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for sale
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$819,000

3beds
|
2baths
|
1,549sqft
|
1905built
21 Woodlawn Avenue,Annapolis, MD 21401

Est.$5,385/moCustomize payment

What's special

$529/sqft

Price per square foot

Built in 1905

121 years old

1 parking spaces

Garage

Overview

**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 e...

Listing updated: June 26, 2026 at 12:23 PM

Listed by:

Elizabeth Leighty 4102123273, Real Broker, LLC - Annapolis

Source: Bright MLS · MLS #MDAA2144864Bright MLS

Property details

Cost estimate

Est. monthly payment

$5,136/mo
Principal & interest
$4,293
Property tax
$569
Home insurance (est.)
$273

Down payment

$163,80020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($163,800), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
Jun 26, 2026Price reduced$819,000($30,000)
May 21, 2026Price reduced$849,000($50,000)
May 8, 2026Listed for sale$899,000

Location

21 Woodlawn Avenue, Annapolis, MD 21401

Nearby schools

School district: Anne Arundel County Public Schools

Germantown

Elementary School

Bates

Middle School

Annapolis

High School

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

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.

Nearby homes

$819,000

3 beds · 2 baths · 1,549 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. 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 Closed or are no longer being offered for sale. Data last updated: 7/2/2026.