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23311 Point Lookout Road, Leonardtown, MD 20650

$335,000
  • 23311 Point Lookout Road, Leonardtown, MD 20650 Main Photo

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Contingent
BEDS2 BATHS2 full SQUARE FEET1,056 MLS#MDSM2029808
STATUSACTIVE UNDER CONTRACT PROPERTY TYPEResidential - Single Family SUBDIVISIONLEONARDTOWN SCHOOLST MARYS COUNTY PUBLIC SCHOOLS

Property Description

Charming Leonardtown Rambler on a Full Acre. Move-In Ready! Welcome home to the house you've been waiting for. Whether you're buying your first home or rightsizing into something smarter, this meticulously maintained 2-bedroom, 2-bath rambler delivers the Leonardtown lifestyle without the big-house headaches. Freshly painted throughout, walls and ceilings, the home features luxury vinyl plank flooring, a spacious living room, and a large country kitchen with a comfortable eat-in area. An enclosed front porch offers the perfect place to relax year-round. Washer and dryer convey, and new ceiling fans along with updated lighting in the kitchen and hallway complete the interior. The current owners cared for this home the way every homeowner hopes the previous one did. The HVAC system has been professionally serviced every six months as part of a maintenance plan, ensuring every major system has been consistently maintained. Outside, the property continues to impress with a brand new Trex deck and ramp, blue stone walkway a basketball hoop that conveys, a 10x12 shed with a concrete floor, a second 8x8 shed for additional storage, and a full acre of land with room to spread out and enjoy. A children's playset is also available for purchase. Major Improvements Include: • 2026: Both bathroom vanities replaced • 2024: New Trex deck and ramp • 2019: New asphalt driveway • 2021: HVAC system replaced • 2018: Crawl space fully encapsulated with Dehumidifier • 2019: New roof and siding on the home, plus new roof and siding on both sheds • 2018: Bathroom updates with luxury vinyl plank flooring • Fresh paint throughout, walls and ceilings last month • HVAC professionally serviced every 6 months • New ceiling fans and updated lighting in the kitchen and hallway Homes like this in Leonardtown do not sit on the market long. Schedule your showing today before someone else does.

23311 Point Lookout Road | MLS# MDSM2029808

This single family home located at 23311 Point Lookout Road, Leonardtown, MD 20650 is currently listed for sale with an asking price of $335,000. This property was built in 1995 and has 2 bedrooms and 2 full baths with 1056 sq. ft. Point Lookout Road is located in the LEONARDTOWN subdivision within the ST MARYS COUNTY PUBLIC SCHOOLS school district. Search LEONARDTOWN real estate on www.lynseybennettrealtor.com today.

Upcoming Open Houses

Open House Saturday March 21st, 11:00am - 3:00pm
Open House Saturday March 21st, 5:30pm - 7:30pm
Open House Sunday March 22nd, 11:00am - 3:00pm

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C
Fuel Type: Oil
Heating: Central
Home Style: Ranch/Rambler
Lot Size: 1.00 Acres
Roof Type: Architectural Shingle
Stories: 1.0
Taxes: $2,311
Year Built: 1995

Feature Descriptions

Accessibility: Ramp - Main Level
Additional Structures: Above Grade
Exterior: Flood Lights, Gutter System
Exterior: Vinyl Siding
Flooring: Luxury Vinyl Plank, Laminate Plank, Vinyl
Lot Dimensions: 1.00 Acre(S)
Number of Rooms: 7
Parking Features: Paved Driveway
Parking Notes: 8 Total Parking Spaces
Rooms: Living Room, Bedroom 2,Kitchen, Bedroom 1,Utility Room, Bathroom 1,Bathroom 2
Sewer: On Site Septic
SQFT Above Finished: 1056
SQFT Total Finished: 1056
Structure Type: Detached
Total Garage/Parking Spaces: 8
Water: Well

Local Schools

High School: LEONARDTOWN
Middle School: LEONARDTOWN
School District: ST MARYS COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: RE/MAX One
Agency Phone: 4437718009

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Estimated Payment

$ 1,035.86 per month $745.56 Principal & Interest $192.58 Property Tax $97.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/18/2026. The listing information on this page last changed on 03/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 03/18/2026 12:01:02 AM EST) or Bright MLS (last updated Tue 03/17/2026 11:50:02 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Lynsey Bennett 

16 Greenmeadow Drive, Suite 300, Timonium, MD 21093
410-561-0044

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