Search location…
21 Woodlawn Ave photo 1
for sale
52 photos
1 / 52
21 Woodlawn Ave photo 2
2 / 52
21 Woodlawn Ave photo 3
3 / 52
21 Woodlawn Ave photo 4
4 / 52
21 Woodlawn Ave photo 5
5 / 52
21 Woodlawn Ave photo 6
6 / 52
21 Woodlawn Ave photo 7
7 / 52
21 Woodlawn Ave photo 8
8 / 52
21 Woodlawn Ave photo 9
9 / 52
21 Woodlawn Ave photo 10
10 / 52
21 Woodlawn Ave photo 11
11 / 52
21 Woodlawn Ave photo 12
12 / 52
21 Woodlawn Ave photo 13
13 / 52
21 Woodlawn Ave photo 14
14 / 52
21 Woodlawn Ave photo 15
15 / 52
21 Woodlawn Ave photo 16
16 / 52
21 Woodlawn Ave photo 17
17 / 52
21 Woodlawn Ave photo 18
18 / 52
21 Woodlawn Ave photo 19
19 / 52
21 Woodlawn Ave photo 20
20 / 52
21 Woodlawn Ave photo 21
21 / 52
21 Woodlawn Ave photo 22
22 / 52
21 Woodlawn Ave photo 23
23 / 52
21 Woodlawn Ave photo 24
24 / 52
21 Woodlawn Ave photo 25
25 / 52
21 Woodlawn Ave photo 26
26 / 52
21 Woodlawn Ave photo 27
27 / 52
21 Woodlawn Ave photo 28
28 / 52
21 Woodlawn Ave photo 29
29 / 52
21 Woodlawn Ave photo 30
30 / 52
21 Woodlawn Ave photo 31
31 / 52
21 Woodlawn Ave photo 32
32 / 52
21 Woodlawn Ave photo 33
33 / 52
21 Woodlawn Ave photo 34
34 / 52
21 Woodlawn Ave photo 35
35 / 52
21 Woodlawn Ave photo 36
36 / 52
21 Woodlawn Ave photo 37
37 / 52
21 Woodlawn Ave photo 38
38 / 52
21 Woodlawn Ave photo 39
39 / 52
21 Woodlawn Ave photo 40
40 / 52
21 Woodlawn Ave photo 41
41 / 52
21 Woodlawn Ave photo 42
42 / 52
21 Woodlawn Ave photo 43
43 / 52
21 Woodlawn Ave photo 44
44 / 52
21 Woodlawn Ave photo 45
45 / 52
21 Woodlawn Ave photo 46
46 / 52
21 Woodlawn Ave photo 47
47 / 52
21 Woodlawn Ave photo 48
48 / 52
21 Woodlawn Ave photo 49
49 / 52
21 Woodlawn Ave photo 50
50 / 52
21 Woodlawn Ave photo 51
51 / 52
21 Woodlawn Ave photo 52
52 / 52

$849,000

3beds
|
2baths
|
1,442sqft
|
1905built
21 Woodlawn Ave,Annapolis, MD 21401

Est.$5,583/moCustomize payment

What's special

$589/sqft

Price per square foot

Built in 1905

121 years old

1 parking spaces

Garage

Overview

NEW PRICE - 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 whil...

Listed by Elizabeth Leighty, Real Broker, LLC - Annapolis

410-212-3273 · elizabeth@leightyhomes.com · Office 855-450-0442

Source: Bright MLS · MLS #MDAA2144864

Listed May 8, 2026

Last updated May 22, 2026

Property details

Cost estimate

Est. monthly payment

$5,303/mo
Principal & interest
$4,451
Property tax
$569
Home insurance (est.)
$283

Down payment

$169,80020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($169,800), 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
May 21, 2026Price reduced$849,000($50,000)
May 8, 2026Listed for sale$899,000

Location

21 Woodlawn Ave, Annapolis, MD 21401

Nearby schools

GERMANTOWN

Elementary School

BATES

Middle School

ANNAPOLIS

High School

Nearby homes

$849,000

3 beds · 2 baths · 1,442 sqft