21 Woodlawn Ave, Annapolis, MD

House

For Sale

Listed price in listed location currency (USD).

$899,000

321

MLS® MDAA2144864

Key Facts
Description
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 1442 sqft

Garage Yes

Taxes $6,831

Days Active 2

Lot Size

Approx. Age 1905

Avg. Price Per Sqft $623

MLS® Number MDAA2144864

Property Address: 21 Woodlawn Ave, ANNAPOLIS, MD, 21401-3347

Average square foot calculated using Size range provided by listing agent.

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.

MLS® NumberMDAA2144864

Laundry Level

Central VacNo

FireplaceNo

Acreage

Exterior

GarageYes

Approx. Age1905

BasementUnfinished, Connecting Stairway, Outside Entrance

DrivewayDetached Garage, Driveway

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

May 7, 2026List Date

$899,000List Price

Sep 5, 2025End Date

$600,000Sold Price

Sold

Jul 23, 2025List Date

$654,900List Price

Home Appraisal

This property is estimated to sell between: $749,000 and $974,000.

Similar properties in this area sold on average for: $749,327

Expected to sell in 39 days. Similar properties sold in 41 days. This home has been on eXp Realty for 2 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

Commute

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Starting Address

Destination Address

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