About This Home

This 4-bedroom, 4-bathroom single family at 830 CHESTER Avenue in Annapolis, MD is listed for $1,895,000 ($627 per sqft). Built in 1930, the home offers 3,024 sqft of living space on a 0.18 acres lot.

Key Features

  • Built in 1930
  • 0.18 acre lot
  • 3 stories
  • 2 parking spaces
  • Fireplace

Property Details

3 stories
3 full, 1 half
2 spaces
1930

Amenities

FireplaceA/C
Listing Description

This delightful and updated Eastport beauty embodies the true charm of Eastport! The classic style and curb appeal abound, and the updates are already done for you! Centrally located for easy access to shopping and restaurants in Eastport, as well as a quick trip to downtown Annapolis.

Offering 4bedrooms (one on main level), 3.5 baths, a dedicated mudroom with a wet sink, a finished basement with storage, bar, and half bath. Hardwood flooring throughout. The original garage and car port are located on the rear alley. Sellers are offering completed architectural plans for an ADU - ready for submission.

The front of the home (new sod) is the original bungalow with all of its charm, and a formal living room with an updated wood burning fireplace (2019). The fourth bedroom and full bath are on the main level. The upper level has a generously sized primary bedroom with a vaulted ceiling, multiple closets, and space for a desk, workout studio or expanded closets.

The additional two bedrooms and bath on the upper level are generously sized and have hardwood flooring. Laundry is on the bedroom level. The main-level, hand-scraped white oak floors were re-sanded and given a matte finish in Oct 2026. Central to the rear addition in the gorgeous kitchen and great room with space for dining, two sitting rooms and a gas fireplace.

The sizeable, fenced, backyard includes a large patio for entertaining, a detached finished game room/office that could be converted back to 2-car garage, and a car port and driveway with parking for 2-3 cars. Please note that the rear yard has an astro-turf product on it that was professionally installed for wear and proper drainage.

Monthly Cost Estimate

$10,135/mo

20% down · 6.5% · 30 years

Principal$1,370
Interest$8,212
Insurance$553

Estimates only. Actual payments may vary.

Location

830 CHESTER Avenue

Annapolis, MD 21403

EASTPORT

Features & Amenities

Interior Features

Combination Kitchen/DiningPrimary Bath(s)Floor Plan - TraditionalPantryRecessed LightingStore/OfficeWalk-in Closet(s)Wet/Dry BarWindow TreatmentsWood Floors

Property Details

Construction

Cedar HardiPlank Type

Parking

On StreetCarportDrivewayOff StreetFenced

Heating

Forced AirOther (Heating)

Cooling

Central Air

Appliances

CooktopDishwasherDisposalDryerIcemakerMicrowaveExtra Refrigerator/FreezerWasher

Questions & Answers

This 4-bedroom, 4-bathroom single family at 830 CHESTER Avenue is listed at $1,895,000 ($627/sqft). The estimated monthly payment is $10,135 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1930, 0.18 acre lot, 3 stories, 2 parking spaces, Fireplace. Interior Features: Combination Kitchen/Dining, Primary Bath(s), Floor Plan - Traditional.

This property is listed by Martha S Janney and can be reached at 4438226850.

MJ

Martha S Janney

License 627017

Agent at Coldwell Banker Residential Brokerage

(443) 822-6850

Listed by Coldwell Banker Residential Brokerage · Broker phone: (410) 224-2200 · View on Broker Site

MLS# MDAA2159664· Source: Bright MLS· 2 days on PropertySimple

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

830 CHESTER Avenue, Annapolis, MD 21403

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