View 41516 Marwood Circle Leonardtown, MD MLS# MDSM2029470
$437,000
3

Beds

3.1

Baths

2,402

Sq.Ft.

41516 Marwood Circle

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41438 Silver Charm Court Leonardtown, MD MLS# MDSM2029268
$690,000
5

Beds

3.1

Baths

4,180

Sq.Ft.

41438 Silver Charm Court

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
  • Recently Listed
1 of 45
OPEN HOUSE: Saturday 2/21 11:00 AM - 1:00 PM
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 100 - 23719 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 117 - 23720 Weeping Willow Way Leonardtown, MD MLS# MDSM2029218
  • New Construction with Virtual Tour
1 of 45
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 117 - 23720 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 112 - 23690 Weeping Willow Way Leonardtown, MD MLS# MDSM2029220
  • New Construction with Virtual Tour
1 of 45
$489,900
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 112 - 23690 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 102 - 23707 Dragonfly Lane Leonardtown, MD MLS# MDSM2029202
  • Recently Listed
1 of 30
OPEN HOUSE: Saturday 2/21 11:00 AM - 1:00 PM
$479,900
4

Beds

3.1

Baths

Lot 102 - 23707 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22820 Duke Street Leonardtown, MD MLS# MDSM2029200
$350,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

22820 Duke Street

Leonardtown, MD

Bright
Courtesy of RE/MAX EXPERIENCE
View 22547 Landing Way Leonardtown, MD MLS# MDSM2029148
    1 of 48
    OPEN HOUSE: Saturday 2/21 11:00 AM - 1:00 PM
    $520,000
    3

    Beds

    3.1

    Baths

    2,764

    Sq.Ft.

    22547 Landing Way

    Leonardtown, MD

    Bright
    Courtesy of EXP REALTY, LLC
    View 41515 Risen Star Lane Leonardtown, MD MLS# MDSM2029090
    $659,900
    5

    Beds

    3.1

    Baths

    4,136

    Sq.Ft.

    41515 Risen Star Lane

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 43641 Redmond Road Leonardtown, MD MLS# MDSM2029078
    $589,000
    4

    Beds

    2.0

    Baths

    2,184

    Sq.Ft.

    43641 Redmond Road

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View St. Andrews Church Road Leonardtown, MD MLS# MDSM2029070
    $175,000
    Studio

    Beds

    0.0

    Baths

    St. Andrews Church Road

    Leonardtown, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
    View 40737 Bobwhite Lane Leonardtown, MD MLS# MDSM2029030
    $809,900
    4

    Beds

    3.1

    Baths

    5,454

    Sq.Ft.

    40737 Bobwhite Lane

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 22393 Saint Clements Avenue Leonardtown, MD MLS# MDSM2029036
    $779,900
    4

    Beds

    2.2

    Baths

    2,097

    Sq.Ft.

    22393 Saint Clements Avenue

    Leonardtown, MD

    Bright
    Courtesy of LISTWITHFREEDOM.COM
    View 22164 Miller Court Leonardtown, MD MLS# MDSM2028922
    $975,000
    4

    Beds

    3.0

    Baths

    2,700

    Sq.Ft.

    22164 Miller Court

    Leonardtown, MD

    Bright
    Courtesy of RE/MAX ONE
    View 23369 Marview Court Leonardtown, MD MLS# MDSM2028828
    $435,000
    3

    Beds

    3.1

    Baths

    2,308

    Sq.Ft.

    23369 Marview Court

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 40736 Center 40 Circle Leonardtown, MD MLS# MDSM2028808
    $425,000
    3

    Beds

    2.1

    Baths

    1,829

    Sq.Ft.

    40736 Center 40 Circle

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 20260 Hawks Way Leonardtown, MD MLS# MDSM2028700
    • New Construction
    1 of 29
    $599,900
    4

    Beds

    2.1

    Baths

    2,500

    Sq.Ft.

    20260 Hawks Way

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 20265 Hawks Way Leonardtown, MD MLS# MDSM2028774
    $149,900
    Studio

    Beds

    0.0

    Baths

    20265 Hawks Way

    Leonardtown, MD

    Bright
    Courtesy of CENTURY 21 NEW MILLENNIUM
    View 21738 Pinehurst Court Leonardtown, MD MLS# MDSM2028668
    $495,000
    4

    Beds

    2.1

    Baths

    1,952

    Sq.Ft.

    21738 Pinehurst Court

    Leonardtown, MD

    Bright
    Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
    View 19137 Lake Drive Leonardtown, MD MLS# MDSM2028598
    $399,900
    3

    Beds

    2.1

    Baths

    1,308

    Sq.Ft.

    19137 Lake Drive

    Leonardtown, MD

    Bright
    Courtesy of EXP REALTY, LLC

    About Leonardtown

    Listings in Leonardtown, MD

    61

    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 - 100K1
    $100K - 200K9
    $200K - 300K1
    $300K - 400K2
    $400K - 500K16
    $500K - 600K12
    $600K - 700K10
    $700K - 800K3
    $800K - 900K1
    $900K - 1M1
    $1M - Max5

    Homes for Sale by Type in Leonardtown, MD

    Property TypeCount
    Single Family35
    Townhouse13
    Condo0
    Commercial1
    Rental19
    Lots and Land12
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 2/20/2026)

    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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