Skip to main content
418 Chesapeake Avenue photo 1
for saleopen: Sat 11am-1pm (7/18)
43 photos
1 / 43
418 Chesapeake Avenue photo 2
2 / 43
418 Chesapeake Avenue photo 3
3 / 43
418 Chesapeake Avenue photo 4
4 / 43
418 Chesapeake Avenue photo 5
5 / 43
418 Chesapeake Avenue photo 6
6 / 43
418 Chesapeake Avenue photo 7
7 / 43
418 Chesapeake Avenue photo 8
8 / 43
418 Chesapeake Avenue photo 9
9 / 43
418 Chesapeake Avenue photo 10
10 / 43
418 Chesapeake Avenue photo 11
11 / 43
418 Chesapeake Avenue photo 12
12 / 43
418 Chesapeake Avenue photo 13
13 / 43
418 Chesapeake Avenue photo 14
14 / 43
418 Chesapeake Avenue photo 15
15 / 43
418 Chesapeake Avenue photo 16
16 / 43
418 Chesapeake Avenue photo 17
17 / 43
418 Chesapeake Avenue photo 18
18 / 43
418 Chesapeake Avenue photo 19
19 / 43
418 Chesapeake Avenue photo 20
20 / 43
418 Chesapeake Avenue photo 21
21 / 43
418 Chesapeake Avenue photo 22
22 / 43
418 Chesapeake Avenue photo 23
23 / 43
418 Chesapeake Avenue photo 24
24 / 43
418 Chesapeake Avenue photo 25
25 / 43
418 Chesapeake Avenue photo 26
26 / 43
418 Chesapeake Avenue photo 27
27 / 43
418 Chesapeake Avenue photo 28
28 / 43
418 Chesapeake Avenue photo 29
29 / 43
418 Chesapeake Avenue photo 30
30 / 43
418 Chesapeake Avenue photo 31
31 / 43
418 Chesapeake Avenue photo 32
32 / 43
418 Chesapeake Avenue photo 33
33 / 43
418 Chesapeake Avenue photo 34
34 / 43
418 Chesapeake Avenue photo 35
35 / 43
418 Chesapeake Avenue photo 36
36 / 43
418 Chesapeake Avenue photo 37
37 / 43
418 Chesapeake Avenue photo 38
38 / 43
418 Chesapeake Avenue photo 39
39 / 43
418 Chesapeake Avenue photo 40
40 / 43
418 Chesapeake Avenue photo 41
41 / 43
418 Chesapeake Avenue photo 42
42 / 43
418 Chesapeake Avenue photo 43
43 / 43
418 Chesapeake Avenue,Annapolis, MD 21403
2
beds
2
baths
1,128
sqft
1905
built

Open houses

Jul18

Saturday, July 18

11am-1pm

Quintessential Eastport charm, a welcoming front porch invites you into the light-filled layout features a spacious kitchen w/ breakfast bar, dining area, convenient mudroom side entrance, half bath, & 1st floor laundry. The upper level offers two generously sized bedrooms & a full bath. Private screened-in back porch overlooking a huge, level backyard perfect for entertaining. The 2 story Barn-shed is perfect for a home office & workout space. Please stop & check out this move in ready home.

Overview

Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and...

Listing updated: July 16, 2026 at 5:31 PM

Listed by:

Steven Knopf (443) 995-5805, Engel & Volkers Annapolis, Co-Listing Agent: Parker D Jones (410) 980-0110, Engel & Volkers Annapolis

Source: Bright MLS · MLS #MDAA2147534Bright MLS

Property details

Your cost estimate

Est. monthly payment

$5,744/mo
Principal & interest
$4,456
Property tax
$1,005
Home insurance (est.)
$283

Down payment

$170,00020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($170,000), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Personalized Mortgage Summary

Price history

DateEventPrice
Jun 24, 2026Listed for sale$850,000
Jan 6, 2020Sold$530,000

Location

418 Chesapeake Avenue, Annapolis, MD 21403

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

$5,744/mo

Est. · $850,000 list

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: 7/17/2026.