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
The time to sell is now! THE TIME TO SELL IS NOW!
View 41505 Margrove Circle Leonardtown, MD MLS# MDSM2030354
$450,000
3

Beds

3.1

Baths

2,306

Sq.Ft.

41505 Margrove Circle

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Lot 111 - 23684 Weeping Willow Way Leonardtown, MD MLS# MDSM2030402
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Thursday 4/16 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 Lot 141 - 23653 Dragonfly Lane Leonardtown, MD MLS# MDSM2030224
  • Recently Listed 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 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2030270
$464,900
4

Beds

2.0

Baths

2,114

Sq.Ft.

22343 Newtowne Neck Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22281 Nomoni Street Leonardtown, MD MLS# MDSM2030234
$360,000
3

Beds

2.0

Baths

1,152

Sq.Ft.

22281 Nomoni Street

Leonardtown, MD

Bright
Courtesy of COLDWELL BANKER PREMIER
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 110 - 23678 Weeping Willow Way Leonardtown, MD MLS# MDSM2030030
  • Recently Listed
1 of 45
OPEN HOUSE: Thursday 4/16 11:00 AM - 4:00 PM
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 110 - 23678 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 135 - 23679 Weeping Willow Way Leonardtown, MD MLS# MDSM2030032
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Thursday 4/16 11:00 AM - 3:45 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 Lot 109 - 23672 Weeping Willow Way Leonardtown, MD MLS# MDSM2030112
  • New Construction with Virtual Tour
1 of 35
$449,900
4

Beds

3.1

Baths

Lot 109 - 23672 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 44731 Blake Creek Road Leonardtown, MD MLS# MDSM2029840
$365,000
3

Beds

2.0

Baths

1,644

Sq.Ft.

44731 Blake Creek Road

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 22224 Monterey Place Leonardtown, MD MLS# MDSM2029434
$459,900
4

Beds

3.0

Baths

2,176

Sq.Ft.

22224 Monterey Place

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Lot 113 - 23696 Weeping Willow Way Leonardtown, MD MLS# MDSM2029482
  • New Construction with Virtual Tour
1 of 42
$479,900
4

Beds

3.1

Baths

Lot 113 - 23696 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 101 - 23713 Dragonfly Lane Leonardtown, MD MLS# MDSM2029486
  • New Construction with Virtual Tour
1 of 34
OPEN HOUSE: Thursday 4/16 11:00 AM - 4:00 PM
$449,900
4

Beds

3.1

Baths

Lot 101 - 23713 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 99 - 23725 Dragonfly Lane Leonardtown, MD MLS# MDSM2029488
  • New Construction with Virtual Tour
1 of 35
OPEN HOUSE: Thursday 4/16 11:00 AM - 4:00 PM
$449,900
4

Beds

3.1

Baths

Lot 99 - 23725 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
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 Lot 100 - 23719 Dragonfly Lane Leonardtown, MD MLS# MDSM2029208
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 100 - 23719 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE

About Leonardtown

Listings in Leonardtown, MD

87

Estimated median home price

$495,000
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 - 100K2
$100K - 200K7
$200K - 300K0
$300K - 400K6
$400K - 500K30
$500K - 600K12
$600K - 700K11
$700K - 800K7
$800K - 900K4
$900K - 1M1
$1M - Max7

Homes for Sale by Type in Leonardtown, MD

Property TypeCount
Single Family50
Townhouse23
Condo1
Commercial1
Rental17
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/16/2026)

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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