View 21117 Catnip Court Leonardtown, MD MLS# MDSM2029578
$590,000
5

Beds

3.1

Baths

3,526

Sq.Ft.

21117 Catnip Court

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41655 Church Street Leonardtown, MD MLS# MDSM2029620
$725,000
4

Beds

2.0

Baths

2,834

Sq.Ft.

41655 Church Street

Leonardtown, MD

Bright
Courtesy of TOPSIDE REALTY
View 22224 Monterey Place Leonardtown, MD MLS# MDSM2029434
$469,900
4

Beds

3.0

Baths

2,176

Sq.Ft.

22224 Monterey Place

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
The time to sell is now! THE TIME TO SELL IS NOW!
View 39725 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2029556
$335,000
3

Beds

2.0

Baths

1,886

Sq.Ft.

39725 Lady Baltimore Avenue

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22343 Newtowne Neck Road Leonardtown, MD MLS# MDSM2029528
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 3/1 11:00 AM - 1:00 PM
$474,900
3

Beds

2.0

Baths

2,114

Sq.Ft.

22343 Newtowne Neck Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22204 Nomoni Street Leonardtown, MD MLS# MDSM2029298
$315,000
2

Beds

2.0

Baths

1,008

Sq.Ft.

22204 Nomoni Street

Leonardtown, MD

Bright
Courtesy of REDFIN CORP
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 133 - 23691 Weeping Willow Way Leonardtown, MD MLS# MDSM2029484
  • New Construction with Virtual Tour
1 of 40
$489,900
4

Beds

3.1

Baths

Lot 133 - 23691 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 101 - 23713 Dragonfly Lane Leonardtown, MD MLS# MDSM2029486
  • Recently Listed with Virtual Tour
1 of 34
$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
  • Recently Listed with Virtual Tour
1 of 35
$449,900
4

Beds

3.1

Baths

Lot 99 - 23725 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 44545 Brewer Lane Leonardtown, MD MLS# MDSM2029400
  • Recently Listed
1 of 69
$674,900
4

Beds

3.1

Baths

3,243

Sq.Ft.

44545 Brewer Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
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
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 100 - 23719 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 117 - 23720 Weeping Willow Way Leonardtown, MD MLS# MDSM2029218
  • New Construction with Virtual Tour
1 of 46
$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 46
$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
$479,900
4

Beds

3.1

Baths

Lot 102 - 23707 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22547 Landing Way Leonardtown, MD MLS# MDSM2029148
$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

About Leonardtown

Listings in Leonardtown, MD

64

Estimated median home price

$492,450
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 - 200K8
$200K - 300K1
$300K - 400K2
$400K - 500K21
$500K - 600K12
$600K - 700K10
$700K - 800K3
$800K - 900K1
$900K - 1M0
$1M - Max5

Homes for Sale by Type in Leonardtown, MD

Property TypeCount
Single Family35
Townhouse16
Condo1
Commercial1
Rental19
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/27/2026)

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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