***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!
Sold for $400,000
$400,000
39944 Lady Baltimore Ave, Leonardtown, MD 20650
5beds
2,169sqft
Single Family Residence
Built in 1997
0.46 Acres Lot
$400,500 Zestimate®
$184/sqft
$2,948 Estimated rent
Home value
$400,500
$380,000 - $421,000
$2,948/mo
Zestimate® history
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$2,409/mo
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List your homeWhat's special
Plenty of personal spaceQuiet half-acre lotOne-of-a-kind floor planUnique and cozy home
Zillow last checked:
Listing updated:
Listed by:
Kimberly Hayes 443-624-3900,
CENTURY 21 New Millennium
Bought with:
Dezi Collins, 5013952
O'Brien Realty ERA Powered
Source: Bright MLS,MLS#: MDSM2031394
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Laundry, Storage Room, Full Bath
Primary bedroom
- Features: Attached Bathroom, Bathroom - Tub Shower
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Bedroom 5
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Main
Other
- Features: Bathroom - Tub Shower
- Level: Upper
Kitchen
- Level: Main
Laundry
- Level: Upper
Living room
- Features: Fireplace - Other, Flooring - Luxury Vinyl Plank
- Level: Main
Storage room
- Level: Upper
Storage room
- Level: Main
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Refrigerator, Oven/Range - Gas, Electric Water Heater
- Laundry: Upper Level, Laundry Room
Features
- Crown Molding, Primary Bath(s), Upgraded Countertops, Walk-In Closet(s)
- Flooring: Hardwood, Carpet, Ceramic Tile, Wood
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Mantel(s), Gas/Propane
Interior area
- Total structure area: 2,657
- Total interior livable area: 2,169 sqft
- Finished area above ground: 2,169
- Finished area below ground: 0
Property
Parking
- Total spaces: 6
- Parking features: Built In, Garage Faces Front, Inside Entrance, Gravel, Crushed Stone, Driveway, Attached
- Attached garage spaces: 2
- Uncovered spaces: 4
- Details: Garage Sqft: 488
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Patio
- Pool features: None
- Fencing: Partial,Privacy
Lot
- Size: 0.46 Acres
- Features: Cleared, Front Yard, Landscaped, Level, Open Lot, Rear Yard, SideYard(s)
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1903057259
- Zoning: RNC
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Slab
Condition
- Good
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & HOA
Community
- Subdivision: The Woods At Bayside
HOA
- Has HOA: No
Location
- Region: Leonardtown
Financial & listing details
- Price per square foot: $184/sqft
- Tax assessed value: $352,000
- Annual tax amount: $3,289
- Date on market: 5/23/2026
- Listing agreement: Exclusive Agency
- Listing terms: Conventional,Cash,FHA,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 6/15/2026 | Sold | $400,000+1.3%$184/sqft |
Source:  Bright MLS #MDSM2031394 Report a problem | ||
| 5/30/2026 | Listing removed | $395,000$182/sqft |
Source: Bright MLS #MDSM2031394 Report a problem | ||
| 5/23/2026 | Listed for sale | $395,000+29.5%$182/sqft |
Source: Bright MLS #MDSM2031394 Report a problem | ||
| 12/31/2019 | Sold | $305,000+3.4%$141/sqft |
Source: Public Record Report a problem | ||
| 11/12/2019 | Listed for sale | $295,000+78.8%$136/sqft |
Source: Bright MLS #MDSM166058 Report a problem | ||
| 9/13/2016 | Sold | $165,000+0.1%$76/sqft |
Source: Public Record Report a problem | ||
| 6/10/2016 | Listing removed | $164,900$76/sqft |
Source: Classic Realty Ltd. #SM9619992 Report a problem | ||
| 6/1/2016 | Price change | $164,900-8.3%$76/sqft |
Source: Classic Realty Ltd. #SM9619992 Report a problem | ||
| 4/27/2016 | Price change | $179,900-10%$83/sqft |
Source: Classic Realty Ltd. #SM9619992 Report a problem | ||
| 4/7/2016 | Listed for sale | $199,900-37.5%$92/sqft |
Source: Classic Realty Ltd. #SM9619992 Report a problem | ||
| 10/4/2006 | Sold | $320,000+146.3%$148/sqft |
Source: Public Record Report a problem | ||
| 10/18/1999 | Sold | $129,900+23.7%$60/sqft |
Source: Public Record Report a problem | ||
| 9/15/1998 | Sold | $105,000+251.2%$48/sqft |
Source: Public Record Report a problem | ||
| 5/1/1997 | Sold | $29,900$14/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,797 +21.5% | $342,700 +5.2% |
| 2024 | $3,126 +5.5% | $325,733 +5.5% |
| 2023 | $2,964 +5.8% | $308,767 +5.8% |
| 2022 | $2,801 +2.8% | $291,800 +2.8% |
| 2021 | $2,724 +2.9% | $283,800 +2.9% |
| 2020 | $2,647 +3% | $275,800 +3% |
| 2019 | $2,570 +1.9% | $267,800 +1.9% |
| 2018 | $2,523 +1% | $262,833 +1.9% |
| 2017 | $2,499 -9% | $257,867 +2% |
| 2016 | $2,744 | $252,900 |
| 2015 | $2,744 | $252,900 |
| 2014 | $2,744 | $252,900 -4.1% |
| 2013 | -- | $263,700 |
| 2012 | -- | $263,700 |
| 2011 | -- | $263,700 -16.5% |
| 2010 | -- | $315,680 +10.6% |
| 2009 | -- | $285,522 +11.8% |
| 2008 | -- | $255,366 +13.4% |
| 2007 | -- | $225,210 +11.2% |
| 2006 | -- | $202,522 +12.6% |
| 2005 | -- | $179,836 +14.4% |
| 2004 | -- | $157,150 +12.9% |
| 2003 | -- | $139,202 +14.8% |
| 2002 | -- | $121,256 +17.4% |
| 2001 | -- | $103,310 |
Find assessor info on the county website
Neighborhood: 20650
Nearby homes
- $337,3003 bd2 ba1k sqft39934 Lady Baltimore Ave, Leonardtown, MD 20650Off Market
- $5,0008,014 Square FeetZacks Way, Leonardtown, MD 20650Sold
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- $378,000-- bd2 ba1.4k sqft39954 Lady Baltimore Ave, Leonardtown, MD 20650Off Market
- $334,2003 bd2 ba1.1k sqft39921 Sassafras Ln, Leonardtown, MD 20650Off Market
- $357,8003 bd2 ba1.3k sqft22269 Zacks Way, Leonardtown, MD 20650Off Market
- $183,000-- bd1 ba1.4k sqft39916 Lady Baltimore Ave, Leonardtown, MD 20650Off Market
Nearby schools
GreatSchools rating
- 6/10Benjamin Banneker Elementary SchoolGrades: PK-5Distance: 3.7 mi
- 8/10Leonardtown Middle SchoolGrades: 6-8Distance: 4.5 mi
- 6/10Chopticon High SchoolGrades: 9-12Distance: 5.6 mi
Schools provided by the listing agent
- Elementary: Benjamin Banneker
- Middle: Leonardtown
- High: Chopticon
- District: St. Marys 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
$400,500
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Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$400,500
- Maryland
- Saint Marys County
- Leonardtown
- 20650
- 39944 Lady Baltimore Ave
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