Leonardtown Maryland Homes for Sale

21 total properties

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41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 1

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 2

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 3

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 4

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 5

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 6

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 7

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 8

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 9

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 10

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 11

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 12

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 13

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 14

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 15

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 16

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 17

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 18

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 19

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 20

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 21

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 22

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 23

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 24

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 25

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 26

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 27

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 28

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 29

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 30

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 31

41608 Briarwood Circle Leonardtown, MD MLS# MDSM2034160 - Image 32

1 of 32

OPEN HOUSE: Saturday 11/14 11:00 AM - 3:00 PM

$430,000

Beds

3.1

Baths

2,379

Sq.Ft.

41608 Briarwood Circle

Leonardtown, MD

Courtesy of THE SOUTHSIDE GROUP REAL ESTATE

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 1

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 2

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 3

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 4

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 5

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 6

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 7

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 8

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 9

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 10

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 11

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 12

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 13

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 14

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 15

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 16

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 17

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 18

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 19

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 20

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 21

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 22

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 23

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 24

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 25

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 26

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 27

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 28

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 29

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 30

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 31

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 32

20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666 - Image 33

1 of 33

$429,000

Beds

1.0

Baths

1,018

Sq.Ft.

20798 Waterside Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

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

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 4

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 5

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 6

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 7

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 8

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 9

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 10

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 11

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 12

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 13

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 14

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 15

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 16

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 17

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 18

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 19

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 20

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 21

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 22

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 23

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 24

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 25

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 26

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 27

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 28

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 29

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 30

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 31

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 32

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 33

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 34

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 35

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 36

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 37

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 38

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 39

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 40

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 41

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 42

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 43

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 44

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 45

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 46

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 47

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 48

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 49

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 50

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 51

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 52

40659 Klear Court Leonardtown, MD MLS# MDSM2033354 - Image 53

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

1 of 54

$429,000

Beds

2.1

Baths

2,774

Sq.Ft.

40659 Klear Court

Leonardtown, MD

Courtesy of BALDUS REAL ESTATE, INC.

THE TIME TO SELL IS NOW!

39862 Big Pine Trl Leonardtown, MD MLS# MDSM2034592 - Image 1

39862 Big Pine Trl Leonardtown, MD MLS# MDSM2034592 - Image 2

1 of 2

$420,000

Beds

2.1

Baths

1,656

Sq.Ft.

39862 Big Pine Trl

Leonardtown, MD

Courtesy of THE SOUTHSIDE GROUP REAL ESTATE

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 1

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 2

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 3

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 4

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 5

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 6

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 7

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 8

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 9

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 10

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 11

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 12

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 13

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 14

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 15

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 16

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 17

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 18

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 19

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 20

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 21

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 22

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 23

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 24

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 25

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 26

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 27

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 28

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 29

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 30

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 31

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 32

23899 Mcintosh Road Leonardtown, MD MLS# MDSM2034002 - Image 33

1 of 33

$412,500

Beds

2.0

Baths

2,056

Sq.Ft.

23899 Mcintosh Road

Leonardtown, MD

Courtesy of EXP REALTY, LLC

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 1

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 2

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 3

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 4

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 5

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 6

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 7

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 8

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 9

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 10

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 11

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 12

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 13

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 14

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 15

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 16

21784 Potomac View Drive Leonardtown, MD MLS# MDSM2034514 - Image 17

Recently Listed

1 of 17

$399,999

Beds

1.1

Baths

1,056

Sq.Ft.

21784 Potomac View Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 1

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 2

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 3

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 4

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 5

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 6

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 7

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 8

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 9

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 10

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 11

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 12

Parcel 323 Tract 2 Washington Street Leonardtown, MD MLS# MDSM2032220 - Image 13

1 of 13

$399,000

0.0

Baths

Parcel 323 Tract 2 Washington Street

Leonardtown, MD

Courtesy of EXP REALTY, LLC

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 1

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 2

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 3

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 4

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 5

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 6

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 7

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 8

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 9

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 10

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 11

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 12

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 13

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 14

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 15

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 16

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 17

22231 Bayside Road Leonardtown, MD MLS# MDSM2034526 - Image 18

Recently Listed

1 of 18

$369,000

Beds

2.1

Baths

1,092

Sq.Ft.

22231 Bayside Road

Leonardtown, MD

Courtesy of HOMEZU BY SIMPLE CHOICE

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 1

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 2

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 3

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 4

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 5

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 6

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 7

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 8

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 9

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 10

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 11

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 12

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 13

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 14

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 15

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 16

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 17

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 18

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 19

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 20

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 21

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 22

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 23

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 24

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 25

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 26

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 27

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 28

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 29

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 30

39899 Lake Cecil Lane Leonardtown, MD MLS# MDSM2034640 - Image 31

Recently Listed

1 of 31

OPEN HOUSE: Saturday 11/14 11:00 AM - 1:00 PM

$339,900

Beds

2.1

Baths

1,430

Sq.Ft.

39899 Lake Cecil Lane

Leonardtown, MD

Courtesy of EXP REALTY, LLC

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 1

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 2

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 3

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 4

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 5

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 6

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 7

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 8

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 9

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 10

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 11

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 12

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 13

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 14

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 15

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 16

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 17

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 18

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 19

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 20

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 21

41708 Fenwick Street Leonardtown, MD MLS# MDSM2030598 - Image 22

1 of 22

$300,000

0.0

Baths

41708 Fenwick Street

Leonardtown, MD

Courtesy of REDFIN CORP

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 1

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 2

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 3

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 4

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 5

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 6

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 7

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 8

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 9

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 10

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 11

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 12

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 13

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 14

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 15

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 16

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 17

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 18

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 19

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 20

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 21

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 22

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 23

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 24

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 25

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 26

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 27

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 28

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 29

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 30

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 31

42163 Blacksmith Shop Road Leonardtown, MD MLS# MDSM2034000 - Image 32

1 of 32

$299,500

Beds

1.1

Baths

1,218

Sq.Ft.

42163 Blacksmith Shop Road

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 1

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 2

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 3

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 4

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 5

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 6

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 7

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 8

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 9

21365 Bogies Lane Leonardtown, MD MLS# MDSM2032756 - Image 10

1 of 10

$299,000

0.0

Baths

21365 Bogies Lane

Leonardtown, MD

Courtesy of CENTURY 21 REDWOOD REALTY

43905 Lanedon Drive Leonardtown, MD MLS# MDSM2034038 - Image 1

43905 Lanedon Drive Leonardtown, MD MLS# MDSM2034038 - Image 2

43905 Lanedon Drive Leonardtown, MD MLS# MDSM2034038 - Image 3

43905 Lanedon Drive Leonardtown, MD MLS# MDSM2034038 - Image 4

1 of 4

$290,000

Beds

2.0

Baths

1,568

Sq.Ft.

43905 Lanedon Drive

Leonardtown, MD

Courtesy of RE/MAX UNITED REAL ESTATE

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 1

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 2

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 3

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 4

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 5

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 6

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 7

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 8

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 9

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 10

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 11

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 12

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 13

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 14

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 15

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 16

Whirlwind Road Leonardtown, MD MLS# MDSM2032048 - Image 17

1 of 17

$279,000

0.0

Baths

Whirlwind Road

Leonardtown, MD

Courtesy of RE/MAX ONE

42700 Moll Dyer Road Leonardtown, MD MLS# MDSM2031772 - Image 1

42700 Moll Dyer Road Leonardtown, MD MLS# MDSM2031772 - Image 2

1 of 2

$240,000

0.0

Baths

42700 Moll Dyer Road

Leonardtown, MD

Courtesy of COLDWELL BANKER PREMIER

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 1

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 2

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 3

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 4

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 5

St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070 - Image 6

1 of 6

$175,000

0.0

Baths

St. Andrews Church Road

Leonardtown, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

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

0.0

Baths

22501 Bull Road

Leonardtown, MD

Courtesy of GREENMARK REAL ESTATE

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 1

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 2

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 3

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 4

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 5

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 6

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 7

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 8

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 9

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2033760 - Image 10

1 of 10

$175,000

0.0

Baths

43488 Medleys Neck Road

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

41650 Miss Bessie Drive Leonardtown, MD MLS# MDSM2032186 - Image 1

41650 Miss Bessie Drive Leonardtown, MD MLS# MDSM2032186 - Image 2

41650 Miss Bessie Drive Leonardtown, MD MLS# MDSM2032186 - Image 3

1 of 3

$155,000

0.0

Baths

41650 Miss Bessie Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

20265 Hawks Way Leonardtown, MD MLS# MDSM2028774 - Image 1

1 of 1

$149,900

0.0

Baths

20265 Hawks Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

About Leonardtown

Listings in Leonardtown, MD: 88
Estimated median home price: $537,000

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	5
$200K - 300K	6
$300K - 400K	4
$400K - 500K	25
$500K - 600K	17
$600K - 700K	15
$700K - 800K	5
$800K - 900K	1
$900K - 1M	1
$1M - Max	8

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	61
Townhouse	14
Condo	0
Commercial	0
Rental	12
Lots and Land	13
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 11/12/2026)

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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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Leonardtown Maryland Homes for Sale

About Leonardtown

Listings in Leonardtown, MD

Estimated median home price

Homes for Sale by Price in Leonardtown, MD

Homes for Sale by Type in Leonardtown, MD

Find Properties in Leonardtown, MD

Leonardtown, MD Information

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