Redfin is joining Rocket

Discover how we're simplifying your journey home.

$654,900

21 Woodlawn Ave Annapolis, MD 21401

3 beds
2 full
1,442 sqft
0.3 acres
$454 / sqft
House

Property details

About 21 Woodlawn Ave

Rare opportunity in Homewood of Annapolis! On an oversized lot in one of the city's most sought-after neighborhoods, this 3-bedroom, 2-bathroom offers extra space for outdoor living, gardening, or future expansion. Step inside to find an inviting, oversized wraparound enclosed porch—perfect for morning coffee, evening cocktails, or a cozy reading nook year-round. Warm hardwood floors and plenty of space for the whole family, this home is ready for you to make it your own. A detached garage and private driveway, providing coveted off-street parking and extra storage. In the heart of Homewood—just minutes from downtown Annapolis, the Naval Academy, parks, restaurants, and commuter routes. Don’t miss your chance to own a prime piece of Annapolis!

Highlights

Home typeSingle Family Residence
HeatingHeat Pump
StatusActive
(ACTIVE)
CoolingCentral Air
Size1,442 sqft
BasementYes
Lot size0.26 Acres
Year built1905
ParkingCovered Parking,Garage - Front Entry, Detached Garage,Driveway
MLS #MDAA2121600
Garage1 space

Summary

  • Full Bathrooms: 2
  • Basement: Yes
  • Total Bedroom Count: 3
  • Garage Space: 1 space
  • Parking: Covered Parking,Garage - Front Entry, Detached Garage,Driveway
  • Architectural Style: Colonial
  • Heating: Heat Pump
  • Cooling: Central Air
  • List Price: $654,900
  • Price/SqFt: $454
  • Annual Tax Amount: $4,877
  • Tax Year: 2024
  • Directions: US 50 to West St, West St to Woodlawn Ave
  • Year Built: 1905
  • Stories: 3
  • Living Area: 1,442 SqFt
  • Municipality: Annapolis
  • Lot Size: 0.26 Acres
  • MLS Number: MDAA2121600
  • MLS Name: BRIGHT
  • Office Name: Academy Realty Inc.
  • Office Phone: (410) 263-9105
  • Office Email: jack@academyrealty.com
  • Listing Agent: Kyriacos P. Papaleonti
  • Agent Phone: (410) 991-4465
  • Agent Email: jack@academyrealty.com

IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/30/2025, 11:46:07 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2024$475,433$4,877
2023$447,500$4,877
2022$437,000$6,157
2021$426,500$5,741
2020$416,000$2,054
2018$412,733$1,952
2017$411,100$2,007

History based on county public records data.

Nearby schools

4

Germantown Elementary School

Public District PK-5

0.5 mi

200 Windell Ave

3

Walter S. Mills - Parole Elementary School

Public District PK-5

0.9 mi

1 George and Marion Phelps Ln

9

West Annapolis Elementary School

Public District KG-5

1.0 mi

505 Melvin Ave

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $132,750. The majority of Annapolis, MD residents have income between $100k-200k annually. Typical family type is single, no kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

12%
<35k
23%
35k-100k
40%
100k-200k
25%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

45%
Single, No Kids
5%
Single, with Kids
29%
Married, No Kids
21%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

16%
<11 yrs old
4%
12-17 yrs old
23%
18-34 yrs old
45%
35-64 yrs old
12%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis
  • SoccerSoccer

Where do the neighbors shop?

  • NordstromNordstrom
  • BloomingdalesBloomingdales
  • The Container StoreThe Container Store

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill
  • StarbucksStarbucks

What do the neighbors drive?

  • BMWBMW
  • LexusLexus
  • InfinitiInfiniti

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • NewsNews
  • AlternativeAlternative
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

Living in Annapolis, MD

Transportation in Annapolis includes a variety of options for residents and visitors. The city's public transit system provides connections to key areas, and the presence of ride-sharing services offers additional flexibility. Annapolis is known for its walkable downtown, while other areas are more car-dependent. Major roads and highways facilitate travel in and out of the city, and ongoing infrastructure projects aim to improve traffic flow and accessibility.

The community benefits from a robust educational system, with a number of public and private schools serving the area, as well as higher education institutions like St. John's College. Annapolis is equipped with several healthcare facilities, offering a range of services from routine care to specialized medical treatments. The city also hosts a public library system that serves as a resource for residents. Retail and dining options are plentiful, with establishments ranging from boutique shops to nationally recognized chains, many of which reflect the local seafood cuisine.

Annapolis is celebrated for its historic charm and maritime heritage. The city prides itself on being the state capital and the home of the United States Naval Academy. Community events such as the Annapolis Boat Shows and the Maryland Seafood Festival showcase the city's connection to the Chesapeake Bay. The area's character is further defined by its walkable downtown area, which features a blend of antique shops, art galleries, and waterfront dining.

Annapolis offers a diverse array of housing options, with single-family homes being a significant part of the market. Architectural styles range from colonial to contemporary, reflecting the city's rich history and modern growth. The housing market is dynamic, with a mix of historic homes and newer developments. While the majority of residents own their homes, a substantial portion of the population opts for rental properties, including apartments and townhouses.

About 21 Woodlawn Ave

The listing price of 21 Woodlawn Ave property is $654,900.

The property 21 Woodlawn Ave is a house located in Annapolis, Maryland, 21401.

Active Listing: 21 Woodlawn Ave is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 21 Woodlawn Ave are: Germantown Elementary School (GreatSchools Rating 4/10), Walter S. Mills - Parole Elementary School (GreatSchools Rating 3/10), West Annapolis Elementary School (GreatSchools Rating 9/10), Wiley H. Bates Middle School (GreatSchools Rating 5/10), Annapolis Middle School (GreatSchools Rating 2/10), Central Middle School (GreatSchools Rating 8/10), Annapolis High School (GreatSchools Rating 3/10), South River High School (GreatSchools Rating 9/10), Broadneck High School (GreatSchools Rating 8/10).

According to the records, the last property tax for 2024 is $4,877 (source: MLS/based on county public records data).

The property at 21 Woodlawn Ave has 3 bedrooms and 2 bathrooms.

The property 21 Woodlawn Ave is 1,442 SqFt (source: MLS/tax record).

The year of construction for 21 Woodlawn Ave is 1905.

This home is located at 21 Woodlawn Ave in Annapolis, MD and zip code 21401. This 1,442 square foot home, which was built in 1905, sits on a 0.26 acre lot. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since July 23, 2025 and is currently priced at $654,900.

Between May and June 2025, Annapolis, MD real estate market has seen increase in the number of listings by 63.5%. Listings spent 64 days on the market in June 2025, and had a median list price of $699,900 during the same period.

From Rocket Homes Real Estate and based on county public records data.

More resources