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417 Chesapeake Ave, Annapolis, MD 21403
417 Chesapeake Ave, Annapolis, MD 21403
Sold for $1,380,000
417 Chesapeake Ave, Annapolis, MD 21403
Sold for $1,380,000
417 Chesapeake Ave, Annapolis, MD 21403
417 Chesapeake Ave, Annapolis, MD 21403
417 Chesapeake Ave, Annapolis, MD 21403
417 Chesapeake Ave, Annapolis, MD 21403

417 Chesapeake Ave Annapolis, MD 21403

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$1,380,000

CLOSED
Beds
3
Baths
3
Sqft
2,259
Acres
0.14
Year
1979
Close Date
Jun 26, 2026
Property Type
Residential
Sub Type
Per Square Foot
$611
Date Listed
May 9, 2026

Description of 417 Chesapeake Ave, Annapolis, MD 21403

Listing details for 417 Chesapeake Ave, Annapolis, MD 21403 : This exceptional 3-bedroom, 2.5-bath sun-drenched contemporary home sits on a spacious Eastport corner lot. Enjoy the vibrant Eastport lifestyle from your newly updated, well-maintained oasis featuring warm hardwood floors and generous living, dining, and kitchen areas. The open layout complements the coastal Eastport vibe, while the inviting wraparound porch is great for morning coffee or an evening cocktail. The living room’s focal point is a gas fireplace that reflects off the beautiful wood floors and opens to the gourmet kitchen and newly designed dining area. The second level is dedicated entirely to the spacious primary spa-inspired suite with an oversized walk-in closet, custom built-ins, and an updated sublime bath with walk-in shower and heated floors. A hidden laundry room adds convenience. The private east-facing deck overlooks the rear yard, offering stunning sunrises to start your day. The third level features two bedrooms and an elegant shared bath, with one bedroom enjoying winter water views. The fourth-floor loft can serve as a bedroom, office, or exercise space. The expansive back patio and side yard are ideal for BBQs and soaking in the Eastport atmosphere. Two highly coveted off-street parking spaces are a rare find. Stroll Eastport streets, dine at five-star restaurants, enjoy cozy pubs, or watch boating activity from street-end parks. You’re moments from yacht clubs and marinas. Downtown Annapolis and the Naval Academy are close by via the charming Spa Creek drawbridge or the iconic water taxi. The Eastport peninsula is flanked by two creeks with quick access to the Severn River and Chesapeake Bay. Annapolis offers charm and sophistication with colleges, music venues, galleries, street fairs, acclaimed boat shows, and proximity to two major cities. Much of the home was updated to a high standard in 2024–25. Located just 5 miles from Route 50 and 97, you’ll have direct access to BWI and Washington, DC. Welcome home to your Eastport dream!
Listing Updated : 10-11-2026 at 5:47 AM EDT
Listing Provided By : Barbara B Birkbeck White, 9174287288, [email protected], Coldwell Banker Realty

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

Source :

Bright MLS, MLS#: MDAA2144320

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
$986K – $1.64M
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
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
$986K – $1.64M
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
6/26/2026
Sold
$1,380,000 -1.4%
$611/sqft
Source:Bright MLS #MDAA2144320
5/31/2026
Status change
$1,399,000 0%
$619/sqft
Source:Bright MLS #MDAA2144320
5/26/2026
Price Change
$1,399,000 -6.4%
$619/sqft
Source:Bright MLS #MDAA2144320
5/9/2026
Listed for sale
$1,495,000
$662/sqft
Source:Bright MLS #MDAA2144320
3/21/2023
Listed for sale
—
Source:Bright MLS #MDAA2056188
2/24/2023
Sold
$1,072,500 +19.2%
$475/sqft
Source:Bright MLS #MDAA2056188
6/29/2021
Sold
$900,000
$398/sqft
Source:Bright MLS #MDAA454184
12/7/2020
Listed for sale
—
Source:Bright MLS #MDAA454184
12/17/2016
Leased
$3,000
$1/sqft
Source:Bright MLS #1002503232
11/29/2016
Listed for Rent
—
Source:Bright MLS #1002503232
10/29/2013
Sold
$520,000
$230/sqft
Source:Bright MLS #1003723628
9/19/2013
Listed for sale
—
Source:Bright MLS #1003723628
4/11/2010
Leased
$2,800
$1/sqft
Source:Bright MLS #1005524888
10/1/2009
Listed for Rent
—
Source:Bright MLS #1005524888

Location of 417 Chesapeake Ave, Annapolis, MD 21403

Streetview of 417 Chesapeake 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
$986K – $1.64M
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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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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