View 23593 Mitchell Drive Leonardtown, MD MLS# MDSM2028550
$580,000
5

Beds

3.1

Baths

2,940

Sq.Ft.

23593 Mitchell Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 21345 Fairwood Court Leonardtown, MD MLS# MDSM2028586
$699,900
5

Beds

3.1

Baths

4,080

Sq.Ft.

21345 Fairwood Court

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 40855 Spring House Lane Leonardtown, MD MLS# MDSM2028400
$624,900
5

Beds

3.0

Baths

3,464

Sq.Ft.

40855 Spring House Lane

Leonardtown, MD

Bright
Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 108- 23666 Weeping Willow Way Leonardtown, MD MLS# MDSM2028518
  • New Construction with Virtual Tour
1 of 40
$479,900
4

Beds

3.1

Baths

Lot 108- 23666 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 138 - 23671 Dragonfly Lane Leonardtown, MD MLS# MDSM2028534
  • New Construction with Virtual Tour
1 of 38
$487,400
4

Beds

3.1

Baths

3,095

Sq.Ft.

Lot 138 - 23671 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 137- 23667 Weeping Willow Way Leonardtown, MD MLS# MDSM2028536
  • New Construction with Virtual Tour
1 of 42
$479,900
4

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 137- 23667 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41635 Ferber Court Leonardtown, MD MLS# MDSM2028376
$525,000
4

Beds

2.1

Baths

2,222

Sq.Ft.

41635 Ferber Court

Leonardtown, MD

Bright
Courtesy of HOME TOWNE REAL ESTATE
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 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 23264 Lindsay Drive Leonardtown, MD MLS# MDSM2027806
$599,000
3

Beds

2.0

Baths

2,824

Sq.Ft.

23264 Lindsay Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 43018 Bluejay Lane Leonardtown, MD MLS# MDSM2027792
$635,000
4

Beds

2.1

Baths

2,888

Sq.Ft.

43018 Bluejay Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
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 41536 Fairwood Court Leonardtown, MD MLS# MDSM2027022
$569,000
4

Beds

3.1

Baths

3,308

Sq.Ft.

41536 Fairwood Court

Leonardtown, MD

Bright
Courtesy of RE/MAX REALTY GROUP
View 40461 Old Breton Beach Road Leonardtown, MD MLS# MDSM2027068
$679,900
2

Beds

2.1

Baths

2,040

Sq.Ft.

40461 Old Breton Beach Road

Leonardtown, MD

Bright
Courtesy of REAL BROKER, LLC
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
View 39825 Sweetpea Lane Leonardtown, MD MLS# MDSM2026028
$730,000
4

Beds

3.1

Baths

2,442

Sq.Ft.

39825 Sweetpea Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 23773 Meredith Court Leonardtown, MD MLS# MDSM2022554
$640,000
6

Beds

2.1

Baths

3,478

Sq.Ft.

23773 Meredith Court

Leonardtown, MD

Bright
Courtesy of COLDWELL BANKER PREMIER

About Leonardtown

Listings in Leonardtown, MD

67

Estimated median home price

$489,900
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 - 300K2
$300K - 400K3
$400K - 500K22
$500K - 600K10
$600K - 700K11
$700K - 800K4
$800K - 900K1
$900K - 1M0
$1M - Max5

Homes for Sale by Type in Leonardtown, MD

Property TypeCount
Single Family38
Townhouse16
Condo1
Commercial1
Rental19
Lots and Land11
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/9/2026)

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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