Movoto Real Estate
Sold on 02/12/2026
  • Exterior
  • View/Area

3 Chester Ave, Annapolis, MD 21403

$1,660,000

Last sold 02/12/2026 after 82 Days

  • 3

    bed

  • 3

    bath

  • 2,815

    Sqft ($590/Sqft)

House not for sale

About 3 Chester Ave

Property type House
Neighborhood
Year built 1952
HOA fee $0/month
Lot size 5,850 Sqft
Movoto estimate
Rental estimate
Property description
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.
Listed by
Listing Agent - Victor Pascoe
Listing Office - Keller Williams Select Realtors of Annapolis
Source: Bright MLS mls logo
MLS#MDAA2131360 • last updated 8 months ago
Movoto checked Bright MLS for data 4 minutes ago
Overview
Cooling/AC Central A/C, Ceiling Fan(s), Zoned, Electric
Heating Electric, Oil
Levels/Style Cape Cod
Type Residential
Status Closed
SqFt 3699
Lot Size (SqFt) 5850
Lot Size (Acres) 0.13
County Tax 6319, Annually
City/ Town Tax 6672
Tax: Assessed Value 992633
Annual Property Tax 12991
Year Built 1952
Municipality Annapolis
New Construction (Y/N) N
Foreclosure (Y/N) N
Interior
Total # of Bathrooms 3
# Full Baths 3
Total # of Bedrooms 3
Basement Connecting Stairway, Interior Access, Unfinished, Water Proofing System
Laundry Main Floor
Appliances Dishwasher, Disposal, Dryer, Icemaker, Microwave, Refrigerator, Washer, Oven/Range - Electric, Water Heater
Walls/ Ceilings Plaster Walls, 9'+ Ceilings, Vaulted Ceilings
Interior Features Family Room Off Kitchen, Breakfast Area, Combination Kitchen/Living, Kitchen - Island, Kitchen - Table Space, Dining Area, Built-Ins, Window Treatments, Primary Bath(s), Wood Floors, Upgraded Countertops, Floor Plan - Open, Floor Plan - Traditional, Carpet, Ceiling Fan(s), Combination Dining/Living, Crown Moldings, Pantry, Skylight(s), Spiral Staircase, Walk-in Closet(s)
Accessibility Features None
Exterior
Roof Shingle
Construction Combination
Foundation Other
Parking Desc Stone Driveway, Driveway, On Street
Exterior Features Exterior Lighting, Extensive Hardscape
Existing Structures Above Grade, Shed
Fencing Rear
Amenities / Utilities
Sewer/ Septic Public Sewer
Pool No Pool
Location
Body of Water Back Creek/Severn River, Creek
View Garden/Lawn
Subdivision EASTPORT
Water Source Public
Senior Community (Y/N) N
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Directions From Downtown Annapolis Go Over Spa Creek Bridge Turn Left On Chester Follow To The End Of The Peninsula. House Is On Right.
Zoning R2NC, Check With City Of Annapolis
$1.75M
Range: $1.61M-$1.89M
Last 30 days 
Rental est.: $2,361/month
Gross rent multiplier: 58.6
  • Mar 2026
    Public Records
  • Mar 2, 2026 Sold
    $1,660,000
  • Feb 2026
    mls logo MLS # MDAA2131360
  • Feb 12, 2026 Sold
    $1,660,000 (-1.2%)
  • Jan 12, 2026 Active
    —
  • Jan 2, 2026 Price Change
    $1,680,000 (-2.9%)
  • Nov 22, 2025 Listed
    $1,730,000 (+0.9%)
  • Aug 2025
    Public Records
  • Aug 26, 2025 Sold
    $1,715,000
  • Aug 2025
    mls logo MLS # MDAA2115396
  • Aug 8, 2025 Sold
    $1,715,000 (+2.4%)
  • Jul 3, 2025 Pending
    —
  • Jun 30, 2025 Listed
    $1,675,000 (+17.5%)
  • Mar 2022
    Public Records
  • Mar 18, 2022 Sold
    $1,425,000
  • Mar 2022
    mls logo MLS # MDAA2023680
  • Mar 11, 2022 Sold
    $1,425,000 (+1.8%)
  • Feb 19, 2022 Pending
    —
  • Feb 9, 2022 Active
    —
  • Feb 9, 2022 Listed
    $1,400,000 (+13.4%)
  • Jun 2021
    Public Records
  • Jun 2, 2021 Sold
    $1,235,000 (+40.4%)
  • Jun 2004
    Public Records
  • Jun 30, 2004 Sold
    $879,900
  • Year Property taxes Tax assessment
  • 2025
    $14,224 +21.5%
    $992,633 +9.8%
  • 2023
    $11,711 +2.6%
    $904,067 +11.65%
  • 2022
    $11,409 +2.8%
    $809,700 +0.72%
  • 2018
    $11,102 +4.1%
    $803,900 -1.65%
  • 2017
    $10,667
    $817,400
  • 3 Chester Ave
    $1.66M
  • Eastport
    —
  • 21403
    $674K -1% y/y
  • Annapolis
    $715K +5% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
5 Chester Ave, Annapolis, MD 21403 $1,756,000 3/2 2,378 0.01
1 Chester Ave, Annapolis, MD 21403 $1,394,000 2/1 1,428 0.01
9 Chester Ave, Annapolis, MD 21403 $1,483,000 —/2 1,622 0.02
12 Eastern Ave, Annapolis, MD 21403 $1,227,000 —/1 1,664 0.03
14 Eastern Ave, Annapolis, MD 21403 $1,748,000 4/3 2,440 0.03
2 Chester Ave, Annapolis, MD 21403 $1,666,000 3/3 2,296 0.03
4 Chester Ave, Annapolis, MD 21403 $1,693,000 4/4 1,872 0.03
6 Chester Ave, Annapolis, MD 21403 $1,271,000 —/3 2,371 0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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Source: GreatSchools.org © 2026. All rights reserved.

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