For Sale
Single family home for sale at 21944 Point Lookout Rd, Leonardtown, MD 20650 | MLS# MDSM2032976 | Listing updated on 2026-10-29
Photo 1 of Single family home for sale at 21944 Point Lookout Rd, Leonardtown, MD 20650 | MLS# MDSM2032976 | Listing updated on 2026-10-29
Photo 2 of Single family home for sale at 21944 Point Lookout Rd, Leonardtown, MD 20650 | MLS# MDSM2032976 | Listing updated on 2026-10-29
Photo 3 of Single family home for sale at 21944 Point Lookout Rd, Leonardtown, MD 20650 | MLS# MDSM2032976 | Listing updated on 2026-10-29
Photo 4 of Single family home for sale at 21944 Point Lookout Rd, Leonardtown, MD 20650 | MLS# MDSM2032976 | Listing updated on 2026-10-29
4+
Beds Icon

Street View

$79,900

Monthly Est:$398

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon1,542sqft

21944 Point Lookout Rd, Leonardtown, MD 20650

$398/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1930

  • $-- HOA

  • 1.54 acres lot

  • $52/sq.ft

Description

**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 end
less. 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.

  • Houzeo last checked: 3 hours ago
  • Listing updated: October 29, 2026 at 1:42 pm
  • Listing Provided by: Mark A Frisco Jr. (443) 532-8776 | CENTURY 21 New Millennium (443) 968-9595
  • Source: Bright MLS-NJ | MLS#: MDSM2032976 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Saint Marys Md County

  • City

    Leonardtown

  • Neighborhood

    --

  • Year Built

    1930

  • HOA Fees

    -

  • Finished Area

    1,542 sqft

  • Lot Size

    1.54 acres lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDSM2032976

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    7

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Cooling

    None

  • Heating

    None

  • Sewer

    Septic Exists

Construction

  • Year Built

    Year Built: 1930

  • Home type

    Single Family Residence

  • Construction Materials

    Other

  • Foundation Details

    Block

  • Architectural Style

    Cape Cod

Utilities & Energy

  • Water Source

    Well

Other Features

  • Subdivision Name

    None Available

Price History

DateEventPrice

10/23/2026

Source: mls_logoBright MLS-NJ #MDSM2032976

Listed for Sale

$79,900 -68.29%

$52/sqft

06/16/2022

Source: mls_logoBright MLS-NJ #MDSM2006640

Price Increased

$252,000 +57.50%

$163/sqft

10/01/2014

Source: mls_logoBright MLS-NJ #1003026892

Sold

$160,000

$104/sqft

Nearby Homes

Based on information from Bright MLS through Oct 29, 2026, 02:15PM. 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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