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21 Woodlawn Avenue, Annapolis, MD 21401

$819,000
  • 21 Woodlawn Avenue, Annapolis, MD 21401 Main Photo

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Price Reduced $30,000 on June 26th, 2026
BEDS3 BATHS2 full SQUARE FEET1,549 MLS#MDAA2144864
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONHOMEWOOD SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

**NEW PRICE, UPDATED SQUARE FOOTAGE + NEW PHOTOS ADDED — INCREDIBLE OPPORTUNITY!** Boasting 1,549 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot—offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch, the true crown jewel is the backyard oasis. Surrounded by stunning, mature trees, the sprawling lawn features an existing 1-car garage ripe for transformation. Bring your vision to easily rebuild this structure into a premier Accessory Dwelling Unit (ADU), income-producing apartment, or a private home office oasis. Walk to the Navy Stadium, local cafes, and the Poplar Trail. With room to grow, update, and build equity, this is a rare Annapolis footprint waiting for your personal touch! Note on Square Footage: Finished square footage has been updated to 1,549 sq. ft. based on recent agent measurements. Public tax records currently reflect inaccurate historical data (1,442 sq. ft.) and do not fully capture the complete finished living area.

21 Woodlawn Avenue | MLS# MDAA2144864

This single family home located at 21 Woodlawn Avenue, Annapolis, MD 21401 is currently listed for sale with an asking price of $819,000. This property was built in 1905 and has 3 bedrooms and 2 full baths with 1549 sq. ft. Woodlawn Avenue is located in the HOMEWOOD subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HOMEWOOD real estate on www.yermangainesteam.com today.

Property Features

Property Type: Residential - Single Family
Basement: Unfinished, Connecting Stairway, Outside Entrance
Basement: Yes
Cooling: Central A/C
Fuel Type: Natural Gas
Garage: 1
Heating: Heat Pump(s)
Home Style: Colonial
Lot Size: 0.26 Acres
Stories: 3.0
Taxes: $6,831
Year Built: 1905

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliances, Range Hood, Washer, Water Heater, Oven/Range - Gas
Exterior: Aluminum Siding
Flooring: Ceramic Tile, Hardwood
Interior: Attic, Bathroom - Stall Shower, Crown Moldings, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Wood Floors
Lot Dimensions: 0.26 Acre(S)
Municipality: Annapolis
Parking Notes: 1 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 1549
SQFT Total Finished: 1549
Structure Type: Detached
Total Garage/Parking Spaces: 1
Water: Public

Local Schools

High School: ANNAPOLIS
Middle School: BATES
Elementary School: GERMANTOWN
School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Real Broker, LLC - Annapolis
Agency Phone: 8554500442

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Estimated Payment

$ 2,630.86 per month $1,822.74 Principal & Interest $569.25 Property Tax $238.88 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/01/2026. The listing information on this page last changed on 07/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 07/01/2026 1:16:23 AM EST) or Bright MLS (last updated Wed 07/01/2026 12:38:10 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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