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115 Chester Ave, Annapolis, MD 21403
115 Chester Ave, Annapolis, MD 21403
Sold for $1,248,000
115 Chester Ave, Annapolis, MD 21403
Sold for $1,248,000
115 Chester Ave, Annapolis, MD 21403
115 Chester Ave, Annapolis, MD 21403
115 Chester Ave, Annapolis, MD 21403
115 Chester Ave, Annapolis, MD 21403

115 Chester Ave Annapolis, MD 21403

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$1,248,000

CLOSED
Beds
5
Baths
4
Sqft
3,423
Acres
0.13
Year
1910
Close Date
Oct 28, 2021
Property Type
Residential
Sub Type
Per Square Foot
$365
Date Listed
Aug 30, 2021

Description of 115 Chester Ave, Annapolis, MD 21403

Listing details for 115 Chester Ave, Annapolis, MD 21403 : Celebrate the Eastport lifestyle in this charming and captivating Craftsman home just steps from the water and everything Eastport/Annapolis has to offer. Enjoy three levels of well maintained and impeccable living space that includes five bedrooms, four full baths, den/office, gourmet kitchen, possible main floor owner's suite, living room with fireplace, beautiful wood floors, spacious dining area, and built-in entry mudroom with beverage refrigerator/bar area. The second level provides plenty of room for family or guests with 3 bedrooms and 2 full baths including a spacious owner's suite with private deck which overlooks the rear yard plus enjoy views of Back Creek from this extremely private setting. The newly finished and waterproofed lower level offers even more living space with a bedroom, full bath and tons of storage. The front porch and expansive rear yard with deck provides the ideal setting for BBQ's, entertaining guests and soaking up the Eastport vibe. The two highly coveted off-street parking spaces are a rare find. This is the perfect location for a VRBO or Airbnb vacation rental home to generate income all year long. Stroll the artful and nautical streets to amenities like; five-star restaurants, pubs and street-end parks with hidden treasures. Not to mention you are merely steps away from downtown Annapolis and Naval Academy by either walking across the Spa Creek drawbridge or motoring in the water taxi. From this location, you are also close to some of the Bay's best cruising and fishing areas. Attractive destinations such as Baltimore's Inner Harbor, St. Michael's, Oxford, and Solomon's Island are only a short cruise away. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft.Meade/NSA and Washington, DC. Don't let this opportunity slip away.
Listing Updated : 10-07-2026 at 2:04 AM EDT
Listing Provided By : Bradley R Kappel, 4102799476, [email protected], TTR Sotheby's International Realty

Properties displayed may be listed or sold by various participants in the MLS

Source :

Bright MLS, MLS#: MDAA2007916

What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$1.39M – $1.86M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

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Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

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What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$1.39M – $1.86M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Property History

DateEventPrice
10/28/2021
Sold
$1,248,000
$365/sqft
Source:Bright MLS #MDAA2007916
8/30/2021
Listed for sale
—
Source:Bright MLS #MDAA2007916
8/7/2012
Sold
$823,500
$241/sqft
Source:Bright MLS #1004606848
9/29/2011
Listed for sale
—
Source:Bright MLS #1004606848
5/17/2009
Leased
$3,650
$1/sqft
Source:Bright MLS #1005267848
4/16/2009
Listed for Rent
—
Source:Bright MLS #1005267848

Location of 115 Chester Ave, Annapolis, MD 21403

Streetview of 115 Chester Ave, Annapolis, MD 21403

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What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$1.39M – $1.86M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Comments

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No comments yet. Add the first note about this listing.

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc.
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