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MLS: #MDAA2144864, Listed By: Elizabeth Leighty, Real Broker, LLC - Annapolis, Source:Bright MLS

21 Woodlawn Avenue

ANNAPOLIS, MD 21401
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Bed 3

Bed

Bath 2

Bath

SqFt1,442

Sqft

Acres0.26

Acre(Lot)

NEW PRICE, NEW PHOTOS — 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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Detail Ic Property Details

Property Type : Residential

Price : $849,000

AD Id : 78273041

MLS Id : MDAA2144864

Beds : 3

Lot Size : 0.26 Acre

Living Area Size : 1,442

Year Built : 1905

Garage : 1

County : ANNE ARUNDEL

Subdivision: Homewood

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Has Basement: Yes Basement: Exterior Entry, Unfinished
  • Flooring Information

    Wood, Ceramic Tile, Hardwood
  • Interior Features

    Kitchen Island, Crown Molding Appliances: Gas Range, Gas Oven, Gas Water Heater, Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliance(s), Range Hood, Washer, Water Heater
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Heat Pump Has Cooling: Yes Cooling: Central Air, Electric

  • Building Information

    Year Built: 1905 Building Area Total: 2114 Construction Materials: Aluminum Siding Pool Features: None Private Pool: No

  • Lot Information

    Lot Size Acres: 0.26 Lot Size Source: Estimated Lot Size Square Feet: 11400

    Property Information

    Subdivision: HOMEWOOD Source Property Type: Residential Postal Code Plus 4: 3347 Property SubType: Single Family Residence Levels: Three Or More Property Age: 121

  • Listing Price Information

    Listing Price: $849000

  • Tax Information

    Parcel Number: 020600000751750 Tax Lot: 25 Tax Year: 2024 Annual Tax: $6831

  • Parking Information

    Parking Total: 1 Garage, Driveway, Detached

    Garage Information

    Has Garage: Yes Garage Space: 1

  • School Information

    Elementary School: GERMANTOWN
    Junior High School: BATES
    Senior High School: ANNAPOLIS
  • Location Information

    Direction: GPS WaterSource: Public
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Nearby Home Value

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17151717 Porters Hill Rd, Annapolis, MD, 21401 $4,950,000 7 7 7,500 7,500 SqFt
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9 Shipwright Street, Annapolis, MD, 21401 $3,495,000 3 3 2,621 2,621 SqFt
32 Cornhill Street, Annapolis, MD, 21401 $799,900 2 2 1,064 1,064 SqFt
146 Duke Of Gloucester .., Annapolis, MD, 21401 $1,999,999 4 4 3,042 3,042 SqFt
1 Shipwright Harbor Hbr, Annapolis, MD, 21401 $5,898,000 3 4 3,108 3,108 SqFt
16 Maryland Avenue, Annapolis, MD, 21401 $3,849,000 6 5 4,474 4,474 SqFt
238 King George Street, Annapolis, MD, 21401 $2,950,000 4 5 3,750 3,750 SqFt
87 Shipwright Street, Annapolis, MD, 21401 $1,850,000 6 5 2,744 2,744 SqFt
89 Shipwright Street, Annapolis, MD, 21401 $1,985,000 4 4 3,126 3,126 SqFt

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ByOwner last updated this listing 06/12/2026 @ 10:45

MLS: MDAA2144864 LISTED BY: Elizabeth Leighty, Real Broker, LLC - Annapolis 855-450-0442 SOURCE: Bright MLS

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