See Home Value
$1,660,000
● House - Off Market

3 CHESTER AVENUE

ANNAPOLIS, MD 21403
bedrooms
3 Beds
bathrooms
3 Baths
square feet
2,815 Ft²
$9,332
Est. Monthly

About This Property

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.
Unit Size
2,815 Ft²
Days on Market
-
Land Size
0.13 acres
Price per sqft
$597
Property Type
House
Property Taxes
$1,083
HOA Dues
-
Year Built
1952

Payment Calculator

Cap Rate Calculator

Last updated: 5 months ago (Bright MLS #MDAA2131360)

Price History

Date / Event Date Event Price
Feb 12, 2026 Sold
Sold
Jan 14, 2026 In contract -
In contract
Jan 2, 2026 Price Decreased $1,680,000
↓ $50K (2.9%)
Price Decreased
Nov 22, 2025 Listed by Keller Williams Select Realtors of Annapolis $1,730,000
Listed by Keller Williams Select Realtors of Annapolis
Aug 8, 2025 Sold
Sold
Show More

Property Highlights

Air Conditioning
Fireplace
With View

Building Info

Overview

    General

  • Year Built: 1952
  • Effective Year Built: 1952
  • Bedroom Count: 0
  • Bathroom Count: 3
  • Full Bathrooms: 3
  • Partial Bathrooms: 3
  • Building Condition: 0
  • Building Quality: 9
  • Construction Type: 6
  • Building Style: 0
  • Exterior Walls Type: 0
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 3
  • Floor Count: 250
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 9
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 7
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 5,850
  • Total Building Area: 2,451
  • Gross Building Area: 2,451
  • Building Area: 2,451
  • Building Area Measurement: T

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 2,451
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 5
  • Water Service: 6

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: HORN POINT
  • Land Acres: 0000000134
  • Standard Land Use Code: 1001
  • County Land Use Code: R-C001
  • Legal Description 1: LT 26 PL B 3 CHESTER AVE EASTPORT

Neighborhood

  • School District Name: Anne Arundel County Public Schools
  • Census Tract: 706302

Zoning

  • Zoning: R2

Geography

  • Assessors Map Reference: 52D 12 778
  • Account Number: 00004881800
  • District: 06
  • Parcel: 06-000-04881800
  • Lot: 26
  • Municipality: ANNAPOLIS
  • Latitude: 38.9716
  • Longitude: -76.4754

    Address

  • Full Address: 3 Chester Ave
  • Address - House Number: 3
  • Address - Street Name: Chester
  • Address - Suffix Type: Ave
  • State: MD
  • City Name: Annapolis
  • Carrier Code: C007
  • 4-Digit Zip Code: 3309
  • Zip Code: 21403

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $1,171,058
  • Tax Rate Code Area: 001

    Appraisal Valuation

  • Standard Deviation: 0.1482
  • Valuation Date: Sep 21, 2023
  • Confidence Score: 82
  • Final Value: 1,240,923
  • High Value: 1,424,926
  • Low Value: 1,056,921

    Market Valuation

  • Market Total Value: $815,500
  • Market Land Value: $486,100
  • Market Improvement Value: $329,400

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $815,500
  • Assessed Land Value: $486,100
  • Assessed Improvements Value: $329,400

    Sales

  • Current Sale Contract Date: Mar 11, 2022
  • Current Sale Recording Date: Mar 18, 2022
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Previous Sale Recording Date: Jun 02, 2021
  • Previous Sale Contract Date: May 14, 2021
  • Previous Sale Amount: $1,235,000
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Annapolis


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 191 Prince George Street, ANNAPOLIS, MD, 21401

$5,000 /mo

  • 2 Beds
  • 2 Baths
  • 1,203 ft²
191 Prince George Street #B, ANNAPOLIS, MD, 21401 Listing by Yael E Beckman
Unit for rent at 5 Park Place, ANNAPOLIS, MD, 21401

$2,950 /mo

  • 1 Bed
  • 1 Bath
  • 838 ft²
5 Park Place #425, ANNAPOLIS, MD, 21401 Listing by George A Gorayeb
Unit for rent at 301 Burnside Street, ANNAPOLIS, MD, 21403

$3,000 /mo

  • 1 Bed
  • 1 Bath
  • 516 ft²
301 Burnside Street #A203, ANNAPOLIS, MD, 21403 Listing by Patricia Paul


Frequently Asked Questions

When was property at 3 Chester Avenue built and last sold?
The property at 3 Chester Avenue was built in 1952 and last sold on Mar 11, 2022 for $1,425,000.
How much is this home worth?
The estimated value of the home located at 3 Chester Avenue is $0.
What are some comparable homes to 3 Chester Avenue?
There are currently no comparable homes to 3 Chester Avenue.