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 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 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
The time to sell is now! THE TIME TO SELL IS NOW!
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 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
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 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 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 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 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
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
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 43488 Medleys Neck Road Leonardtown, MD MLS# MDSM2027738
$205,000
Studio

Beds

0.0

Baths

43488 Medleys Neck Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838
$189,000
3

Beds

1.0

Baths

1,026

Sq.Ft.

20959 Redgate Lane

Leonardtown, MD

Bright
Courtesy of KELLER WILLIAMS LEGACY
View 19921 Tower Hill Road Leonardtown, MD MLS# MDSM2026598
$130,000
Studio

Beds

0.0

Baths

19921 Tower Hill Road

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View Long Leaf Lane Leonardtown, MD MLS# MDSM2026482
$24,900
Studio

Beds

0.0

Baths

Long Leaf Lane

Leonardtown, MD

Bright
Courtesy of RESIDENTIAL PLUS REAL ESTATE SERVICES

About Leonardtown

Listings in Leonardtown, MD

65

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 - 100K1
$100K - 200K8
$200K - 300K1
$300K - 400K3
$400K - 500K20
$500K - 600K12
$600K - 700K11
$700K - 800K2
$800K - 900K1
$900K - 1M1
$1M - Max5

Homes for Sale by Type in Leonardtown, MD

Property TypeCount
Single Family36
Townhouse17
Condo0
Commercial1
Rental19
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/24/2026)

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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