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320 Chester Ave, Annapolis, MD 21403
320 Chester Ave, Annapolis, MD 21403 3D Tour
320 Chester Ave, Annapolis, MD 21403 Explore 3D Tour
320 Chester Ave, Annapolis, MD 21403
320 Chester Ave, Annapolis, MD 21403
320 Chester Ave, Annapolis, MD 21403
320 Chester Ave, Annapolis, MD 21403

320 Chester Ave Annapolis, MD 21403

$750,000

ACTIVE UNDER CONTRACT
Beds
2
Baths
2
Sqft
1,176
Acres
0.08
Year
1920
Days on Site
13
Property Type
Residential
Sub Type
Per Square Foot
$638
Date Listed
Feb 6, 2026

Description of 320 Chester Ave, Annapolis, MD 21403

Listing details for 320 Chester Ave, Annapolis, MD 21403 : 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 Updated : 02-17-2026 at 10:53 AM EST

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Home Details
320 Chester Ave, Annapolis, MD 21403
Status
Active Under Contract
MLS #ID
MDAA2128698
Price
$750,000
Bedrooms
2
Bathrooms
2
Square Footage
1,176
Acres
0.08
Year
1920
Days on Site
13
Property Type
Residential
Property Sub Type
Price per Sq Ft
$638
Date Listed
Feb 6, 2026
Community Information for 320 Chester Ave, Annapolis, MD 21403
Address
320 Chester Ave
State
Maryland
Zip Code 21403
Subdivision Eastport
Utilities
Sewer
Public Sewer
Water Source
Public
Interior
Interior Features
Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Entry Level Bedroom, Floor Plan - Traditional, Wood Floors and 2nd Kitchen
Appliances
Built-In Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator and Washer
Heating
Wall Unit
Cooling
Wall Unit and Ceiling Fan(s)
Fireplace
No
Exterior
Roof
Foundation
Crawl Space
HOA
Has HOA
None
Additional Information
Styles
Colonial
Price per Sq Ft
$638
Listing Provided By

John J Collins, 4106936000, [email protected], Long & Foster Real Estate, Inc.

Source

Bright MLS, MLS#: MDAA2128698

Comments
Home Worth Check

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Location of 320 Chester Ave, Annapolis, MD 21403

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This beautiful 2 beds 2 baths home is located at 320 Chester Ave, Annapolis, MD 21403 and is listed for sale at $750,000.00. This home was built in 1920, contains 1176 square feet of living space, and sits on a 0.08 acre lot. This residential home is priced at $637.76 per square foot.

If you'd like to request a tour or more information on 320 Chester Ave, Annapolis, MD 21403, please call us at (202) 441-2348 so that we can assist you in your real estate search. To find homes like 320 Chester Ave, Annapolis, MD 21403, you can search homes for sale in Annapolis , or visit the neighborhood of Eastport , or by 21403 . We are here to help when you're ready to contact us!

Schools Near 320 Chester Ave, Annapolis, MD 21403

Home Details
320 Chester Ave, Annapolis, MD 21403
Status
Active Under Contract
MLS #ID
MDAA2128698
Price
$750,000
Bedrooms
2
Bathrooms
2
Square Footage
1,176
Acres
0.08
Year
1920
Days on Site
13
Property Type
Residential
Property Sub Type
Price per Sq Ft
$638
Date Listed
Feb 6, 2026
Community Information for 320 Chester Ave, Annapolis, MD 21403
Address
320 Chester Ave
State
Maryland
Zip Code 21403
Subdivision Eastport
Utilities
Sewer
Public Sewer
Water Source
Public
Interior
Interior Features
Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Dining/Living, Combination Kitchen/Dining, Combination Kitchen/Living, Entry Level Bedroom, Floor Plan - Traditional and Wood Floors
Appliances
Built-In Microwave, Dishwasher, Dryer, Oven/Range - Electric and Refrigerator
Heating
Wall Unit
Cooling
Wall Unit and Ceiling Fan(s)
Fireplace
No
Exterior
Roof
Foundation
Crawl Space
HOA
Has HOA
None
Additional Information
Styles
Colonial
Price per Sq Ft
$638
Listing Provided By

John J Collins, 4106936000, [email protected], Long & Foster Real Estate, Inc.

Source

Bright MLS, MLS#: MDAA2128698

Comments

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Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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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.
Some properties that appear for sale on this website may no longer be available because they are under contract, have Been Sold, or are no longer being offered for sale.  Some real estate firms do not participate in IDX, and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the seller's request.