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21944 POINT LOOKOUT RD, LEONARDTOWN, MD 20650

0 Beds

0 Bath

1,542SqFt

Pending

**Highest & Best offer deadline of 10/29 at Noon!** RARE LEONARDTOWN INVESTMENT OPPORTUNITY ON 1.54 ACRES Bring your vision and unlock the incredible potential of this rare 1.54-acre property in one of Southern Maryland's most sought-after locations. The existing home sustained fire damage and is being sold as-is, presenting a unique opportunity for investors, builders, contractors, or buyers looking for the perfect place to renovate or build their dream home. Large parcels this close to the heart of Leonardtown are becoming increasingly difficult to find. With over an acre and a half of land, mature trees, and plenty of space for privacy, the possibilities are endless. Whether you choose to restore the existing home or start fresh, this property offers an exceptional canvas in a location where demand continues to grow. Just minutes from the charming streets of historic downtown Leonardtown, you'll enjoy locally owned restaurants, coffee shops, boutiques, wineries, breweries, waterfront parks, live music, festivals, and the scenic Leonardtown Wharf overlooking Breton Bay. Outdoor enthusiasts will appreciate nearby boating, fishing, kayaking, and hiking, while commuters will love the convenient access to NAS Patuxent River, MedStar St. Mary's Hospital, and the many employers throughout Southern Maryland. Properties with this combination of acreage, location, and investment potential rarely come to market. Whether you're looking for your next renovation project, a custom homesite, or a long-term investment in one of Southern Maryland's fastest-growing and most desirable communities, this is an opportunity you won't want to miss. Bring your imagination and transform this property into something truly exceptional. Seller prefers to use Interstate Title.

Property Details
Price $79,900
Total Baths 0
Property Style Cape Cod
Lot Size Area Units Square Feet
Acres 1.54
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 1
Year Built 1930
Fireplaces 1
Subdivision NONE AVAILABLE
Heating None
Foundation Block
Accessibility None
Geographic Data
Directions From C21 California, take Rt 235 to a left on St. Andrews Church Rd, Left on Rt 5. Pt lookout rd, home will be on the left.
County SAINT MARYS
Latitude 38.24098
Longitude -76.55799
Address Information
Address 21944 POINT LOOKOUT RD, LEONARDTOWN, MD 20650
Postal Code 20650
City LEONARDTOWN
State MD
Country United States
Listing Information
Listing Office CENTURY 21 New Millennium
Listing Office Email tommy.higgins@c21nm.com
Listing Agent Mark Frisco Jr.
Internet Listing Display Days On Site Y N Y
Internet Listing Display Historical Prices Y N Y
Internet Listing Display Prices Y N Y
Compensation Disclaimer The offer of compensation is made only to participants of the MLS where the listing is filed.
Special listing conditions Standard
Ownership Fee Simple
School Information
District ST. MARY'S COUNTY PUBLIC SCHOOLS
Elementary School LEONARDTOWN
Middle School LEONARDTOWN
High School LEONARDTOWN
MLS Information
Days on market 9
MLS Status Pending
Listing Date Oct 23, 2026
Listing Last Modified Nov 1, 2026
Tax ID 1902002604
Tax Year 2025
Tax Annual Amount 1166
MLS # MDSM2032976

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Last updated: 2026-11-08T23:30:26.550472Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.