$79,900
Bedrooms: --Bds
Bathrooms: --Ba
Area: 1,542sqft
Sale Pending
Century 21 New Millennium
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21944 Point Lookout Rd, LEONARDTOWN, MD 20650 
New Construction
Lot 143 23641 Dragonfly Ln, LEONARDTOWN, MD 20650New Construction
Lot 154 23808 Wisteria Ln, LEONARDTOWN, MD 20650 
22395 Newtowne Neck Rd, LEONARDTOWN, MD 20650
Price Drop: $10K
23899 Mcintosh Rd, LEONARDTOWN, MD 20650
3D Tour
Lot 156 23634 Dragonfly Ln, LEONARDTOWN, MD 206503D Tour
Lot 140 23659 Dragonfly Ln, LEONARDTOWN, MD 20650 
43905 Lanedon Dr, LEONARDTOWN, MD 20650
Bayside Rd, LEONARDTOWN, MD 20650
22393 Saint Clements Ave, LEONARDTOWN, MD 206503D Tour
22010 Society Hl Rd, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 159 23652 Dragonfly Ln, LEONARDTOWN, MD 20650 
42163 Blacksmith Shop Rd, LEONARDTOWN, MD 20650Price Drop: $20K
42249 Saint Johns Rd, LEONARDTOWN, MD 20650 New Construction
40533 Breton Knls Ct, LEONARDTOWN, MD 20650 
18937 Hodges Ln, LEONARDTOWN, MD 20650
20798 Waterside Dr, LEONARDTOWN, MD 206503D TourNew Construction
Lot 157 23640 Dragonfly Ln, LEONARDTOWN, MD 20650 
40115 Combs Crk Way, LEONARDTOWN, MD 206503D TourNew Construction
Lot 151 23790 Wisteria Ln, LEONARDTOWN, MD 20650 3D Tour
19445 Blake Farms Ln, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 142 23647 Dragonfly Ln, LEONARDTOWN, MD 20650 
18800 Mckays Beach Rd, LEONARDTOWN, MD 206503D Tour
19700 Mulberry Flds Rd, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 114 23702 Weeping Willow Wy, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 111 23684 Weeping Willow Wy, LEONARDTOWN, MD 20650 
22332 Cedar St, LEONARDTOWN, MD 206503D TourNew Construction
Lot 99 23725 Dragonfly Ln, LEONARDTOWN, MD 20650 
22381 Cedar St, LEONARDTOWN, MD 206503D TourNew Construction
Lot 115 23708 Weeping Willow Way, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 117 23720 Weeping Willow Way, LEONARDTOWN, MD 20650 
42520 Riverwinds Dr, LEONARDTOWN, MD 206503D TourNew ConstructionLot 102 23707 Dragonfly Ln, Leonardtown, MD 20650 3D TourNew ConstructionLot 137 23667 Weeping Willow Way, Leonardtown, MD 20650 
22175 Bayside Rd, LEONARDTOWN, MD 20650
40003 Tippit Rd, LEONARDTOWN, MD 20650New Construction
Lot 110 23678 Weeping Willow Way, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 101 23713 Dragonfly Ln, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 133 23691 Weeping Willow Way, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 144 23635 Dragonfly Ln, LEONARDTOWN, MD 20650 3D TourNew Construction
Lot 158 23646 Dragonfly Ln, LEONARDTOWN, MD 20650 3D TourNew ConstructionLot 134 23685 Weeping Willow Wy, LEONARDTOWN, MD 20650 
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Historic Homes for Sale in Leonardtown, MD
51 Homes for Sale
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New Construction$454,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Townhouse for sale
Re/Max One
New Construction$485,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,966sqft
Townhouse for sale
Re/Max One
$2,200,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 4,395sqft
Single family home for sale
Samson Properties
Price Drop: $10K$424,900
Bedrooms: 5Bds
Bathrooms: 2Ba
Area: 2,056sqft
Single family home for sale
Exp Realty, Llc
3D Tour$454,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,554sqft
Townhouse for sale
Re/Max One
3D Tour$454,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,604sqft
Townhouse for sale
Re/Max One
$290,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,568sqft
Single family home for sale
Re/Max United Real Estate
$1,750,000
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,130sqft
Single family home for sale
Haley Family Realty
$723,997
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,097sqft
Single family home for sale
Allfirst Realty, Inc.
3D Tour$560,000
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 2,730sqft
Single family home for sale
Compass
3D TourNew Construction$479,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,966sqft
Sale Pending
Re/Max One
$299,500
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,218sqft
Single family home for sale
Century 21 New Millennium
Price Drop: $20K$364,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,161sqft
Sale Pending
Century 21 New Millennium
New Construction$739,900
Bedrooms: 4Bds
Bathrooms: 3Ba
Area: 3,460sqft
Single family home for sale
Re/Max One
$675,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,834sqft
Single family home for sale
Century 21 New Millennium
$450,000
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,018sqft
Single family home for sale
Re/Max One
3D TourNew Construction$454,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,571sqft
Sale Pending
Re/Max One
$1,590,000
Bedrooms: 5Bds
Bathrooms: 4Ba
Area: 2,993sqft
Single family home for sale
Century 21 New Millennium
3D TourNew Construction$489,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,095sqft
Sale Pending
Re/Max One
3D Tour$850,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,731sqft
Single family home for sale
O'Brien Realty Era Powered
3D TourNew Construction$489,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,095sqft
Sale Pending
Re/Max One
$350,000
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,667sqft
Single family home for sale
Re/Max One
3D Tour$15,000,000
Bedrooms: 6Bds
Bathrooms: 5Ba
Area: 5,500sqft
Mansion for sale
Long & Foster Real Estate, Inc.
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,554sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,554sqft
Sale Pending
Re/Max One
$329,900
Bedrooms: 2Bds
Bathrooms: 1Ba
Area: 1,000sqft
Single family home for sale
Century 21 Redwood Realty
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Sale Pending
Re/Max One
$329,900
Bedrooms: 3Bds
Bathrooms: 2Ba
Area: 1,287sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Sale Pending
Re/Max One
3D TourNew Construction$489,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 3,095sqft
Sale Pending
Re/Max One
$1,999,999
Bedrooms: 4Bds
Bathrooms: 2Ba
Area: 2,744sqft
Single family home for sale
Century 21 New Millennium
3D TourNew Construction$479,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Sale Pending
Re/Max One
3D TourNew Construction$479,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,966sqft
Sale Pending
Re/Max One
$315,000
Bedrooms: 2Bds
Bathrooms: 2Ba
Area: 1,192sqft
Sale Pending
Re/Max One
$995,000
Bedrooms: 3Bds
Bathrooms: 3Ba
Area: 2,490sqft
Sale Pending
Exp Realty, Llc
New Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,571sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Townhouse for sale
Re/Max One
3D TourNew Construction$489,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: --sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,604sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,554sqft
Sale Pending
Re/Max One
3D TourNew Construction$449,900
Bedrooms: 4Bds
Bathrooms: 4Ba
Area: 2,554sqft
Sale Pending
Re/Max One
Showing 1 - 42 of 51 homes for sale in Leonardtown, MD
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Based on information from Bright MLS through Nov 4, 2026, 11:00 AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information 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 the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
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