39944 Lady Baltimore Avenue, Leonardtown, MD 20650 - Photo 1

1/1

$400,000

Sold
Closed
Single Family
5 Beds
2 Full Baths
1 Partial Bath
2,657 Sq. Ft.
2 Car Garage

1/1

Property Description

***TEMP OFF WHILE REVIEWING OFFERS*** Welcome home! If you need space to spread out, this unique and cozy home on a quiet half-acre lot is just what you've been looking for. Two separate living areas means enjoying movies and gaming in one room while you enjoy peace in the other. This one-of-a-kind floor plan maximizes every square foot, and surprisingly roomier than it appears! With 5 bedrooms, 2 full and 1half bathrooms, there is plenty of personal space for a growing family, multi-generational living, a home office, or hobbies. The perfect blend of rural quiet and everyday functionality. Come take a look and see how this unique space fits your lifestyle!

Full Property Details

Full Property Details for 39944 Lady Baltimore Ave

General

Sold For: $400,000
Taxes: $3,289 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDSM2031394
Added to Site: 50 day(s) ago

Interior

Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Laundry, Storage Room, Full Bath
Interior Features: Crown Moldings, Primary Bath(s), Upgraded Countertops, Walk-in Closet(s), Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Mantel(s), Gas/Propane
Appliances: Built-In Microwave, Dishwasher, Refrigerator, Oven/Range - Gas
Flooring: Hardwood, Carpet, Ceramic Tile

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Upper Floor Baths: 2
Upper - Full Baths: 2
Main Floor Baths: 1
Main - 1/2 Baths: 1

Bedrooms

Total Bedrooms: 5
Bedrooms Upper: 5

Other Rooms

Laundry: Upper Floor

Exterior

Porch/Patio/Deck: Porch(es), Patio(s)

Parking

Garage: Yes
Garage Spaces: 2
Total Spaces: 6
Parking Features: Gravel Driveway, Crushed Stone
Parking Type: Driveway, Attached Garage
Garage Description: Built In, Garage - Front Entry, Inside Access

Location

County: SAINT MARYS
Subdivision: THE WOODS AT BAYSIDE
Driving Directions: GPS Accurate

School Information

School District: St. Marys County Public Schools
Elementary School: Benjamin Banneker
Middle School: Leonardtown
High School: Chopticon

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Well

Structural Information

Architectural Style: Colonial
Structure Type: Detached
Construction: Vinyl Siding
Foundation: Slab
Stories Description: Main, Upper 1
Square Feet: 2,657
Sq. Ft. Source: Estimated
Living Area: 2,169 Sq. Ft.
Finished Above Grnd: 2,169 Sq. Ft.
Unfin. Above Grnd: 488 Sq. Ft.
Year Built: 1997
Year Built Source: Assessor
Property Condition: Good

Additional Structures

Other Structures: Shed

Lot Features

Lot Size (Acres): 0.46
Lot Size (Sq. Ft.): 20,000
Lot Size Source: Assessor
Zoning: RNC
Lot Description: Cleared, Front Yard, Landscaping, Level, Open, Rear Yard, SideYard(s)
Fencing (Description): Partially, Privacy

Financial Considerations

Price Per Sq. Ft.: $182.11
Assessment Year: 2026
City/TownTax Freq: Annually
County Tax: $3,289
County Tax Freq: Annually
Tax w/Assessment: $352,000
Tax Amount: $3,289
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 2008

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 42

Listed by CENTURY 21 New Millennium, Kimberly Hayes
Sold by O'Brien Realty ERA Powered, Dezi Christopher Collins

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Listing agent

— 39944 Lady Baltimore Ave —

Kimberly Hayes

CENTURY 21 New Millennium

Listing Office Email: tommy.higgins@c21nm.com

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with our affiliated lender

NMLS#: 1598647

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Schools

Schools serving 39944 Lady Baltimore Ave

School District:St. Marys County Public Schools

Name	Grades	Distance
Benjamin Banneker Elementary School 27180 Point Lookout Rd, Loveville, MD 20656	PK-5	3.7 mi
Leonardtown Middle School 24015 Point Lookout Road, Leonardtown, MD 20650	6-8	4.5 mi
Chopticon High School 25390 Colton Point Rd, Morganza, MD 20660	9-12	5.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 39944 Lady Baltimore Ave

Date

Details

Price

Change

Source

6/15/2026

Sold

$400,000

1.27%

MLS

5/23/2026

Listed

$395,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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39944 Lady Baltimore Avenue, Leonardtown, MD 20650 (MLS# MDSM2031394) is a Single Family property that was sold at $400,000 on June 15, 2026. Want to learn more about 39944 Lady Baltimore Avenue? Do you have questions about finding other Single Family real estate for sale in Leonardtown? You can browse all Leonardtown real estate or contact a Coldwell Banker agent to request more information.

39944 Lady Baltimore Ave Leonardtown, MD 20650

Full Property Details for 39944 Lady Baltimore Ave

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Exterior

Parking

Location

School Information

Heating & Cooling

Utilities

Structural Information

Additional Structures

Lot Features

Financial Considerations

Disclosures and Reports

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

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Price & Sales History for 39944 Lady Baltimore Ave

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