Leonardtown Maryland Homes for Sale

13 total properties

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22745 Duke Street Leonardtown, MD MLS# MDSM2029554 - Image 1

22745 Duke Street Leonardtown, MD MLS# MDSM2029554 - Image 2

22745 Duke Street Leonardtown, MD MLS# MDSM2029554 - Image 3

22745 Duke Street Leonardtown, MD MLS# MDSM2029554 - Image 4

1 of 4

$299,900

Beds

1.0

Baths

868

Sq.Ft.

22745 Duke Street

Leonardtown, MD

Courtesy of RE/MAX ONE

39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556 - Image 1

39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556 - Image 2

39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556 - Image 3

1 of 3

$335,000

Beds

2.0

Baths

1,886

Sq.Ft.

39725 Lady Baltimore Avenue

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

22204 Nomoni Street Leonardtown, MD MLS# MDSM2029298 - Image 1

1 of 1

OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM

$315,000

Beds

2.0

Baths

1,008

Sq.Ft.

22204 Nomoni Street

Leonardtown, MD

Courtesy of REDFIN CORP

THE TIME TO SELL IS NOW!

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

Studio

Beds

0.0

Baths

St. Andrews Church Road

Leonardtown, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 1

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 2

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 3

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 4

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 5

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 6

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 7

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 8

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 9

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 10

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 11

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 12

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 13

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 14

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 15

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 16

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 17

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 18

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 19

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 20

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 21

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 22

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 23

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 24

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 25

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 26

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 27

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 28

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 29

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 30

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 31

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 32

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 33

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 34

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 35

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 36

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 37

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 38

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 39

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 40

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 41

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 42

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 43

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 44

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 45

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 46

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 47

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 48

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 49

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 50

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 51

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 52

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 53

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 54

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 55

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 56

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 57

40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808 - Image 58

1 of 58

$415,000

Beds

2.1

Baths

1,829

Sq.Ft.

40736 Center 40 Circle

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

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

1 of 1

$149,900

Studio

Beds

0.0

Baths

20265 Hawks Way

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

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

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 2

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 3

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 4

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 5

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 6

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 7

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 8

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 9

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 10

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 11

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 12

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 13

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 14

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 15

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 16

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 17

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 18

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 19

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 20

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 21

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 22

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 23

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 24

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 25

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 26

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 27

40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980 - Image 28

1 of 28

$149,900

Studio

Beds

0.0

Baths

40412 B Somerville Lane

Leonardtown, MD

Courtesy of TOPSIDE REALTY

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 1

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 2

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 3

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 4

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 5

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 6

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 7

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 8

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 9

43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738 - Image 10

1 of 10

$205,000

Studio

Beds

0.0

Baths

43488 Medleys Neck Road

Leonardtown, MD

Courtesy of CENTURY 21 NEW MILLENNIUM

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 1

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 2

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 3

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 4

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 5

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 6

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 7

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 8

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 9

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 10

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 11

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 12

20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838 - Image 13

1 of 13

$189,000

Beds

1.0

Baths

1,026

Sq.Ft.

20959 Redgate Lane

Leonardtown, MD

Courtesy of KELLER WILLIAMS LEGACY

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 1

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 2

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 3

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 4

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 5

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 6

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 7

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 8

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 9

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 10

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 11

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 12

19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598 - Image 13

1 of 13

$130,000

Studio

Beds

0.0

Baths

19921 Tower Hill Road

Leonardtown, MD

Courtesy of RE/MAX REALTY GROUP

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 1

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 2

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 3

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 4

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 5

Long Leaf Lane Leonardtown, MD MLS# MDSM2026482 - Image 6

1 of 6

$24,900

Studio

Beds

0.0

Baths

Long Leaf Lane

Leonardtown, MD

Courtesy of RESIDENTIAL PLUS REAL ESTATE SERVICES

24645 Springhill Lane Leonardtown, MD MLS# MDSM2009842 - Image 1

24645 Springhill Lane Leonardtown, MD MLS# MDSM2009842 - Image 2

24645 Springhill Lane Leonardtown, MD MLS# MDSM2009842 - Image 3

1 of 3

$175,000

Studio

Beds

0.0

Baths

24645 Springhill Lane

Leonardtown, MD

Courtesy of GREENMARK REAL ESTATE

22501 Bull Road Leonardtown, MD MLS# MDSM2009850 - Image 1

22501 Bull Road Leonardtown, MD MLS# MDSM2009850 - Image 2

22501 Bull Road Leonardtown, MD MLS# MDSM2009850 - Image 3

1 of 3

$175,000

Studio

Beds

0.0

Baths

22501 Bull Road

Leonardtown, MD

Courtesy of GREENMARK REAL ESTATE

About Leonardtown

Listings in Leonardtown, MD: 63
Estimated median home price: $489,900

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	7
$200K - 300K	2
$300K - 400K	2
$400K - 500K	21
$500K - 600K	11
$600K - 700K	10
$700K - 800K	4
$800K - 900K	0
$900K - 1M	0
$1M - Max	5

Homes for Sale by Type in Leonardtown, MD

Property Type	Count
Single Family	35
Townhouse	16
Condo	1
Commercial	1
Rental	16
Lots and Land	10
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 3/2/2026)

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Leonardtown, MD Information

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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

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Homes for Sale by Type in Leonardtown, MD

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Leonardtown Maryland Homes for Sale

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