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$899,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,114 Sq. Ft.
  • 1 Car Garage
  • Updated 3 hours ago

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Open House: 3:00 PM - 5:00 PM

Saturday 5/9 3:00 PM - 5:00 PM

21 Woodlawn Avenue,Annapolis, MD 21401

21 Woodlawn AvenueAnnapolisMD21401

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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.

Full Property Details for 21 Woodlawn Ave

General

  • Price: $899,000
  • Taxes: $6,831 (2024)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2144864
  • Updated: Today (5/8/2026)
  • Added to Site: Today

Interior

  • Interior Features: Attic, Bathroom - Stall Shower, Crown Moldings, Dining Area, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Island, Wood Floors
  • Appliances: Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliances, Range Hood, Washer, Water Heater, Oven/Range - Gas
  • Flooring: Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Type: Detached Garage, Driveway
  • Garage Description: Garage - Front Entry

Location

  • Municipality: Annapolis
  • County: ANNE ARUNDEL
  • Subdivision: HOMEWOOD
  • Driving Directions: GPS
  • City Limits: Yes

School Information

  • School District: Anne Arundel County Public Schools
  • Elementary School: Germantown
  • Middle School: Bates
  • High School: Annapolis

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Aluminum Siding
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Unfinished, Connecting Stairway, Outside Entrance
  • Foundation: Block, Slab
  • Stories Description: Main, Upper 1
  • Square Feet: 2,114
  • Sq. Ft. Source: Estimated
  • Living Area: 1,442 Sq. Ft.
  • Finished Above Grnd: 1,442 Sq. Ft.
  • Year Built: 1905
  • Year Built Source: Estimated

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Lot Size (Acres): 0.26
  • Lot Size (Sq. Ft.): 11,400
  • Lot Size Source: Estimated
  • Zoning: R

Financial Considerations

  • Price Per Sq. Ft.: $623.44
  • Assessment Year: 2025
  • City/TownTax: $3,508
  • City/TownTax Freq: Annually
  • County Tax: $3,323
  • County Tax Freq: Annually
  • Tax w/Assessment: $503,367
  • Tax Amount: $6,831
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 25

Listed by Real Broker, LLC - Annapolis, Elizabeth Leighty

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Listing agent

— 21 Woodlawn Ave —

  • Elizabeth Leighty

    Real Broker, LLC - Annapolis

Listing Office Email: dmvbroker@therealbrokerage.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Woodlawn Ave

School District:Anne Arundel County Public Schools
NameGradesDistance
Germantown Elementary School, Annapolis, MD
200 Windell Avenue, Annapolis, MD 21401
PK-50.5 mi
Wiley H. Bates Middle School
701 Chase Street, Annapolis, MD 21401
6-80.4 mi
Annapolis High School
2700 Riva Road, Annapolis, MD 21401
9-123 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Woodlawn Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/08/2026
Listed
$899,000
49.83%
MLS
9/05/2025
Sold
$600,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Woodlawn Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,390
11%
$503,367
6%
2023
$4,877
—
$475,433
6%
2023
$4,877
-21%
$447,500
2%
2022
$6,157
7%
$437,000
2%
2018
$5,741
180%
$426,500
3%
2021
$2,054
-12%
$416,000
—
2020
$2,324
19%
$414,367
—
2019
$1,952
-3%
$412,733
—
2018
$2,008
14%
$411,100
5%
2017
$1,761
15%
$391,200
5%
2016
$1,529
-2%
$371,300
6%
2015
$1,561
-8%
$351,400
—
2014
$1,697
—
$351,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 21 Woodlawn Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Real Broker, LLC - Annapolis, Elizabeth Leighty

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21 Woodlawn Avenue, Annapolis, MD 21401 (MLS# MDAA2144864) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21 Woodlawn Avenue is currently listed for $899,000 and was received on May 08, 2026. Want to learn more about 21 Woodlawn Avenue? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.

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