21 Woodlawn Ave, Annapolis, MD 21401
Local realty services provided by:Better Homes and Gardens Real Estate Reserve
Upcoming open houses
- Sat, May 0903:00 pm - 05:00 pm
Listed by: elizabeth leighty
Office: real broker, llc. - annapolis
MLS#:MDAA2144864
Source:BRIGHTMLS
Price summary
- Price:$899,000
- Price per sq. ft.:$623.44
About this home
Step into the charm and character of Annapolis living at 21 Woodlawn Ave — a beautifully updated 1905 home in the Germantown-Homewood community, blending timeless architecture with thoughtful modern improvements, all in one of the city’s most walkable locations.
This 3-bedroom, 2-bath home is filled with warmth and original character, featuring high ceilings, hardwood floors, natural light, and a stunning wrap-around three-seasons porch that acts like an extension of the living space. The renovated kitchen offers brand-new cabinetry, appliances, and finishes while maintaining the home’s historic charm. Additional recent updates include all new interior and exterior paint, newly refinished hardwood floors on the second level, bathroom upgrades, and the addition of a functional mudroom at the rear entrance.
Beyond the home itself, the property offers something truly rare in downtown Annapolis — an exceptionally spacious backyard with incredible flexibility and future potential. Whether you envision expanding outdoor living space, creating gardens, building an in-law suite or private office above/within the existing garage footprint, or exploring the possibility of subdivision (buyer to verify), the opportunities here add meaningful long-term value.
Bonus features include a walk-up unfinished attic with potential to create additional finished living space, an unfinished basement with laundry area and exterior access, and off-street parking that is increasingly hard to find this close to town.
Enjoy the lifestyle that comes with this location — just moments from downtown Annapolis, City Dock, Navy-Marine Corps Memorial Stadium, Naval Academy events, Maryland Hall, restaurants, coffee shops, the library, and the Poplar Trail bike path.
A rare opportunity to own a piece of Annapolis history with space, flexibility, and future potential close to the heart of the city....
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Home facts
- Year built:1905
- Listing ID #:MDAA2144864
- Added:1 day(s) ago
- Updated:May 08, 2026 at 01:42 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Flooring:Ceramic Tile, Hardwood
- Dining Description:Dining Area, Formal/Separate Dining Room
- Kitchen Description:Crown Moldings, Dishwasher, Disposal, Kitchen - Island, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Water Heater
- Basement:Yes
- Basement Description:Connecting Stairway, Outside Entrance, Unfinished
- Living area:1,442 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Heat Pump(s), Natural Gas
Structure and exterior
- Year built:1905
- Building area:1,442 sq. ft.
- Lot area:0.26 Acres
- Architectural Style:Colonial
- Construction Materials:Aluminum Siding
- Foundation Description:Block, Slab
- Levels:3 Story
Schools
- High school:ANNAPOLIS
- Middle school:BATES
- Elementary school:GERMANTOWN
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$899,000
- Price per sq. ft.:$623.44
- Tax amount:$6,831 (2024)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Attic, Crown Moldings
Parking
- Parking description:Detached Garage, Garage - Front Entry
- Garage:Yes
- Garage spaces:1
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