View 21130 Someday Farm Lane Leonardtown, MD MLS# MDSM2030588
$800,000
5

Beds

2.1

Baths

3,122

Sq.Ft.

21130 Someday Farm Lane

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 41585 Austin Court Leonardtown, MD MLS# MDSM2030616
$635,000
5

Beds

3.0

Baths

3,030

Sq.Ft.

41585 Austin Court

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2030470
$650,000
2

Beds

2.1

Baths

2,040

Sq.Ft.

40461 Old Breton Beach Road

Leonardtown, MD

Bright
Courtesy of THE SOUTHSIDE GROUP REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 41249 Brenda Court Leonardtown, MD MLS# MDSM2030594
$669,900
3

Beds

2.1

Baths

3,098

Sq.Ft.

41249 Brenda Court

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41620 Church Street Leonardtown, MD MLS# MDSM2030446
$399,000
3

Beds

2.0

Baths

1,728

Sq.Ft.

41620 Church Street

Leonardtown, MD

Bright
Courtesy of EVERGREEN PROPERTIES
View 40295 Busy Corner Road Leonardtown, MD MLS# MDSM2030516
$439,900
4

Beds

3.0

Baths

1,624

Sq.Ft.

40295 Busy Corner Road

Leonardtown, MD

Bright
Courtesy of HOME TOWNE REAL ESTATE
View 40810 Meadow Drive Leonardtown, MD MLS# MDSM2030498
$459,900
3

Beds

2.0

Baths

1,368

Sq.Ft.

40810 Meadow Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402
  • New Construction with Virtual Tour
1 of 43
OPEN HOUSE: Thursday 6/18 11:00 AM - 4:00 PM
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 111 - 23684 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 39577 Potomac Avenue Leonardtown, MD MLS# MDSM2030378
$839,900
4

Beds

2.1

Baths

3,412

Sq.Ft.

39577 Potomac Avenue

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 142 - 23647 Dragonfly Lane Leonardtown, MD MLS# MDSM2030268
  • New Construction with Virtual Tour
1 of 46
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 142 - 23647 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
  • New Construction with Virtual Tour
1 of 41
$479,900
4

Beds

3.1

Baths

Lot 141 - 23653 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234
    1 of 42
    OPEN HOUSE: Saturday 6/20 11:45 AM - 1:00 PM
    $355,000
    3

    Beds

    2.0

    Baths

    1,152

    Sq.Ft.

    22281 Nomoni Street

    Leonardtown, MD

    Bright
    Courtesy of COLDWELL BANKER PREMIER
    View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2030230
    $779,000
    4

    Beds

    3.1

    Baths

    2,745

    Sq.Ft.

    40624 Breton Oaks Lane

    Leonardtown, MD

    Bright
    Courtesy of EXP REALTY, LLC
    View 18866 Russell Road Leonardtown, MD MLS# MDSM2030238
    $450,000
    3

    Beds

    2.0

    Baths

    1,128

    Sq.Ft.

    18866 Russell Road

    Leonardtown, MD

    Bright
    Courtesy of KW METRO CENTER
    View Lot 128 - 23721 Weeping Willow Way Leonardtown, MD MLS# MDSM2029480
    • New Construction with Virtual Tour
    1 of 41
    $479,900
    4

    Beds

    3.1

    Baths

    2,966

    Sq.Ft.

    Lot 128 - 23721 Weeping Willow Way

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032
    • New Construction with Virtual Tour
    1 of 50
    OPEN HOUSE: Thursday 6/18 11:00 AM - 4:00 PM
    $449,900
    4

    Beds

    3.1

    Baths

    2,604

    Sq.Ft.

    Lot 135 - 23679 Weeping Willow Way

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Ferny Hills Lane Leonardtown, MD MLS# MDSM2030128
    $840,000
    Studio

    Beds

    0.0

    Baths

    Ferny Hills Lane

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View Lot 132 - 23697 Weeping Willow Way Leonardtown, MD MLS# MDSM2029994
    • New Construction with Virtual Tour
    1 of 46
    $489,900
    4

    Beds

    3.1

    Baths

    3,095

    Sq.Ft.

    Lot 132 - 23697 Weeping Willow Way

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 41377 Doctors Crossing Road Leonardtown, MD MLS# MDSM2029722
    $610,000
    5

    Beds

    4.0

    Baths

    3,724

    Sq.Ft.

    41377 Doctors Crossing Road

    Leonardtown, MD

    Bright
    Courtesy of KELLER WILLIAMS REALTY/LEE BEAVER & ASSOC.
    View 20798 Waterside Drive Leonardtown, MD MLS# MDSM2029666
    $450,000
    2

    Beds

    1.0

    Baths

    1,018

    Sq.Ft.

    20798 Waterside Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE

    About Leonardtown

    Listings in Leonardtown, MD

    82

    Estimated median home price

    $486,200
    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 - 100K2
    $100K - 200K5
    $200K - 300K2
    $300K - 400K6
    $400K - 500K31
    $500K - 600K8
    $600K - 700K12
    $700K - 800K9
    $800K - 900K2
    $900K - 1M0
    $1M - Max5

    Homes for Sale by Type in Leonardtown, MD

    Property TypeCount
    Single Family44
    Townhouse24
    Condo0
    Commercial1
    Rental20
    Lots and Land13
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 6/16/2026)

    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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