21 Woodlawn Ave, Annapolis, MD 21401 | For Sale

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For Sale $849,000 ($588.77 per Sq Ft)

$849,000 ($588.77 per Sq Ft)
  • (0)
  • 3 Bedrooms
  • 2 Bathrooms
  • 1,442 Sq Ft
  • 11,400 Sq Ft

Description

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.

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Amenities

Garage
Pool
Garden
Security System
Internet
Telephone
Heating
Fireplace
Balcony & Patio
TV / Cable
Laundry
Hardwood Floors
Spa
Air Conditioning
Solar Power
Floor Plan
Great Views
Natural Light
Quiet
Water View
Elevator
Guest Unit(s)
Furnished
220 Volt

Income

Rental Units


The income description goes here to explain

Expenses

Property Details

List Price $849,000
Property Type Single Family Homes
Usable Sqft 1,442
Number of Stories 0 stories
Parking Spots 1 spots
Year Built 1905
Last Sold Unknown
Sold Price Unknown
APN # 020600000751750
MLS # MDAA2144864
Property ID 322006499
Lot Sqft 11,400
Zoning R
Days on Market 27
Original List Price Unknown
Applicances Microwave,Dishwasher,Disposal,Dryer,Refrigerator,Stainless Steel Appliances,Range Hood,Washer,Water Heater,Oven/Range - Gas%
Date Updated May 26, 2026
Date Created May 07, 2026

Listing Provided By

Elizabeth Leighty an agent of .


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Data last updated: June 03, 2026.
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