View Lot 157 - 23640 Dragonfly Lane Leonardtown, MD MLS# MDSM2031226
  • Recently Listed with Virtual Tour
1 of 45
$454,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 157 - 23640 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 40751 Merlin Way Leonardtown, MD MLS# MDSM2031592
$659,000
5

Beds

2.1

Baths

2,601

Sq.Ft.

40751 Merlin Way

Leonardtown, MD

Bright
Courtesy of KELLER WILLIAMS PREFERRED PROPERTIES
View 21807 Potomac View Drive Leonardtown, MD MLS# MDSM2031452
$485,000
4

Beds

3.0

Baths

2,019

Sq.Ft.

21807 Potomac View Drive

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
The time to sell is now! THE TIME TO SELL IS NOW!
View Lot 130 - 23709 Weeping Willow Way Leonardtown, MD MLS# MDSM2031222
  • New Construction with Virtual Tour
1 of 16
$449,900
4

Beds

3.1

Baths

2,571

Sq.Ft.

Lot 130 - 23709 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 129 - 23715 Weeping Willow Way Leonardtown, MD MLS# MDSM2031218
  • New Construction with Virtual Tour
1 of 18
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 129 - 23715 Weeping Willow Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 154 - 23808 Wisteria Lane Leonardtown, MD MLS# MDSM2031458
$479,900
4

Beds

3.1

Baths

2,966

Sq.Ft.

Lot 154 - 23808 Wisteria Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Whirlwind Road Leonardtown, MD MLS# MDSM2031426
  • Recently Listed
1 of 2
$435,000
Studio

Beds

0.0

Baths

Whirlwind Road

Leonardtown, MD

Bright
Courtesy of JPAR REAL ESTATE PROFESSIONALS
View 39944 Lady Baltimore Avenue Leonardtown, MD MLS# MDSM2031394
$395,000
5

Beds

2.1

Baths

2,169

Sq.Ft.

39944 Lady Baltimore Avenue

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 41992 Loker Court Leonardtown, MD MLS# MDSM2031206
$524,900
5

Beds

3.1

Baths

3,260

Sq.Ft.

41992 Loker Court

Leonardtown, MD

Bright
Courtesy of INFINITAS REALTY GROUP
View 41600 Miss Bessie Drive Leonardtown, MD MLS# MDSM2031384
$428,799
3

Beds

2.0

Baths

1,910

Sq.Ft.

41600 Miss Bessie Drive

Leonardtown, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.
View Lot 156 - 23634 Dragonfly Lane Leonardtown, MD MLS# MDSM2031220
  • Recently Listed with Virtual Tour
1 of 7
$454,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 156 - 23634 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 41395 Omaha Court Leonardtown, MD MLS# MDSM2031298
$715,000
5

Beds

3.1

Baths

4,367

Sq.Ft.

41395 Omaha Court

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 43430 Browns Lane Leonardtown, MD MLS# MDSM2031286
$605,000
5

Beds

3.2

Baths

2,756

Sq.Ft.

43430 Browns Lane

Leonardtown, MD

Bright
Courtesy of RESIDENTIAL PLUS REAL ESTATE SERVICES
View 39645 Sweetpea Lane Leonardtown, MD MLS# MDSM2031258
$799,900
Studio

Beds

0.0

Baths

39645 Sweetpea Lane

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 23642 Hansel Court Leonardtown, MD MLS# MDSM2031224
$649,900
4

Beds

3.1

Baths

3,726

Sq.Ft.

23642 Hansel Court

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 21737 Pinehurst Court Leonardtown, MD MLS# MDSM2031122
$540,000
3

Beds

2.0

Baths

3,014

Sq.Ft.

21737 Pinehurst Court

Leonardtown, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 22381 Cedar Street Leonardtown, MD MLS# MDSM2031080
$329,900
3

Beds

2.0

Baths

1,287

Sq.Ft.

22381 Cedar Street

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View 21983 Point Lookout Road Leonardtown, MD MLS# MDSM2031060
$379,900
3

Beds

2.0

Baths

1,144

Sq.Ft.

21983 Point Lookout Road

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 131 - 23703 Weeping Willow Way Way Leonardtown, MD MLS# MDSM2031070
  • New Construction with Virtual Tour
1 of 34
$449,900
4

Beds

3.1

Baths

2,554

Sq.Ft.

Lot 131 - 23703 Weeping Willow Way Way

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE
View Lot 140 - 23659 Dragonfly Lane Leonardtown, MD MLS# MDSM2031072
  • New Construction with Virtual Tour
1 of 45
$449,900
4

Beds

3.1

Baths

2,604

Sq.Ft.

Lot 140 - 23659 Dragonfly Lane

Leonardtown, MD

Bright
Courtesy of RE/MAX ONE

About Leonardtown

Listings in Leonardtown, MD

79

Estimated median home price

$487,400
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 - 200K5
$200K - 300K1
$300K - 400K5
$400K - 500K32
$500K - 600K9
$600K - 700K12
$700K - 800K7
$800K - 900K2
$900K - 1M0
$1M - Max5

Homes for Sale by Type in Leonardtown, MD

Property TypeCount
Single Family44
Townhouse22
Condo0
Commercial1
Rental17
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/4/2026)

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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