Change Real Estate Presents:

21 Woodlawn Avenue
Annapolis MD 21401

For Sale: $849,000.00 Active

List Date: 2026-05-08

Annapolis
3 bedrooms
2 bathrooms
1,442 build ft2
11,400 land ft2

About This Property

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 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 Agent: Elizabeth Leighty. Real Broker, LLC - Annapolis 410-212-3273 elizabeth@leightyhomes.com

Virtual Tours / Videos

https://unbranded.youriguide.com/21_woodlawn_ave_annapolis_md/

Property Features

Location Information
County:
Subdivision: HOMEWOOD
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Interior Features
Appliances: Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliances, Range Hood, Washer, WaterHeater, Oven/Range - Gas
Interior: Attic, Bathroom - Stall Shower, Crown Moldings, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Wood Floors
Laundry:
Furnished: None
Flooring: CeramicTile, Hardwood
Water: Public
Cooling: Central A/C
Heating: Heat Pump(s)
Fireplaces: None
Windows:
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 1905
Subdivision Name: Homewood
Garage Spaces: 1.0
Schools
Elementary School: Germantown
Junior High School: Bates
High School: Annapolis

IDXListing Courtesy of Elizabeth Leighty. Real Broker, LLC - Annapolis 410-212-3273 elizabeth@leightyhomes.com

Property Photos [Click to enlarge]

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