320 Chester Avenue Annapolis, MD ^$ 779,000

320 Chester Avenue

^$ 779,000

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320 Chester Avenue

Annapolis, MD, 21403

^$ 779,000

Bedrooms2 Baths2.0 Sq 1,176

Monthly Estimate*

^$ 4,796

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Single Family Home for sale in Annapolis, MD

for $779,000 with 2 bedrooms and 2 full baths. This 1,176 square foot home was built in 1920 on a lot size of 0.08.

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 livingsteps 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.

Single Family Active

Price

^$ 779,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 9,345

Style

Colonial

Lot Size

0.08

Year Built

1920

Town/City

Annapolis

County/Region

Anne Arundel

MLS | Web ID

MDAA2128698

Features

General

Living Area 1176

Sewer Public Sewer

Heating Wall Unit

Cooling Wall Unit Ceiling Fan(s)

Possession Negotiable

Appliances Built-In Microwave Dishwasher Dryer Oven/Range - Electric Refrigerator Washer

Zoning R

Patio/Porch Features Deck(s)

Architectural Style Colonial

Construction Materials Frame

School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Year Built 1920

Levels 2

Tax Year 2024

Ownership Fee Simple

Cool Fuel Electric

Municipality Annapolis

Accessibility None

County ANNE ARUNDEL

New Construction N

Property Type Residential

HOA N

Subdivision Name EASTPORT

Garage Y/N N

Water Access Y/N N

Other Structures Above Grade Below Grade

Full Baths 2

Status ACTIVE

Directions 6th Street to Chester Avenue.

City ANNAPOLIS

Senior Community Y/N N

Lot Size Units Square Feet

Lot Size Square Feet 3571.00

Tax Annual Amount 9345.0

Structure Type Detached

Condo/Coop Association fee Y/N N

Bathrooms Full Main Level 1

Bathrooms Count Main Level 1.00

Price Per Sq Ft Total AG 662.41

Vacation Rental Y/N N

Virtual Tour https://view.paradym.com/v/320-Chester-Avenue-Annapolis-MD-21403/4944272/

Standard Status Active

Year Built Source Assessor

Interior

Interior Amenities Bathroom - Walk-In Shower Ceiling Fan(s) Combination Dining/Living Combination Kitchen/Dining Combination Kitchen/Living Entry Level Bedroom Floor Plan - Traditional Wood Floors 2nd Kitchen

Heating Fuel Electric

Flooring Wood Ceramic Tile

Hot Water Electric

Basement (Y/N) N

Heating Y/N Y

Fireplace Y/N N

Above Grade Finished Area 1176

Central Air Y/N N

Total Bedrooms 2

Below Grade Finished Area 0

Room Type Living Room Bedroom 2 Kitchen Bedroom 1 Full Bath

Main Level Bedrooms 1

Below Grade Finished Area Unit Type Square Feet

Laundry Type Washer In Unit Dryer In Unit Main Floor Upper Floor

Below Grade Finished Area Source Assessor

Above Grade Finished Area Source Assessor

Above Grade Finished Area Unit Type Square Feet

Total Baths 2

Exterior

Pool No Pool

Water Source Public

Type of Parking On Street

Foundation Details Crawl Space

Water View Y/N N

Lot Size Acres 0.08

Lot Size Source Assessor

Waterfront Y/N N

Land Assessed Value 675000.00

Navigable Water Y/N N

Water Oriented Y/N N

Internal Only

Street Number 1 320

* Excluded Features

List By

Long & Foster Real Estate, Inc.

Broker

john@johncollinsgroup.com

Affordability Calculator

$5,575

Per Month

Monthly Principal & Interest: $4,796
Monthly Property Taxes: $779
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Annapolis, MD

Average List Price ^$1,219,051

Percent of Sale Price 56%

About Annapolis, MD

40,323 Population

12% Since 2002

^$79,580 Median Income

38.67 Median Age

24% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3536178 Elementary School

3535328 Middle School

Call School Board High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
10/15/2025	$779,000		Listed Price

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320 Chester Avenue, Annapolis, MD, 21403 is a Single Family Home for sale at $779,000 with 1,176 sqft and a lot size of 0.08. 320 Chester Avenue has 2 bedrooms, 2.0 baths, and was built in 1920. The property's zip code is 21403 which is in Annapolis, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker Reciprocity^SM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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320 Chester Avenue

Single Family Home for sale in Annapolis, MD

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