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. Mary’s 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.
Sold for $434,000
$434,000
41600 Miss Bessie Dr, Leonardtown, MD 20650
3beds
1,910sqft
Single Family Residence
Built in 2004
0.36 Acres Lot
$436,100 Zestimate®
$227/sqft
$2,471 Estimated rent
Home value
$436,100
$414,000 - $458,000
$2,471/mo
Zestimate® history
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List your homeWhat's special
Brick-front one-level ramblerRecessed lightingBreakfast areaCenter islandBuilt-in microwaveOpen and spacious interiorWelcoming covered front porch
Zillow last checked:
Listing updated:
Listed by:
Mike Mason 301-213-9857,
Long & Foster Real Estate, Inc.
Bought with:
Sandi Foraci, 5004679
RE/MAX One
Source: Bright MLS,MLS#: MDSM2031384
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Breakfast Room, Laundry, Primary Bathroom
Primary bedroom
- Features: Ceiling Fan(s), Flooring - Carpet, Lighting - Ceiling, Walk-In Closet(s)
- Level: Main
- Area: 224 Square Feet
- Dimensions: 14 X 16
Bedroom 2
- Features: Ceiling Fan(s), Flooring - Carpet, Lighting - Ceiling
- Level: Main
- Area: 182 Square Feet
- Dimensions: 13 X 14
Bedroom 3
- Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - Carpet, Lighting - Ceiling
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 X 12
Primary bathroom
- Features: Soaking Tub, Bathroom - Stall Shower, Double Sink, Flooring - Ceramic Tile, Lighting - LED, Lighting - Ceiling
- Level: Main
Breakfast room
- Features: Breakfast Nook, Flooring - Luxury Vinyl Plank, Lighting - Ceiling, Recessed Lighting
- Level: Main
- Area: 66 Square Feet
- Dimensions: 6 X 11
Dining room
- Features: Cathedral/Vaulted Ceiling, Flooring - HardWood, Lighting - LED, Lighting - Pendants, Formal Dining Room
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 X 12
Foyer
- Features: Flooring - HardWood, Lighting - Ceiling, Lighting - LED
- Level: Main
Kitchen
- Features: Double Sink, Flooring - Luxury Vinyl Plank, Kitchen Island, Kitchen - Electric Cooking, Lighting - Ceiling, Recessed Lighting
- Level: Main
- Area: 198 Square Feet
- Dimensions: 11 X 18
Laundry
- Features: Flooring - Luxury Vinyl Plank, Lighting - LED, Lighting - Ceiling
- Level: Main
Living room
- Features: Ceiling Fan(s), Fireplace - Gas, Flooring - HardWood, Lighting - Ceiling, Lighting - LED
- Level: Main
- Area: 255 Square Feet
- Dimensions: 15 X 17
Heating
- Heat Pump, Electric, Propane
Cooling
- Ceiling Fan(s), Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Exhaust Fan, Oven/Range - Electric, Refrigerator, Electric Water Heater
- Laundry: Main Level, Washer/Dryer Hookups Only, Laundry Room
Features
- Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Breakfast Area, Ceiling Fan(s), Combination Kitchen/Living, Entry Level Bedroom, Formal/Separate Dining Room, Kitchen Island, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), Cathedral Ceiling(s)
- Flooring: Ceramic Tile, Carpet, Hardwood, Luxury Vinyl, Wood
- Windows: Double Pane Windows, Screens, Palladian
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Gas/Propane, Mantel(s), Marble
Interior area
- Total structure area: 1,910
- Total interior livable area: 1,910 sqft
- Finished area above ground: 1,910
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Garage Door Opener, Garage Faces Front, Asphalt, Paved, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 2
- Details: Garage Sqft: 506
Accessibility
- Accessibility features: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Patio, Porch
- Exterior features: Lighting, Satellite Dish, Sidewalks
- Pool features: None
Lot
- Size: 0.36 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1903066002
- Zoning: R-SF
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch/Rambler
- Property subtype: Single Family Residence
Materials
- Brick Front, Vinyl Siding
- Foundation: Crawl Space
Condition
- Very Good
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Leonardtown
HOA
- Has HOA: No
Location
- Region: Leonardtown
- Municipality: Leonardtown
Financial & listing details
- Price per square foot: $227/sqft
- Tax assessed value: $366,800
- Annual tax amount: $3,908
- Date on market: 5/22/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,USDA Loan,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Sold | $434,000+1.2%$227/sqft |
Source:  Bright MLS #MDSM2031384 Report a problem | ||
| 5/26/2026 | Contingent | $428,799$225/sqft |
Source: Bright MLS #MDSM2031384 Report a problem | ||
| 5/22/2026 | Listed for sale | $428,799+94.9%$225/sqft |
Source: Bright MLS #MDSM2031384 Report a problem | ||
| 6/3/2003 | Sold | $219,980$115/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,187 +12.8% | $361,800 +5.3% |
| 2024 | $3,711 +5.6% | $343,533 +5.6% |
| 2023 | $3,513 +5.3% | $325,267 +6% |
| 2022 | $3,335 +2.1% | $307,000 +2.1% |
| 2021 | $3,266 +2.2% | $300,633 +2.2% |
| 2020 | $3,197 +2.2% | $294,267 +2.2% |
| 2019 | $3,128 +2.1% | $287,900 +2.1% |
| 2018 | $3,064 +14.5% | $282,000 +2.1% |
| 2017 | $2,675 -12.7% | $276,100 +2.2% |
| 2016 | $3,065 | $270,200 |
| 2015 | $3,065 | $270,200 |
| 2014 | $3,065 | $270,200 -10.4% |
| 2013 | -- | $301,600 |
| 2012 | -- | $301,600 |
| 2011 | -- | $301,600 -21.5% |
| 2010 | -- | $383,970 +12.7% |
| 2009 | -- | $340,810 +14.5% |
| 2008 | -- | $297,650 +17% |
| 2007 | -- | $254,490 +6.3% |
| 2006 | -- | $239,412 +6.7% |
| 2005 | -- | $224,336 +360.3% |
| 2004 | -- | $48,740 +8.9% |
| 2003 | -- | $44,772 +9.7% |
| 2002 | -- | $40,806 +10.8% |
| 2001 | -- | $36,840 |
Find assessor info on the county website
Neighborhood: 20650
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Nearby schools
GreatSchools rating
- 7/10Leonardtown Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 2.5 mi
- 5/10Leonardtown High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- District: St. Mary's County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$436,100
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Estimated market value
$436,100
- Maryland
- Saint Marys County
- Leonardtown
- 20650
- 41600 Miss Bessie Dr
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