320 Chester Avenue Annapolis, MD 21403
Listing Courtesy of: BRIGHT IDX / Long & Foster Real Estate, Inc.

  320 Chester Avenue Annapolis, MD 21403

Active (28 Days)
$779,000 (USD)
2
BED
2
BATH
1,176
SQFT

Description

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.

MLS #:
MDAA2128698
Taxes
$9,345(2024)
Lot Size
3,571 SQFT
Type
Single-Family Home
Year Built
1920
Style
Colonial
School District
Anne Arundel County Public Schools
County
Anne Arundel County

Listed By

John Collins, Annapolis Towne Centre
Source
BRIGHT IDX
Last checked Nov 22 2025 at 2:43 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Interior Features
  • Wood Floors
  • Floor Plan - Traditional
  • Dishwasher
  • Dryer
  • Washer
  • Refrigerator
  • Combination Kitchen/Dining
  • Oven/Range - Electric
  • Entry Level Bedroom
  • Combination Kitchen/Living
  • Combination Dining/Living
  • 2nd Kitchen
  • Built-In Microwave
  • Ceiling Fan(s)
  • Bathroom - Walk-In Shower
Subdivision
  • Eastport
Property Features
  • Above Grade
  • Below Grade
  • Foundation: Crawl Space
Heating and Cooling
  • Wall Unit
  • Ceiling Fan(s)
Flooring
  • Wood
  • Ceramic Tile
Exterior Features
  • Frame
Utility Information
  • Sewer: Public Sewer
  • Fuel: Electric
School Information
  • Elementary School: Call School Board
  • Middle School: Call School Board
  • High School: Call School Board
Stories
  • 2
Living Area
  • 1,176 sqft
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®
Disclaimer: Copyright 2025 Bright MLS IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 11/22/25 06:43