View Lot 4 - 42102 Wildflower Drive Leonardtown, MD MLS# MDSM2032276
$609,900
4

Beds

2.1

Baths

2,701

Sq.Ft.

Lot 4 - 42102 Wildflower Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41462 Culpepper Way Leonardtown, MD MLS# MDSM2031988
  • Virtual Tour
1 of 75
OPEN HOUSE: Sunday 11/15 10:00 AM - 12:00 PM
$599,999
4

Beds

3.1

Baths

3,314

Sq.Ft.

41462 Culpepper Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22615 Washington Street Leonardtown, MD MLS# MDSM2028632
$599,950
0.0

Baths

1,691

Sq.Ft.

22615 Washington Street

Leonardtown, MD

Bright
Courtesy of INFINITAS REALTY GROUP
The time to sell is now! THE TIME TO SELL IS NOW!
View 41444 Osborne Lane Leonardtown, MD MLS# MDSM2032140
$599,900
4

Beds

3.1

Baths

3,690

Sq.Ft.

41444 Osborne Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 23444 Lindsay Drive Leonardtown, MD MLS# MDSM2033554
$599,900
4

Beds

3.1

Baths

3,340

Sq.Ft.

23444 Lindsay Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 23636 Hansel Court Leonardtown, MD MLS# MDSM2033984
$599,000
5

Beds

2.1

Baths

4,836

Sq.Ft.

23636 Hansel Court

Leonardtown, MD

Bright
Courtesy of TAYLOR PROPERTIES
View 41524 Fairwood Court Leonardtown, MD MLS# MDSM2033246
$590,000
4

Beds

3.0

Baths

3,793

Sq.Ft.

41524 Fairwood Court

Leonardtown, MD

Bright
Courtesy of THE SOUTHSIDE GROUP REAL ESTATE
View 22220 Bull Road Leonardtown, MD MLS# MDSM2034012
$590,000
4

Beds

4.0

Baths

3,750

Sq.Ft.

22220 Bull Road

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 23354 Lindsay Drive Leonardtown, MD MLS# MDSM2033334
$589,900
4

Beds

3.1

Baths

2,736

Sq.Ft.

23354 Lindsay Drive

Leonardtown, MD

Bright
Courtesy of REDFIN CORP
View 21747 Potomac View Drive Leonardtown, MD MLS# MDSM2034412
$589,900
5

Beds

2.1

Baths

2,652

Sq.Ft.

21747 Potomac View Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 REDWOOD REALTY
View 23591 Gunnell Drive Leonardtown, MD MLS# MDSM2034388
$585,000
5

Beds

3.0

Baths

2,666

Sq.Ft.

23591 Gunnell Drive

Leonardtown, MD

Bright
Courtesy of HOME TOWNE REAL ESTATE
View 22503 Sparrow Court Leonardtown, MD MLS# MDSM2032440
$575,000
3

Beds

3.1

Baths

3,422

Sq.Ft.

22503 Sparrow Court

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 22010 Society Hill Road Leonardtown, MD MLS# MDSM2032698
$560,000
4

Beds

3.0

Baths

2,730

Sq.Ft.

22010 Society Hill Road

Leonardtown, MD

Bright
Courtesy of COMPASS
View 23305 Joanne Drive Leonardtown, MD MLS# MDSM2034440
$550,000
4

Beds

3.1

Baths

3,348

Sq.Ft.

23305 Joanne Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 23208 Clarks Rest Road Leonardtown, MD MLS# MDSM2033840
$539,000
4

Beds

3.1

Baths

3,006

Sq.Ft.

23208 Clarks Rest Road

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 23636 Gunnell Drive Leonardtown, MD MLS# MDSM2031836
$529,900
4

Beds

2.1

Baths

2,948

Sq.Ft.

23636 Gunnell Drive

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 22538 Landing Way Leonardtown, MD MLS# MDSM2034058
$505,000
4

Beds

3.1

Baths

2,764

Sq.Ft.

22538 Landing Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41888 Jenkins Court Leonardtown, MD MLS# MDSM2033062
    1 of 53
    OPEN HOUSE: Sunday 11/15 1:00 PM - 3:00 PM
    $500,000
    4

    Beds

    3.1

    Baths

    2,562

    Sq.Ft.

    41888 Jenkins Court

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Lot 155 - 23628 Dragonfly Lane Leonardtown, MD MLS# MDSM2034206
    • New Construction
    1 of 27
    OPEN HOUSE: Sunday 11/15 3:00 PM - 3:15 PM
    $495,900
    1

    Beds

    3.1

    Baths

    3,095

    Sq.Ft.

    Lot 155 - 23628 Dragonfly Lane

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 40751 Merlin Way Leonardtown, MD MLS# MDSM2034420
    • Recently Listed
    1 of 57
    $495,000
    5

    Beds

    2.1

    Baths

    2,601

    Sq.Ft.

    40751 Merlin Way

    Leonardtown, MD

    Bright
    Courtesy of METRO CITY REALTY

    About Leonardtown

    Listings in Leonardtown, MD

    87

    Estimated median home price

    $505,000
    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

    PriceCount
    $0 - 100K1
    $100K - 200K5
    $200K - 300K7
    $300K - 400K4
    $400K - 500K26
    $500K - 600K16
    $600K - 700K14
    $700K - 800K5
    $800K - 900K1
    $900K - 1M1
    $1M - Max7

    Homes for Sale by Type in Leonardtown, MD

    Property TypeCount
    Single Family59
    Townhouse14
    Condo1
    Commercial0
    Rental13
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 11/14/2026)

    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 ReciprocitySM 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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