320 Chester Ave, Annapolis, MD 21403

Local realty services provided by:CENTURY 21 Harbor Realty
320 Chester Ave,Annapolis, MD 21403
$779,000
  • 2 Beds
  • 2 Baths
  • 1,176 sq. ft.
  • Single family
  • Active
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.

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

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)