1. Maryland
  2. Annapolis
  3. 320 CHESTER AVE
$779,000

320 CHESTER AVE, Annapolis, MD 21403

  • 2 beds |
  • 2 baths |
  • 1,176 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1920
  • Property Lot Size Icon3,485sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $662/sqft
  • Property List Date Icon Listed 1 day ago

Property 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.

Listing Status:
Coming Soon
Date Added:
October 27, 2025 at 05:00AM
Listing Office:
Long & Foster Real Estate, Inc. : 4102244999
Listing Agent:
John J Collins : 4106936000
MLS ID:
MDAA2128698
  • General: Bathroom - Walk-In ShowerCeiling Fan(s)Combination Dining/LivingCombination Kitchen/DiningCombination Kitchen/LivingEntry Level BedroomFloor Plan - TraditionalWood Floors2nd Kitchen
  • Rooms: Living RoomBedroom 2KitchenBedroom 1Full Bath
  • Appliances: Built-In MicrowaveDishwasherDryerOven/Range - ElectricRefrigeratorWasher
  • Laundry: Washer In UnitDryer In UnitMain FloorUpper Floor
  • Flooring: WoodCeramic tile
  • A/C: Wall UnitCeiling Fan(s)
  • Heating: Wall UnitElectric
  • Disability Feature: None
  • General: Above GradeBelow Grade
  • Style: Colonial
  • Other Structures: Deck
  • General: Frame2Crawl Space
  • Originating MLS: BRIGHT_MAIN
  • School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • County: ANNE ARUNDEL-MD
  • Zoning: R020600003976108
  • Water: Public
  • Sewer: Public Sewer
  • Source: BRIGHT_MAIN

This listing courtesy of John J Collins, Long & Foster Real Estate, Inc.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

E

Eastport Elementary School

420 Fifth St, Annapolis, MD, 21403

Grades PK-5

0.18 miles away

M

Mary Moss at Adams Academy

245 Clay St, Annapolis, MD, 21401

Grades 7-9

1.40 miles away

P

Phoenix Academy

1411 Cedar Park Rd, Annapolis, MD, 21401

Grades 1-12

2.06 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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