View 42464 Fairgrounds Road Leonardtown, MD MLS# MDSM2029970
  • Recently Listed with Virtual Tour
1 of 33
$1,850
3

Beds

2.0

Baths

1,025

Sq.Ft.

42464 Fairgrounds Road

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41625 Park Avenue # 300 Leonardtown, MD MLS# MDSM2029052
$24

41625 Park Avenue # 300

Leonardtown, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 20503 Chestnut Ridge Drive Leonardtown, MD MLS# MDSM2029810
$2,700
3

Beds

2.1

Baths

1,848

Sq.Ft.

20503 Chestnut Ridge Drive

Leonardtown, MD

Bright
Courtesy of COLDWELL BANKER PREMIER
The time to sell is now! THE TIME TO SELL IS NOW!
View 40865 Spring House Lane Leonardtown, MD MLS# MDSM2029684
$2,650
3

Beds

2.1

Baths

1,736

Sq.Ft.

40865 Spring House Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41386 Margrove Circle Leonardtown, MD MLS# MDSM2029742
  • Recently Listed
1 of 38
$3,200
4

Beds

3.1

Baths

3,195

Sq.Ft.

41386 Margrove Circle

Leonardtown, MD

Bright
Courtesy of INFINITAS REALTY GROUP
View 18937 Mckay'S Cove Lane Leonardtown, MD MLS# MDSM2029376
$2,300
3

Beds

1.1

Baths

1,583

Sq.Ft.

18937 Mckay'S Cove Lane

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 26730 B Radio Station Way Leonardtown, MD MLS# MDSM2029324
$1,650
1

Beds

1.0

Baths

848

Sq.Ft.

26730 B Radio Station Way

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41670 Courthouse Drive Leonardtown, MD MLS# MDSM2029304
$2,574
6,864

Sq.Ft.

41670 Courthouse Drive

Leonardtown, MD

Bright
Courtesy of HYATT COMMERCIAL
View 22695 Washington Street # 5 Leonardtown, MD MLS# MDSM2029130
$1,400
Studio

Beds

0.0

Baths

11,686

Sq.Ft.

22695 Washington Street # 5

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 25470 Point Lookout Road # E Leonardtown, MD MLS# MDSM2029026
$17

25470 Point Lookout Road # E

Leonardtown, MD

Bright
Courtesy of CENTURY 21 COMMERCIAL NEW MILLENNIUM
View 41910 Nazareth Court Leonardtown, MD MLS# MDSM2028974
$3,200
5

Beds

3.1

Baths

2,861

Sq.Ft.

41910 Nazareth Court

Leonardtown, MD

Bright
Courtesy of HOOPER & ASSOCIATES
View 41610 Courthouse Drive Leonardtown, MD MLS# MDSM2028684
$3,500
2,712

Sq.Ft.

41610 Courthouse Drive

Leonardtown, MD

Bright
Courtesy of HYATT COMMERCIAL
View 44868 Blake Creek Rd. # 4 Leonardtown, MD MLS# MDSM2028442
$1,250
2

Beds

1.0

Baths

1,028

Sq.Ft.

44868 Blake Creek Rd. # 4

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22802 Lawrence Ave Leonardtown, MD MLS# MDSM2028322
  • New Construction with Virtual Tour
1 of 28
$2,900
3

Beds

2.1

Baths

1,080

Sq.Ft.

22802 Lawrence Ave

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41577 Church Street Leonardtown, MD MLS# MDSM2028328
  • New Construction with Virtual Tour
1 of 25
$2,600
3

Beds

2.1

Baths

909

Sq.Ft.

41577 Church Street

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 20670 Bloombury Lane Leonardtown, MD MLS# MDSM2027500
$2,800
4

Beds

2.1

Baths

2,434

Sq.Ft.

20670 Bloombury Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 22665 Van Wert Lane Leonardtown, MD MLS# MDSM2021200
$13

22665 Van Wert Lane

Leonardtown, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
View 41800 Eastwick Lane # 1304 Leonardtown, MD MLS# MDSM2018638
$1,300
1

Beds

1.0

Baths

874

Sq.Ft.

41800 Eastwick Lane # 1304

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC
View 20240 Big Oak Lane Leonardtown, MD MLS# MDSM2018408
$2,500
3

Beds

2.0

Baths

1,935

Sq.Ft.

20240 Big Oak Lane

Leonardtown, MD

Bright
Courtesy of EXP REALTY, LLC

About Leonardtown

Listings in Leonardtown, MD

74

Estimated median home price

$532,500
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

Price Count
$0 - 100K 1
$100K - 200K 8
$200K - 300K 1
$300K - 400K 4
$400K - 500K 22
$500K - 600K 12
$600K - 700K 13
$700K - 800K 5
$800K - 900K 2
$900K - 1M 0
$1M - Max 6

Homes for Sale by Type in Leonardtown, MD

Property Type Count
Single Family 44
Townhouse 16
Condo 1
Commercial 1
Rental 19
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/24/2026)

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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