41600 Miss Bessie Drive Leonardtown, MD $ 428,799
41600 Miss Bessie Drive
$ 428,799
Recently Listed
Open House 5/23 1pm - 4pm
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41600 Miss Bessie Drive

Leonardtown, MD, 20650
$ 428,799
Bedrooms3 Baths2.0 Sq 1,910

Monthly Estimate*

$ 2,640

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Single Family Home for sale in Leonardtown, MD

for $428,799 with 3 bedrooms and 2 full baths. This 1,910 square foot home was built in 2004 on a lot size of 0.36.

Brick-front one-level rambler featuring 3 bedrooms, 2 full bathrooms, and over 1,900 finished square feet. A welcoming covered front porch leads to an open and spacious interior with hardwood flooring throughout the foyer, hallway, living room, and formal dining room. The living room features a gas fireplace, while the dining room offers cathedral ceilings and Palladian windows for abundant natural light. The kitchen opens to the living area and includes a breakfast area, center island, recessed lighting, built-in microwave, and new luxury vinyl plank flooring. The primary suite features a walk-in closet and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. All bedrooms have new carpeting, and the interior has been freshly painted throughout. Both bathrooms have been updated with new ceramic tile flooring, toilets, and light fixtures. Additional highlights include a laundry room conveniently located off the kitchen and garage, plus an oversized attached 2-car garage with a utility sink and side-yard access. Ideally located just minutes from Downtown Leonardtown, Leonardtown Wharf, shopping, restaurants, MedStar St. Marys Hospital, and commuter routes to NAS Pax River. Enjoy nearby recreation and entertainment, including kayaking, paddle yoga, waterfront activities, and weekend concerts on the square.

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Open House

5/23/2026 1:00 PM - 4:00 PM
41600 Miss Bessie Drive Leonardtown, MD
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 428,799

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,908

Style

Ranch/Rambler

Lot Size

0.36

Year Built

2004

Town/City

Leonardtown

County/Region

Saint Marys

MLS | Web ID

MDSM2031384

Features
General
Living Area 1910
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Ceiling Fan(s) Central A/C
Possession Settlement
Appliances Built-In Microwave Dishwasher Disposal Exhaust Fan Oven/Range - Electric Refrigerator Washer/Dryer Hookups Only
Zoning R-SF
Garage Spaces 2.00
Patio/Porch Features Patio(s) Porch(es)
Architectural Style Ranch/Rambler
Construction Materials Brick Front Vinyl Siding
School District ST. MARY'S COUNTY PUBLIC SCHOOLS
Year Built 2004
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Leonardtown
Accessibility None
County SAINT MARYS
New Construction N
Property Type Residential
HOA N
Subdivision Name LEONARDTOWN
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Route 5 (Point Lookout Road) to Hollywood Road to the right Doctors Crossing Way to the right on Miss Bessie Drive to 41600 on the right
City LEONARDTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 15681.00
Tax Annual Amount 3908.0
Property Condition Very Good
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 224.5
Acceptable Financing Cash Conventional FHA USDA VA
Vacation Rental Y/N N
Virtual Tour https://real.vision/41600-miss-bessie-drive?o=u
Standard Status Active
Year Built Source Assessor
Tax Lot 1
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Interior
Interior Amenities Bathroom - Soaking Tub Bathroom - Stall Shower Bathroom - Tub Shower Breakfast Area Carpet Ceiling Fan(s) Combination Kitchen/Living Entry Level Bedroom Formal/Separate Dining Room Kitchen - Island P
Heating Fuel Electric Propane - Owned
Flooring Ceramic Tile Carpet Hardwood Luxury Vinyl Plank
Total Fireplaces 1
Fireplace Features Gas/Propane Mantel(s) Marble
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Double Pane Screens Palladian
Fireplace Y/N Y
Above Grade Finished Area 1910
Half Baths 0
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Foyer Breakfast Room Laundry Primary Bathroom
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Exterior Lighting Satellite Dish Sidewalks
Pool No Pool
Parking Features Asphalt Driveway Paved Parking
Water Source Public
Garage Features Garage Door Opener Garage - Front Entry
Type of Parking Attached Garage Driveway
Foundation Details Crawl Space
Water View Y/N N
Lot Size Acres 0.36
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 115000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 41600
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* Excluded Features
List By
Long & Foster Real Estate, Inc.

Broker

masonteam@lnf.com

Email

Affordability Calculator

$2,966
Per Month
89%
11%
0%
Monthly Principal & Interest
$2,640
Monthly Property Taxes
$326
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533971 Elementary School
3535470 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/22/2026$428,799 Listed Price

Map


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41600 Miss Bessie Drive, Leonardtown, MD, 20650 is a Single Family Home for sale at $428,799 with 1,910 sqft and a lot size of 0.36. 41600 Miss Bessie Drive has 3 bedrooms, 2.0 baths, and was built in 2004. The property's zip code is 20650 which is in Leonardtown, MD