21 Woodlawn Avenue
Annapolis, MD, 21401 $ 849,000
Bedrooms3 Baths2.0 Sq 1,442 Monthly Estimate*
$ 5,227
for $849,000 with 3 bedrooms and 2 full baths. This 1,442 square foot home was built in 1905 on a lot size of 0.26.
NEW PRICE INCREDIBLE VALUE - 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 citys 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 homes 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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FeaturesGeneralLiving Area 1442
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Settlement
Appliances Microwave Dishwasher Disposal Dryer Refrigerator Stainless Steel Appliances Range Hood Washer Water Heater Oven/Range - Gas
Zoning R
Garage Spaces 1.00
Architectural Style Colonial
Construction Materials Aluminum Siding
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1905
Levels 3
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Municipality Annapolis
Accessibility None
County ANNE ARUNDEL
New Construction N
Property Type Residential
HOA N
Subdivision Name HOMEWOOD
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions GPS
City ANNAPOLIS
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 11400.00
Tax Annual Amount 6831.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 588.77
Historic Y/N N
Vacation Rental Y/N N
Virtual Tour https://unbranded.youriguide.com/21_woodlawn_ave_annapolis_md/
Standard Status Active
Year Built Source Estimated
Tax Lot 25
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InteriorInterior Amenities Attic Bathroom - Stall Shower Crown Moldings Dining Area Floor Plan - Traditional Formal/Separate Dining Room Kitchen - Island Wood Floors
Heating Fuel Natural Gas
Basement Unfinished Connecting Stairway Outside Entrance
Flooring Ceramic Tile Hardwood
Hot Water Natural Gas
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 1442
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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ExteriorPool No Pool
Water Source Public
Garage Features Garage - Front Entry
Type of Parking Detached Garage Driveway
Foundation Details Block Slab
Water View Y/N N
Lot Size Acres 0.26
Lot Size Source Estimated
Waterfront Y/N N
Land Assessed Value 385100.00
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList ByReal Broker, Llc - AnnapolisBroker
elizabeth@leightyhomes.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,227
- Monthly Property Taxes
- $569
- 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.
Learn more about how to save NearbySingle family listings in Annapolis, MD
Average List Price $1,609,318
Percent of Sale Price 90%
About Annapolis, MD 40,323 Population
12% Since 2002
$ 79,580 Median Income
38.67 Median Age
24% Households with Children
Trends Information provided by ATTOM Data Solutions.
3535065 Elementary School
3533183 Middle School
Annapolis High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/21/2026 | $849,000 | -5.56% | Price Down |
| 5/7/2026 | $899,000 | | Listed Price |