320 Chester Ave, Annapolis, MD 21403
Local realty services provided by:CENTURY 21 Harbor Realty
Listed by: john j collins
Office: long & foster real estate, inc.
MLS#:MDAA2128698
Source:BRIGHTMLS
Price summary
- Price:$779,000
- Price per sq. ft.:$662.41
About this home
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.
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Home facts
- Year built:1920
- Listing ID #:MDAA2128698
- Added:105 day(s) ago
- Updated:January 29, 2026 at 02:45 PM
Rooms and interior
- Bedrooms:2
- Total bathrooms:2
- Full bathrooms:2
- Living area:1,176 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Wall Unit
- Heating:Electric, Wall Unit
Structure and exterior
- Year built:1920
- Building area:1,176 sq. ft.
- Lot area:0.08 Acres
Schools
- High school:CALL SCHOOL BOARD
- Middle school:CALL SCHOOL BOARD
- Elementary school:CALL SCHOOL BOARD
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$779,000
- Price per sq. ft.:$662.41
- Tax amount:$9,345 (2024)
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