See Home Value
$725,000
● House - Off Market

320 CHESTER AVENUE

ANNAPOLIS, MD 21403
bedrooms
2 Beds
bathrooms
2 Baths
square feet
1,176 Ft²
$4,462
Est. Monthly

About This Property

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.
Unit Size
1,176 Ft²
Days on Market
-
Land Size
0.08 acres
Price per sqft
$638
Property Type
House
Property Taxes
$779
HOA Dues
-
Year Built
1920

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Last updated: 8 months ago (Bright MLS #MDAA2128698)

Price History

Date / Event Date Event Price
Mar 16, 2026 Sold
Sold
Feb 18, 2026 In contract -
In contract
Feb 12, 2026 Price Decreased $750,000
↓ $29K (3.7%)
Price Decreased
Oct 27, 2025 Listed by Long & Foster Real Estate, Inc. $779,000
Listed by Long & Foster Real Estate, Inc.
Sep 6, 2016 Sold
Sold
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Property Highlights

Air Conditioning

Building Info

Overview

    General

  • Year Built: 1920
  • Effective Year Built: 1920
  • Bedroom Count: 0
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 0
  • Building Quality: 4
  • Construction Type: 6
  • Building Style: 0
  • Exterior Walls Type: 0
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 3
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 5
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 3,571
  • Total Building Area: 1,176
  • Gross Building Area: 1,176
  • Building Area: 1,176
  • Building Area Measurement: T

    Heating and Cooling

  • Air Conditioning: 0
  • Heating: 4
  • Heated Square Feet: 1,176
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 6

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000082
  • Standard Land Use Code: 1001
  • County Land Use Code: R-C001
  • Legal Description 1: 3571 SQ FT 320 CHESTER AVE EASTPORT

Neighborhood

  • School District Name: Anne Arundel County Public Schools
  • Census Tract: 706302

Geography

  • Assessors Map Reference: 52D 10 656
  • Account Number: 00003976108
  • District: 06
  • Parcel: 06-000-03976108
  • Municipality: ANNAPOLIS
  • Latitude: 38.9694
  • Longitude: -76.4799

    Address

  • Full Address: 320 Chester Ave
  • Address - House Number: 320
  • Address - Street Name: Chester
  • Address - Suffix Type: Ave
  • State: MD
  • City Name: Annapolis
  • Carrier Code: C011
  • 4-Digit Zip Code: 3257
  • Zip Code: 21403

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $831,013
  • Tax Rate Code Area: 001

    Appraisal Valuation

  • Standard Deviation: 0.1602
  • Valuation Date: Sep 21, 2023
  • Confidence Score: 80
  • Final Value: 728,072
  • High Value: 844,764
  • Low Value: 611,380

    Market Valuation

  • Market Total Value: $578,700
  • Market Land Value: $495,000
  • Market Improvement Value: $83,700

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $578,700
  • Assessed Land Value: $495,000
  • Assessed Improvements Value: $83,700

    Sales

  • Current Sale Contract Date: Aug 22, 2016
  • Current Sale Recording Date: Sep 06, 2016
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Previous Sale Recording Date: Jan 16, 2015
  • Previous Sale Contract Date: Jan 09, 2015
  • Previous Sale Amount: $370,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Annapolis


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Nearby Rentals

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Unit for rent at 5 Park Place, ANNAPOLIS, MD, 21401

$2,950 /mo

  • 1 Bed
  • 1 Bath
  • 838 ft²
5 Park Place #425, ANNAPOLIS, MD, 21401 Listing by George A Gorayeb
Unit for rent at 106 Annapolis Street, ANNAPOLIS, MD, 21401

$4,100 /mo

  • 2 Beds
  • 2 Baths
  • 1,000 ft²
106 Annapolis Street #202, ANNAPOLIS, MD, 21401 Listing by Ryan C Turner


Frequently Asked Questions

When was property at 320 Chester Avenue built and last sold?
The property at 320 Chester Avenue was built in 1920 and last sold on Aug 22, 2016 for $550,000.
How much is this home worth?
The estimated value of the home located at 320 Chester Avenue is $0.
What are some comparable homes to 320 Chester Avenue?
There are currently no comparable homes to 320 Chester Avenue.