21 WOODLAWN AVE, Annapolis, MD 21401

• 3 beds |
• 2 baths |
• 1,442 sqft

Property Description

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.

Listing Status:

Active

Date Added:

May 8, 2026

Data Last Updated:

May 21, 2026 at 1:17AM

Listing Office:

Real Broker, LLC - Annapolis : 8554500442

Listing Agent:

Elizabeth Leighty : 4102123273

MLS ID:

MDAA2144864

Interior

• General: AtticBathroom - Stall ShowerCrown MoldingsDining AreaFloor Plan - TraditionalFormal/Separate Dining RoomKitchen - IslandWood Floors
• Appliances: MicrowaveDishwasherDisposalDryerRefrigeratorStainless Steel AppliancesRange HoodWasherWaterHeaterOven/Range - Gas
• Basement: UnfinishedConnecting stairwayOutside entrance
• Flooring: Ceramic tileHardwood
• A/C: Central A/C
• Heating: Heat Pump(s)Natural Gas
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Colonial

Construction

• General: Aluminum Siding3BlockSlab

Location

• Originating MLS: BRIGHT_MAIN
• School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
• County: ANNE ARUNDEL-MD

Lot

• Zoning: R020600000751750

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN