Leonardtown Maryland Homes for Sale

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

1 of 1

$730,000

Beds

3.1

Baths

4,834

Sq.Ft.

23628 Belmar Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 1

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 2

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 3

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 4

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 5

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 6

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 7

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 8

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 9

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 10

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 11

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 12

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 13

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 14

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 15

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 16

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 17

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 18

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 19

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 20

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 21

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 22

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 23

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 24

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 25

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 26

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 27

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 28

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 29

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 30

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 31

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 32

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 33

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 34

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 35

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 36

0 Saint Andrews Church Rd Leonardtown, MD MLS# MDSM2031794 - Image 37

Recently Listed

1 of 37

$93,500

Studio

Beds

0.0

Baths

0 Saint Andrews Church Rd

Leonardtown, MD

Courtesy of WHITETAIL PROPERTIES REAL ESTATE, LLC

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 1

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 2

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 3

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 4

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 5

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 6

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 7

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 8

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 9

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 10

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 11

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 12

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 13

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 14

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41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 16

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 17

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 18

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 19

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41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 28

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41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 31

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 32

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 33

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 34

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 35

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 36

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 37

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 38

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 39

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 40

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 41

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 42

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 43

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 44

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 45

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 46

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 47

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 48

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 49

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 50

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 51

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 52

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 53

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 54

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 55

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 56

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 57

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 58

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 59

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 60

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 61

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 62

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 63

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 64

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 65

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 66

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 67

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 68

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 69

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 70

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 71

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 72

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 73

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 74

41482 Pensive Street Leonardtown, MD MLS# MDSM2031768 - Image 75

Recently Listed

1 of 75

$559,900

Beds

3.1

Baths

4,300

Sq.Ft.

41482 Pensive Street

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

THE TIME TO SELL IS NOW!

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

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

Recently Listed

1 of 2

$300,000

Studio

Beds

0.0

Baths

42700 Moll Dyer Road

Leonardtown, MD

Courtesy of COLDWELL BANKER PREMIER

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 1

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 2

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 3

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44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 7

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44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 50

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 51

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 52

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 53

44018 Cotton Tail Court Leonardtown, MD MLS# MDSM2031718 - Image 54

Recently Listed with Virtual Tour

1 of 54

OPEN HOUSE: Sunday 6/14 12:00 PM - 2:00 PM

$649,900

Beds

3.1

Baths

3,456

Sq.Ft.

44018 Cotton Tail Court

Leonardtown, MD

Courtesy of RE/MAX ONE

41704 Courthouse Drive Leonardtown, MD MLS# MDSM2031686 - Image 1

1 of 1

$310,000

Beds

2.1

Baths

1,920

Sq.Ft.

41704 Courthouse Drive

Leonardtown, MD

Courtesy of RE/MAX ONE

21822 Riviera Court Leonardtown, MD MLS# MDSM2031708 - Image 1

21822 Riviera Court Leonardtown, MD MLS# MDSM2031708 - Image 2

21822 Riviera Court Leonardtown, MD MLS# MDSM2031708 - Image 3

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21822 Riviera Court Leonardtown, MD MLS# MDSM2031708 - Image 78

21822 Riviera Court Leonardtown, MD MLS# MDSM2031708 - Image 79

Recently Listed with Virtual Tour

1 of 79

$599,900

Beds

3.1

Baths

3,384

Sq.Ft.

21822 Riviera Court

Leonardtown, MD

Courtesy of RE/MAX ONE

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

1 of 1

$650,000

Beds

3.0

Baths

2,961

Sq.Ft.

25010 Meadowlark Court

Leonardtown, MD

Courtesy of RE/MAX ONE

22405 Hood Lane Leonardtown, MD MLS# MDSM2031674

$715,000

Beds

2.0

Baths

2,400

Sq.Ft.

22405 Hood Lane

Leonardtown, MD

Courtesy of O'BRIEN REALTY ERA POWERED

Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226 - Image 1

Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226 - Image 2

Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226 - Image 3

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Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226 - Image 44

Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226 - Image 45

Recently Listed with Virtual Tour

1 of 45

$454,900

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 157 - 23640 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 1

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21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 30

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21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 32

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21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 40

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 41

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 42

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 43

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 44

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 45

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 46

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 47

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21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 49

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21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 52

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 53

21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452 - Image 54

1 of 54

$485,000

Beds

3.0

Baths

2,019

Sq.Ft.

21807 Potomac View Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 1

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 2

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 3

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 4

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 5

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 6

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 7

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 8

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 9

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 10

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 11

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 12

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 13

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 14

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 15

Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222 - Image 16

New Construction with Virtual Tour

1 of 16

$449,900

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 130 - 23709 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 1

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 2

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 3

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 4

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 5

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 6

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 7

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 8

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 9

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 10

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 11

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 12

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 13

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 14

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 15

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 16

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 17

Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218 - Image 18

New Construction with Virtual Tour

1 of 18

$449,900

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 129 - 23715 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 1

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 2

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 3

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 4

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 5

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 6

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 7

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 8

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 9

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 10

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 11

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 12

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 13

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 14

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 15

Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458 - Image 16

New Construction

1 of 16

$479,900

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 154 - 23808 Wisteria Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

Whirlwind Road Leonardtown, MD MLS# MDSM2031426 - Image 1

Whirlwind Road Leonardtown, MD MLS# MDSM2031426 - Image 2

Recently Listed

1 of 2

$435,000

Studio

Beds

0.0

Baths

Whirlwind Road

Leonardtown, MD

Courtesy of JPAR REAL ESTATE PROFESSIONALS

39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394 - Image 1

39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394 - Image 2

39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394 - Image 3

39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394 - Image 4

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39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394 - Image 47

1 of 47

$395,000

Beds

2.1

Baths

2,169

Sq.Ft.

39944 Lady Baltimore Avenue

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

41992 Loker Court Leonardtown, MD MLS# MDSM2031206 - Image 1

41992 Loker Court Leonardtown, MD MLS# MDSM2031206 - Image 2

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41992 Loker Court Leonardtown, MD MLS# MDSM2031206 - Image 63

41992 Loker Court Leonardtown, MD MLS# MDSM2031206 - Image 64

Virtual Tour

1 of 64

$524,900

Beds

3.1

Baths

3,260

Sq.Ft.

41992 Loker Court

Leonardtown, MD

Courtesy of INFINITAS REALTY GROUP

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 1

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 2

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 3

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 4

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 5

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 6

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 7

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 8

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 9

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 10

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41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 12

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41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 14

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41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 16

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41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 20

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41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 31

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 32

41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384 - Image 33

Virtual Tour

1 of 33

$428,799

Beds

2.0

Baths

1,910

Sq.Ft.

41600 Miss Bessie Drive

Leonardtown, MD

Courtesy of LONG & FOSTER REAL ESTATE, INC.

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 1

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 2

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 3

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 4

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 5

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 6

Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220 - Image 7

New Construction with Virtual Tour

1 of 7

$454,900

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 156 - 23634 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

41395 Omaha Court Leonardtown, MD MLS# MDSM2031298 - Image 1

41395 Omaha Court Leonardtown, MD MLS# MDSM2031298 - Image 2

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1 of 91

$715,000

Beds

3.1

Baths

4,367

Sq.Ft.

41395 Omaha Court

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

About Leonardtown

Listings in Leonardtown, MD: 84
Estimated median home price: $485,000

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	2
$100K - 200K	5
$200K - 300K	2
$300K - 400K	6
$400K - 500K	33
$500K - 600K	8
$600K - 700K	13
$700K - 800K	8
$800K - 900K	2
$900K - 1M	0
$1M - Max	5

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	45
Townhouse	24
Condo	0
Commercial	1
Rental	21
Lots and Land	14
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 6/14/2026)

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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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