Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the water’s edge and downtown Annapolis, this home embodies the Eastport lifestyle — vibrant, nautical, and effortlessly welcoming. From the moment you enter, natural light pours through every window, illuminating three levels of thoughtfully designed living space. Classic details — arched doorways, hardwood floors, custom built-ins, and rich millwork — blend seamlessly with modern updates, creating a home that feels both timeless and fresh. The inviting floor plan offers room for every occasion. A serene primary suite with its own fireplace provides a private retreat, while the main-level office doubles as a guest room or den. Formal living room with fireplace and gorgeous dining room set the stage for elegant entertaining The family room invites casual gatherings with another fireflace and access to the screened porch. The updated kitchen is a true centerpiece, with fresh cabinetry, stylish countertops, and a backsplash that ties it all together. Upstairs, a spiral staircase leads to a sunlit loft with a private balcony — perfect for a creative nook, playroom, or quiet reading space. Outside, the screened porch, fenced yard, and welcoming front porch create effortless indoor-outdoor living, ideal for relaxing or hosting friends. The basement was recently waterproofed. Practical touches like a mudroom with laundry and off-street parking make everyday life easy. Beyond the walls, Eastport beckons. Launch your kayak from Horn Point Park, wander streets lined with art and history, or cross the Spa Creek drawbridge to downtown Annapolis and the Naval Academy. From this location, the Chesapeake Bay is your playground — with cruising and fishing destinations like Baltimore’s Inner Harbor, St. Michael’s, Oxford, and Solomon’s Island all within reach. Annapolis offers the perfect balance of small-town charm and cosmopolitan sophistication, and this Eastport jewel places you right at the center of it all. With quick access to Rt. 50 and 97, Baltimore, BWI, Ft. Meade/NSA, and Washington, DC are just a drive away. This is more than a home — it’s a lifestyle. Welcome to Eastport.
Sold for $1,660,000
$1,660,000
3 Chester Ave, Annapolis, MD 21403
3beds
2,815sqft
Single Family Residence
Built in 1952
5,850 Square Feet Lot
$1,673,900 Zestimate®
$590/sqft
$4,367 Estimated rent
Home value
$1,673,900
$1.56M - $1.79M
$4,367/mo
Zestimate® history
Owner options
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$8,194/mo
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List your homeWhat's special
Fenced yardSpiral staircaseCustom built-insArched doorwaysHardwood floorsOff-street parkingScreened porch
Zillow last checked:
Listing updated:
Listed by:
Vic Pascoe 301-252-7771,
Keller Williams Select Realtors of Annapolis
Bought with:
Tracy Cannon, 5006135
Coldwell Banker Realty
Source: Bright MLS,MLS#: MDAA2131360
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 1
Basement
- Area: 884
Heating
- Forced Air, Heat Pump, Zoned, Baseboard, Electric, Oil
Cooling
- Central Air, Ceiling Fan(s), Zoned, Electric
Appliances
- Included: Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Washer, Oven/Range - Electric, Water Heater, Electric Water Heater
- Laundry: Main Level
Features
- Family Room Off Kitchen, Breakfast Area, Combination Kitchen/Living, Kitchen Island, Kitchen - Table Space, Dining Area, Built-in Features, Primary Bath(s), Upgraded Countertops, Open Floorplan, Floor Plan - Traditional, Ceiling Fan(s), Combination Dining/Living, Crown Molding, Pantry, Spiral Staircase, Walk-In Closet(s), Plaster Walls, 9'+ Ceilings, Vaulted Ceiling(s)
- Flooring: Hardwood, Carpet, Ceramic Tile, Wood
- Windows: Window Treatments, Skylight(s)
- Basement: Connecting Stairway,Interior Entry,Unfinished,Water Proofing System
- Number of fireplaces: 3
- Fireplace features: Mantel(s), Screen
Interior area
- Total structure area: 3,699
- Total interior livable area: 2,815 sqft
- Finished area above ground: 2,815
Property
Parking
- Parking features: Driveway, On Street
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three and One Half
- Stories: 3
- Patio & porch: Patio, Porch, Screened, Roof
- Exterior features: Lighting, Extensive Hardscape, Balcony
- Pool features: None
- Fencing: Back Yard
- Has view: Yes
- View description: Garden
- Waterfront features: Canoe/Kayak, Fishing Allowed, Public Access
- Body of water: Back Creek / Severn River
Lot
- Size: 5,850 sqft
- Features: Landscaped, Level, Rear Yard
Details
- Additional structures: Above Grade
- Parcel number: 020600004881800
- Zoning: R2NC
- Zoning description: Check with City of Annapolis
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Combination
- Foundation: Other
- Roof: Shingle
Condition
- New construction: No
- Year built: 1952
- Major remodel year: 1998
Details
- Builder model: Charming Eastport Cape Cod
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & neighborhood
Security
- Security features: Security System, Smoke Detector(s)
Location
- Region: Annapolis
- Subdivision: Eastport
- Municipality: Annapolis
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 2/12/2026 | Sold | $1,660,000-1.2%$590/sqft |
Source:  Bright MLS #MDAA2131360 Report a problem | ||
| 1/13/2026 | Contingent | $1,680,000$597/sqft |
Source: Bright MLS #MDAA2131360 Report a problem | ||
| 1/2/2026 | Price change | $1,680,000-2.9%$597/sqft |
Source: Bright MLS #MDAA2131360 Report a problem | ||
| 11/22/2025 | Listed for sale | $1,730,000+0.9%$615/sqft |
Source: Bright MLS #MDAA2131360 Report a problem | ||
| 8/8/2025 | Sold | $1,715,000+2.4%$609/sqft |
Source: Bright MLS #MDAA2115396 Report a problem | ||
| 7/3/2025 | Pending sale | $1,675,000$595/sqft |
Source: Bright MLS #MDAA2115396 Report a problem | ||
| 6/30/2025 | Listed for sale | $1,675,000+17.5%$595/sqft |
Source: Bright MLS #MDAA2115396 Report a problem | ||
| 3/11/2022 | Sold | $1,425,000+1.8%$506/sqft |
Source: Bright MLS #MDAA2023680 Report a problem | ||
| 2/20/2022 | Pending sale | $1,400,000$497/sqft |
Source: Bright MLS #MDAA2023680 Report a problem | ||
| 2/9/2022 | Contingent | $1,400,000$497/sqft |
Source: Bright MLS #MDAA2023680 Report a problem | ||
| 2/9/2022 | Listed for sale | $1,400,000+13.4%$497/sqft |
Source: Bright MLS #MDAA2023680 Report a problem | ||
| 6/2/2021 | Sold | $1,235,000+40.4%$439/sqft |
Source: Public Record Report a problem | ||
| 6/30/2004 | Sold | $879,900+340%$313/sqft |
Source: Public Record Report a problem | ||
| 12/10/1996 | Sold | $200,000-25.9%$71/sqft |
Source: Public Record Report a problem | ||
| 10/20/1995 | Sold | $270,000$96/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $14,224 +9.5% | $992,633 +9.8% |
| 2024 | $12,991 +10.9% | $904,067 +10.9% |
| 2023 | $11,711 +2.6% | $815,500 +0.7% |
| 2022 | $11,409 +0.7% | $809,700 +0.7% |
| 2021 | $11,327 +0.7% | $803,900 +0.7% |
| 2020 | $11,253 -0.1% | $798,100 |
| 2019 | $11,261 +1.4% | $798,100 |
| 2018 | $11,102 +4.1% | $798,100 -2.4% |
| 2017 | $10,667 | $817,400 +1.7% |
| 2016 | -- | $803,633 +1.7% |
| 2015 | -- | $789,867 +1.8% |
| 2014 | -- | $776,100 |
| 2013 | -- | $776,100 |
| 2012 | -- | $776,100 -20.3% |
| 2011 | -- | $974,310 |
| 2010 | -- | $974,310 |
| 2009 | -- | $974,310 -1% |
| 2008 | -- | $983,690 +13.1% |
| 2007 | -- | $869,420 +15.1% |
| 2006 | -- | $755,150 +17.8% |
| 2005 | -- | $640,880 +30.2% |
| 2004 | -- | $492,206 +43.3% |
| 2003 | -- | $343,533 +76.3% |
| 2002 | -- | $194,860 +2.2% |
| 2001 | -- | $190,662 |
Find assessor info on the county website
Neighborhood: 21403
Nearby schools
GreatSchools rating
- 6/10Eastport Elementary SchoolGrades: PK-5Distance: 0.4 mi
- 4/10Annapolis Middle SchoolGrades: 6-8Distance: 2.2 mi
- 5/10Annapolis High SchoolGrades: 9-12Distance: 4.8 mi
Schools provided by the listing agent
- District: Anne Arundel County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,673,900
Get a cash offer in 3 minutes
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Estimated market value
$1,673,900
- Maryland
- Anne Arundel County
- Annapolis
- 21403
- 3 Chester Ave
Nearby cities
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