Leonardtown Maryland Homes for Sale

92 total properties

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 1

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 2

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 3

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 5

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 7

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 8

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 9

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 10

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 11

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 12

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 13

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 14

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 15

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 16

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 18

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 19

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 21

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 37

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41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 39

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 40

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 41

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 42

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 43

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 44

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 45

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 46

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 47

41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354 - Image 48

1 of 48

$450,000

Beds

3.1

Baths

2,306

Sq.Ft.

41505 Margrove Circle

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

40840 Greenwood Lane Leonardtown, MD MLS# MDSM2030418 - Image 1

40840 Greenwood Lane Leonardtown, MD MLS# MDSM2030418 - Image 2

40840 Greenwood Lane Leonardtown, MD MLS# MDSM2030418 - Image 3

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40840 Greenwood Lane Leonardtown, MD MLS# MDSM2030418 - Image 87

40840 Greenwood Lane Leonardtown, MD MLS# MDSM2030418 - Image 88

Virtual Tour

1 of 88

$1,049,900

Beds

5.0

Baths

6,476

Sq.Ft.

40840 Greenwood Lane

Leonardtown, MD

Courtesy of SAMSON PROPERTIES

Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402 - Image 1

Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402 - Image 2

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Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402 - Image 40

Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402 - Image 41

Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402 - Image 42

New Construction with Virtual Tour

1 of 42

OPEN HOUSE: Thursday 4/30 11:00 AM - 4:00 PM

$449,900

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 111 - 23684 Weeping Willow Way

Leonardtown, MD

Courtesy of RE/MAX ONE

THE TIME TO SELL IS NOW!

39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378 - Image 1

39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378 - Image 2

39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378 - Image 3

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39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378 - Image 70

1 of 70

$839,900

Beds

2.1

Baths

3,412

Sq.Ft.

39577 Potomac Avenue

Leonardtown, MD

Courtesy of RE/MAX ONE

Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268 - Image 1

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Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268 - Image 46

New Construction with Virtual Tour

1 of 46

$489,900

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 142 - 23647 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320 - Image 1

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21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320 - Image 36

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21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320 - Image 38

21335 Fairwood Court Leonardtown, MD MLS# MDSM2030320 - Image 39

1 of 39

$715,000

Beds

3.1

Baths

4,533

Sq.Ft.

21335 Fairwood Court

Leonardtown, MD

Courtesy of RE/MAX ONE

43430 Browns Lane Leonardtown, MD MLS# MDSM2030340 - Image 1

43430 Browns Lane Leonardtown, MD MLS# MDSM2030340 - Image 2

43430 Browns Lane Leonardtown, MD MLS# MDSM2030340 - Image 3

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43430 Browns Lane Leonardtown, MD MLS# MDSM2030340 - Image 47

1 of 47

OPEN HOUSE: Saturday 5/2 11:00 AM - 12:30 PM

$629,000

Beds

3.2

Baths

2,756

Sq.Ft.

43430 Browns Lane

Leonardtown, MD

Courtesy of RESIDENTIAL PLUS REAL ESTATE SERVICES

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 1

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 2

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 3

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 4

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 5

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Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 10

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 11

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 12

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Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 34

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 35

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 36

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 37

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 38

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 39

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 40

Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224 - Image 41

New Construction with Virtual Tour

1 of 41

$479,900

Beds

3.1

Baths

Lot 141 - 23653 Dragonfly Lane

Leonardtown, MD

Courtesy of RE/MAX ONE

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 1

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 2

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 3

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41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 71

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 72

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 73

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 74

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 75

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 76

41389 Holiday Court Leonardtown, MD MLS# MDSM2030306 - Image 77

Virtual Tour

1 of 77

$715,000

Beds

3.1

Baths

4,385

Sq.Ft.

41389 Holiday Court

Leonardtown, MD

Courtesy of RE/MAX ONE

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 1

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 2

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 3

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 4

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40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 11

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 12

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40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 14

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40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 35

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 36

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 37

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 38

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 39

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 40

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 41

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 42

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 43

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 44

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 45

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 46

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 47

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 48

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 49

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40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 51

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 52

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 53

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 54

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 55

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 56

40003 Tippit Road Leonardtown, MD MLS# MDSM2030260 - Image 57

1 of 57

$995,000

Beds

3.0

Baths

2,490

Sq.Ft.

40003 Tippit Road

Leonardtown, MD

Courtesy of EXP REALTY, LLC

23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244 - Image 1

23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244 - Image 2

23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244 - Image 3

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23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244 - Image 63

23324 Lindsay Drive Leonardtown, MD MLS# MDSM2030244 - Image 64

1 of 64

$679,900

Beds

3.1

Baths

4,168

Sq.Ft.

23324 Lindsay Drive

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270 - Image 1

22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270 - Image 2

22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270 - Image 3

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22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270 - Image 39

22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270 - Image 40

1 of 40

$464,900

Beds

2.0

Baths

2,114

Sq.Ft.

22343 Newtowne Neck Road

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 1

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 2

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 3

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23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 13

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 14

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 15

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 16

23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 17

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23282 Lindsay Drive Leonardtown, MD MLS# MDSM2030258 - Image 55

Virtual Tour

1 of 55

$590,000

Beds

3.1

Baths

3,123

Sq.Ft.

23282 Lindsay Drive

Leonardtown, MD

Courtesy of SAMSON PROPERTIES

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

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

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

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

New Construction

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

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

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23621 Margrave Drive Leonardtown, MD MLS# MDSM2030144 - Image 49

1 of 49

$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

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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

23207 Moakley Street Leonardtown, MD MLS# MDSM2030226 - Image 2

23207 Moakley Street Leonardtown, MD MLS# MDSM2030226 - Image 3

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23207 Moakley Street Leonardtown, MD MLS# MDSM2030226 - Image 59

23207 Moakley Street Leonardtown, MD MLS# MDSM2030226 - Image 60

1 of 60

$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

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

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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

About Leonardtown

Listings in Leonardtown, MD: 93
Estimated median home price: $550,000

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	7
$200K - 300K	2
$300K - 400K	4
$400K - 500K	28
$500K - 600K	13
$600K - 700K	17
$700K - 800K	8
$800K - 900K	4
$900K - 1M	1
$1M - Max	7

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	57
Townhouse	21
Condo	1
Commercial	1
Rental	20
Lots and Land	13
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 4/30/2026)

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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

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