View Lot 104 - 23695 Dragonfly Lane Leonardtown, MD MLS# MDSM2028144
  • New Construction with Virtual Tour
1 of 47
$449,900
4

Beds

3.1

Baths

Lot 104 - 23695 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View lot 106 - 23683 Dragonfly Lane Leonardtown, MD MLS# MDSM2028148
  • New Construction with Virtual Tour
1 of 41
$449,900
4

Beds

3.1

Baths

lot 106 - 23683 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 105 - 23689 Dragonfly Lane Leonardtown, MD MLS# MDSM2028150
  • New Construction with Virtual Tour
1 of 46
$449,900
4

Beds

3.1

Baths

Lot 105 - 23689 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
The time to sell is now! THE TIME TO SELL IS NOW!
View 41492 Charismatic Way Leonardtown, MD MLS# MDSM2028074
$639,900
4

Beds

3.1

Baths

3,322

Sq.Ft.

41492 Charismatic Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 40412 B Somerville Lane Leonardtown, MD MLS# MDSM2027980
$149,900
Studio

Beds

0.0

Baths

40412 B Somerville Lane

Leonardtown, MD

Bright
Courtesy of TOPSIDE REALTY
View 23264 Lindsay Drive Leonardtown, MD MLS# MDSM2027806
$599,000
3

Beds

2.0

Baths

2,824

Sq.Ft.

23264 Lindsay Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 43018 Bluejay Lane Leonardtown, MD MLS# MDSM2027792
$645,900
4

Beds

2.1

Baths

2,888

Sq.Ft.

43018 Bluejay Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 21117 Catnip Court Leonardtown, MD MLS# MDSM2027750
    1 of 49
    OPEN HOUSE: Saturday 1/3 10:00 AM - 12:00 PM
    $610,000
    5

    Beds

    3.1

    Baths

    3,526

    Sq.Ft.

    21117 Catnip Court

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738
    $215,000
    Studio

    Beds

    0.0

    Baths

    43488 Medleys Neck Road

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 41832 Foxwell Point Lane Leonardtown, MD MLS# MDSM2027714
    $800,000
    3

    Beds

    2.2

    Baths

    3,683

    Sq.Ft.

    41832 Foxwell Point Lane

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Sunset Drive Leonardtown, MD MLS# MDSM2027604
    $25,000
    Studio

    Beds

    0.0

    Baths

    Sunset Drive

    Leonardtown, MD

    Bright
    Courtesy of THE SOUTHSIDE GROUP REAL ESTATE
    View 21925 Budds Creek Road Leonardtown, MD MLS# MDSM2027122
    $465,000
    3

    Beds

    2.0

    Baths

    2,527

    Sq.Ft.

    21925 Budds Creek Road

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Lot 103 - 23701 Dragonfly Lane Leonardtown, MD MLS# MDSM2027274
    • New Construction with Virtual Tour
    1 of 49
    $489,900
    4

    Beds

    3.1

    Baths

    Lot 103 - 23701 Dragonfly Lane

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 21920 Newtowne Neck Road Leonardtown, MD MLS# MDSM2027316
    $510,000
    4

    Beds

    2.1

    Baths

    2,291

    Sq.Ft.

    21920 Newtowne Neck Road

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Lot 95 - 23718 Dragonfly Lane Leonardtown, MD MLS# MDSM2027394
    • New Construction with Virtual Tour
    1 of 50
    $449,900
    4

    Beds

    3.1

    Baths

    Lot 95 - 23718 Dragonfly Lane

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View Lot 107-23677 Dragonfly Lane Leonardtown, MD MLS# MDSM2027396
    • New Construction with Virtual Tour
    1 of 58
    $479,900
    4

    Beds

    3.1

    Baths

    Lot 107-23677 Dragonfly Lane

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 42043 Starlight Drive Leonardtown, MD MLS# MDSM2027150
    $539,900
    4

    Beds

    3.1

    Baths

    2,472

    Sq.Ft.

    42043 Starlight Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 21039 Woodmere Drive Leonardtown, MD MLS# MDSM2027164
    $580,000
    5

    Beds

    2.1

    Baths

    4,112

    Sq.Ft.

    21039 Woodmere Drive

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX REALTY GROUP
    View 41536 Fairwood Court Leonardtown, MD MLS# MDSM2027022
    $569,000
    4

    Beds

    3.1

    Baths

    3,308

    Sq.Ft.

    41536 Fairwood Court

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX REALTY GROUP
    View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2027068
    $679,900
    2

    Beds

    2.1

    Baths

    2,040

    Sq.Ft.

    40461 Old Breton Beach Road

    Leonardtown, MD

    Bright
    Courtesy of REAL BROKER, LLC

    About Leonardtown

    Listings in Leonardtown, MD

    67

    Estimated median home price

    $520,000
    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 - 100K4
    $100K - 200K6
    $200K - 300K3
    $300K - 400K1
    $400K - 500K17
    $500K - 600K14
    $600K - 700K12
    $700K - 800K4
    $800K - 900K1
    $900K - 1M0
    $1M - Max5

    Homes for Sale by Type in Leonardtown, MD

    Property TypeCount
    Single Family41
    Townhouse10
    Condo0
    Commercial2
    Rental16
    Lots and Land14
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 12/27/2025)

    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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