View Lot 107-23677 Dragonfly Lane Leonardtown, MD MLS# MDSM2027396
  • New Construction with Virtual Tour
1 of 58
$479,900
4

Beds

3.1

Baths

Lot 107-23677 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 42043 Starlight Drive Leonardtown, MD MLS# MDSM2027150
$539,900
4

Beds

3.1

Baths

2,472

Sq.Ft.

42043 Starlight Drive

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 20959 Redgate Lane Leonardtown, MD MLS# MDSM2026838
$209,000
3

Beds

1.0

Baths

1,026

Sq.Ft.

20959 Redgate Lane

Leonardtown, MD

Bright
Courtesy of KELLER WILLIAMS LEGACY
The time to sell is now! THE TIME TO SELL IS NOW!
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# MDSM2026514
$5,000
Studio

Beds

0.0

Baths

Long Leaf Lane

Leonardtown, MD

Bright
Courtesy of O'BRIEN REALTY ERA POWERED
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 22338 White Oak Road Leonardtown, MD MLS# MDSM2025664
$550,000
4

Beds

2.1

Baths

2,328

Sq.Ft.

22338 White Oak Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View Kiskadee Lane Leonardtown, MD MLS# MDSM2023602
  • Virtual Tour
1 of 18
$200,000
Studio

Beds

0.0

Baths

Kiskadee Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 44646 Medleys Neck Road Leonardtown, MD MLS# MDSM2024652
$80,000
3

Beds

1.0

Baths

924

Sq.Ft.

44646 Medleys Neck Road

Leonardtown, MD

Bright
Courtesy of HOME TOWNE REAL ESTATE
View 22362 Armstrong Drive Leonardtown, MD MLS# MDSM2023036
$429,900
3

Beds

3.0

Baths

2,028

Sq.Ft.

22362 Armstrong Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 40624 Breton Oaks Lane Leonardtown, MD MLS# MDSM2022436
$159,900
Studio

Beds

0.0

Baths

40624 Breton Oaks Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 25365 Point Lookout Road Leonardtown, MD MLS# MDSM2022468
$497,500
3

Beds

1.2

Baths

2,952

Sq.Ft.

25365 Point Lookout Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 25365 Point Lookout Road Leonardtown, MD MLS# MDSM2022480
$497,500
2,952

Sq.Ft.

25365 Point Lookout Road

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41656 Fenwick Street Leonardtown, MD MLS# MDSM2016828
$450,000
3,000

Sq.Ft.

41656 Fenwick Street

Leonardtown, MD

Bright
Courtesy of CENTURY 21 COMMERCIAL NEW MILLENNIUM
View Wathen Road Leonardtown, MD MLS# MDSM2015176
$225,000
Studio

Beds

0.0

Baths

Wathen Road

Leonardtown, MD

Bright
Courtesy of AMBER & COMPANY REAL ESTATE
View 24645 Springhill Lane Leonardtown, MD MLS# MDSM2009842
$175,000
Studio

Beds

0.0

Baths

24645 Springhill Lane

Leonardtown, MD

Bright
Courtesy of GREENMARK REAL ESTATE
View 22501 Bull Road Leonardtown, MD MLS# MDSM2009850
$175,000
Studio

Beds

0.0

Baths

22501 Bull Road

Leonardtown, MD

Bright
Courtesy of GREENMARK REAL ESTATE

About Leonardtown

Listings in Leonardtown, MD

67

Estimated median home price

$520,000
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

Price Count
$0 - 100K 4
$100K - 200K 6
$200K - 300K 3
$300K - 400K 1
$400K - 500K 17
$500K - 600K 14
$600K - 700K 12
$700K - 800K 4
$800K - 900K 1
$900K - 1M 0
$1M - Max 5

Homes for Sale by Type in Leonardtown, MD

Property Type Count
Single Family 41
Townhouse 10
Condo 0
Commercial 2
Rental 16
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/27/2025)

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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