Angela Simonelli
Responds Quickly
Compass
(410) 200-0414
45 Total Sales
1 in Eastport
$520,000 Price
417 Chesapeake Ave Annapolis, MD 21403
Eastport Neighborhood
3
Beds
2.5
Baths
2,259
Sq Ft
6,008
Sq Ft Lot
Highlights
- Gourmet Kitchen
- Open Floorplan
- Deck
- View of Trees or Woods
- Coastal Architecture
- 3-minute walk to Davis Park
About This Home
As of June 2026This 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!
Last Agent to Sell the Property
(410) 268-8696 barbarabirkbeckwhite@gmail.com Curtis Real Estate Company Brokerage Phone: 4102638686 License #671813 Listed on: 05/09/2026
Last Buyer's Agent
(443) 372-7171 david@davidorso.com Berkshire Hathaway HomeServices PenFed Realty License #631291
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $15,702
Year Built
- Built in 1979 | Remodeled in 2024
Lot Details
- 6,008 Sq Ft Lot
- West Facing Home
- Landscaped
- Extensive Hardscape
- Corner Lot
- Level Lot
- Front Yard
- Property is in excellent condition
Home Design
- Coastal Architecture
- Slab Foundation
- Asphalt Roof
- Wood Siding
Interior Spaces
- 2,259 Sq Ft Home
- Property has 3.5 Levels
- Open Floorplan
- Wet Bar
- Built-In Features
- Bar
- Crown Molding
- Ceiling height of 9 feet or more
- Fireplace Mantel
- Gas Fireplace
- Double Pane Windows
- ENERGY STAR Qualified Windows
- Replacement Windows
- Window Screens
- Family Room Off Kitchen
- Combination Kitchen and Dining Room
- Home Gym
- Views of Woods
Kitchen
- Gourmet Kitchen
- Built-In Oven
- Down Draft Cooktop
- Built-In Microwave
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Upgraded Countertops
- Disposal
Flooring
- Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Walk-In Closet
- Bathtub with Shower
- Walk-in Shower
Laundry
- Laundry Room
- Laundry on upper level
- Front Loading Dryer
- Front Loading Washer
Parking
- 2 Parking Spaces
- 2 Driveway Spaces
- Electric Vehicle Home Charger
Outdoor Features
- Balcony
- Deck
- Exterior Lighting
- Shed
- Outdoor Grill
- Porch
Schools
- Eastport Elementary School
- Annapolis Middle School
- Annapolis High School
Utilities
- Cooling Available
- Heating System Uses Natural Gas
- Heat Pump System
- Vented Exhaust Fan
- Electric Water Heater
- Cable TV Available
Community Details
- No Home Owners Association
- Eastport Subdivision
Listing and Financial Details
- Tax Lot A1
- Assessor Parcel Number 020600090016462
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 21, 2023
Closed on
Feb 24, 2023
Sold by
Bought by
Seller's Agent
datacorrect BrightMLS
Non Subscribing Office
Buyer's Agent
Anna Mackler
Serhant
List Price
$1,100,000
Sold Price
$1,072,500
Premium/Discount to List
-$27,500
-2.5%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7.61%
Purchase Details
Listed on
Dec 7, 2020
Closed on
Jun 29, 2021
Sold by
Bought by
Seller's Agent
Brad Kappel
TTR Sotheby's International Realty
Buyer's Agent
Barak Sky
Serhant
List Price
$1,149,000
Sold Price
$900,000
Premium/Discount to List
-$249,000
-21.67%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
11.14%
Original Mortgage
$720,000
Interest Rate
2.96%
Mortgage Type
New Conventional
Purchase Details
Listed on
Sep 19, 2013
Closed on
Oct 24, 2013
Sold by
Bought by
Seller's Agent
James and Irene Parks
Jim Parks and Associates Realty LLC
Buyer's Agent
Alex Tower Sears
TTR Sotheby's International Realty
List Price
$529,900
Sold Price
$520,000
Premium/Discount to List
-$9,900
-1.87%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7.41%
Purchase Details
Listed on
Sep 19, 2013
Closed on
Sep 10, 2013
Sold by
Bought by
Seller's Agent
James and Irene Parks
Jim Parks and Associates Realty LLC
Buyer's Agent
Alex Tower Sears
TTR Sotheby's International Realty
List Price
$529,900
Sold Price
$520,000
Premium/Discount to List
-$9,900
-1.87%
Purchase Details
Closed on
Jul 20, 2005
Sold by
Bought by
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$535,900
Interest Rate
6.37%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Oct 22, 2003
Sold by
Bought by
Purchase Details
Closed on
Nov 19, 1986
Sold by
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Eastport, MD
-
Angela Simonelli
-
Jenn Bonk
Jenn Bonk
Cummings & Co. Realtors
(667) 771-6583
173 Total Sales
1 in Eastport
$1,225,000 Price
-
Kristi Neidhardt
Kristi Neidhardt
Northrop Realty
(667) 802-2581
162 Total Sales
5 in Eastport
$288K - $1.2M Price Range
-
Elizabeth Osborn
Elizabeth Osborn
Responds QuicklyColdwell Banker Realty
(667) 225-3346
72 Total Sales
2 in Eastport
$525K - $929K Price Range
-
James Baldwin
James Baldwin
Compass
(667) 303-2564
279 Total Sales
1 in Eastport
$2,200,000 Price
-
Andy MacPherson
Andy MacPherson
W F Chesley Real Estate, LLC.
(301) 867-7339
114 Total Sales
1 in Eastport
$235,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,072,500 | Rgs Title | |
| Deed | $900,000 | Multiple | |
| Deed | $520,000 | Church Circle Title & Escrow | |
| Trustee Deed | $499,000 | None Available | |
| Deed | $667,970 | -- | |
| Deed | -- | -- | |
| Deed | $127,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $720,000 | New Conventional | |
| Previous Owner | $535,900 | Adjustable Rate Mortgage/ARM |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/26/2026 06/26/26 | Sold | $1,380,000 | -1.4% | $611 / Sq Ft | |
| 05/26/2026 05/26/26 | Price Changed | $1,399,000 | -6.4% | $619 / Sq Ft | |
| 05/09/2026 05/09/26 | For Sale | $1,495,000 | +35.9% | $662 / Sq Ft | |
| 03/21/2023 03/21/23 | For Sale | $1,100,000 | +2.6% | $530 / Sq Ft | |
| 02/24/2023 02/24/23 | Sold | $1,072,500 | +19.2% | $516 / Sq Ft | View Prior Sale |
| 01/30/2023 01/30/23 | Pending | -- | -- | -- | |
| 06/29/2021 06/29/21 | Sold | $900,000 | -5.2% | $433 / Sq Ft | View Prior Sale |
| 05/30/2021 05/30/21 | Pending | -- | -- | -- | |
| 05/12/2021 05/12/21 | Price Changed | $949,000 | -5.0% | $457 / Sq Ft | |
| 04/02/2021 04/02/21 | Price Changed | $999,000 | -4.8% | $481 / Sq Ft | |
| 03/03/2021 03/03/21 | Price Changed | $1,049,000 | -4.5% | $505 / Sq Ft | |
| 01/19/2021 01/19/21 | Price Changed | $1,099,000 | -4.4% | $529 / Sq Ft | |
| 01/04/2021 01/04/21 | For Sale | $1,149,000 | +27.7% | $553 / Sq Ft | |
| 12/19/2020 12/19/20 | Off Market | $900,000 | -- | -- | |
| 12/07/2020 12/07/20 | For Sale | $1,149,000 | 0.0% | $553 / Sq Ft | |
| 12/17/2016 12/17/16 | Rented | $3,000 | 0.0% | -- | |
| 12/17/2016 12/17/16 | Under Contract | -- | -- | -- | |
| 11/29/2016 11/29/16 | For Rent | $3,000 | -- | -- |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $12,634 | $1,095,767 | ||
| 2024 | $11,851 | $934,233 | $0 | $0 |
| 2023 | $11,096 | $772,700 | $513,500 | $259,200 |
| 2022 | $10,631 | $754,500 | $0 | $0 |
| 2020 | $9,779 | $718,100 | $487,000 | $231,100 |
| 2019 | $9,714 | $718,100 | $487,000 | $231,100 |
| 2018 | $9,989 | $718,100 | $487,000 | $231,100 |
| 2017 | $8,452 | $719,700 | $0 | $0 |
| 2016 | -- | $674,067 | $0 | $0 |
| 2015 | -- | $628,433 | $0 | $0 |
| 2014 | -- | $582,800 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Barbara Birkbeck White
Seller's Agent in 2026
Barbara Birkbeck White
Curtis Real Estate Company
(917) 428-7288
10 in this area
24 Total Sales
-
David Orso
Buyer's Agent in 2026
David Orso
BHHS PenFed (actual)
(410) 777-9243
9 in this area
536 Total Sales
-
datacorrect BrightMLS
DB
Seller's Agent in 2023
datacorrect BrightMLS
Non Subscribing Office
-
Anna Mackler
Buyer's Agent in 2023
Anna Mackler
Serhant
(202) 946-8300
2 in this area
205 Total Sales
-
Brad Kappel
Seller's Agent in 2021
Brad Kappel
TTR Sotheby's International Realty
(410) 279-9476
52 in this area
477 Total Sales
-
Barak Sky
Buyer's Agent in 2021
Barak Sky
Serhant
(301) 742-5759
2 in this area
821 Total Sales
Map
Source: Bright MLS
MLS Number: MDAA2144320
APN: 06-000-90016462
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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