,222

Sq.Ft.

41635 Ferber Court

Leonardtown, MD

Courtesy of HOME TOWNE REAL ESTATE

42975 Baywood Place Leonardtown, MD MLS# MDSM2028350 - Image 1

1 of 1

$699,900

Beds

2.1

Baths

3,372

Sq.Ft.

42975 Baywood Place

Leonardtown, MD

Courtesy of EXP REALTY, LLC

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 1

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 2

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 3

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 4

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 5

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 6

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 7

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 8

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 9

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 11

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 12

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 13

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 14

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 15

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 16

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 17

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 18

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 19

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 20

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 21

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 22

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 23

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 24

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 25

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 26

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 27

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 28

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 29

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 43

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 44

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 50

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 55

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 56

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 57

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 58

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 59

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 60

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 61

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 63

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 64

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 66

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41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 68

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 69

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 70

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 71

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 72

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 73

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 74

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 75

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 76

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 77

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 78

41430 Challedon Way Leonardtown, MD MLS# MDSM2028266 - Image 79

Virtual Tour

1 of 79

$639,000

Beds

3.1

Baths

4,500

Sq.Ft.

41430 Challedon Way

Leonardtown, MD

Courtesy of RE/MAX ONE

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 1

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 2

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 3

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 4

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 5

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 6

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 7

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 8

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 9

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 10

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 11

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 12

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 13

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 14

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 15

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 16

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 17

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 18

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 19

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20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 43

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 44

20753 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2028218 - Image 45

1 of 45

$574,900

Beds

2.1

Baths

2,594

Sq.Ft.

20753 Chestnut Ridge Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 1

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 2

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 3

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 4

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20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 11

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20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 13

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 14

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20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 84

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 85

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 86

20697 Chingville Road Leonardtown, MD MLS# MDSM2028196 - Image 87

1 of 87

$475,000

Beds

2.0

Baths

2,458

Sq.Ft.

20697 Chingville Road

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 1

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 2

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 3

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 4

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Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 45

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 46

Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144 - Image 47

New Construction with Virtual Tour

1 of 47

OPEN HOUSE: Saturday 12/13 3:00 PM - 5:00 PM

$449,900

Beds

3.1

Baths

Lot 104 - 23695 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 1

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 2

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 3

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 4

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lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 7

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 8

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 9

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 10

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 11

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 12

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 13

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 14

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lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 38

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 39

lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148 - Image 40

New Construction with Virtual Tour

1 of 40

OPEN HOUSE: Saturday 12/13 3:00 PM - 5:00 PM

$449,900

Beds

3.1

Baths

lot 106 - 23683 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150 - Image 1

Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150 - Image 2

Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150 - Image 3

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Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150 - Image 43

Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150 - Image 44

New Construction with Virtual Tour

1 of 44

OPEN HOUSE: Saturday 12/13 3:00 PM - 5:00 PM

$449,900

Beds

3.1

Baths

Lot 105 - 23689 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

41467 Osborne Lane Leonardtown, MD MLS# MDSM2028070 - Image 1

41467 Osborne Lane Leonardtown, MD MLS# MDSM2028070 - Image 2

41467 Osborne Lane Leonardtown, MD MLS# MDSM2028070 - Image 3

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41467 Osborne Lane Leonardtown, MD MLS# MDSM2028070 - Image 45

1 of 45

$525,000

Beds

3.1

Baths

2,827

Sq.Ft.

41467 Osborne Lane

Leonardtown, MD

Courtesy of TURTLE TOWN REAL ESTATE, LLC.

41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074 - Image 1

41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074 - Image 2

41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074 - Image 3

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41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074 - Image 12

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41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074 - Image 34

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Virtual Tour

1 of 49

$639,900

Beds

3.1

Baths

3,322

Sq.Ft.

41492 Charismatic Way

Leonardtown, MD

Courtesy of RE/MAX ONE

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 1

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1 of 27

$149,900

Studio

Beds

0.0

Baths

40412 B Somerville Lane

Leonardtown, MD

Courtesy of TOPSIDE REALTY

23264 Lindsay Drive Leonardtown, MD MLS# MDSM2027806 - Image 1

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1 of 59

$599,000

Beds

2.0

Baths

2,824

Sq.Ft.

23264 Lindsay Drive

Leonardtown, MD

Courtesy of RE/MAX REALTY GROUP

43018 Bluejay Lane Leonardtown, MD MLS# MDSM2027792 - Image 1

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1 of 66

$645,900

Beds

2.1

Baths

2,888

Sq.Ft.

43018 Bluejay Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

21117 Catnip Court Leonardtown, MD MLS# MDSM2027750 - Image 1

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1 of 49

$610,000

Beds

3.1

Baths

3,526

Sq.Ft.

21117 Catnip Court

Leonardtown, MD

Courtesy of RE/MAX ONE

About Leonardtown

Listings in Leonardtown, MD: 66
Estimated median home price: $534,950

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	4
$100K - 200K	7
$200K - 300K	3
$300K - 400K	0
$400K - 500K	14
$500K - 600K	14
$600K - 700K	11
$700K - 800K	4
$800K - 900K	2
$900K - 1M	0
$1M - Max	7

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	39
Townhouse	8
Condo	0
Commercial	4
Rental	18
Lots and Land	15
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 12/13/2025)

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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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