Recently Viewed Properties
See This Home
Save This Listing
Close

$1,660,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 3,699 Sq. Ft.
  • Updated 6 days ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 3 Chester Ave

General

  • Sold For: $1,660,000
  • Taxes: $12,991 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDAA2131360
  • Added to Site: 110 day(s) ago

Interior

  • 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)
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Mantel(s), Screen
  • Appliances: Dishwasher, Disposal, Dryer, Icemaker, Microwave, Refrigerator, Washer, Oven/Range - Electric, Water Heater
  • Flooring: Hardwood, Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: Main Floor

Additional Information

  • Security/Safety: Security System, Smoke Detector

Exterior

  • Exterior Features: Exterior Lighting, Extensive Hardscape
  • Porch/Patio/Deck: Patio(s), Porch(es), Screened, Roof, Balcony

Parking

  • Parking Features: Stone Driveway
  • Parking Type: Driveway, On Street

Location

  • Municipality: Annapolis
  • County: ANNE ARUNDEL
  • Subdivision: EASTPORT
  • Driving Directions: From downtown Annapolis go over Spa Creek bridge turn left on Chester follow to the end of the peninsula. House is on right.
  • City Limits: Yes

School Information

  • School District: Anne Arundel County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump(s), Zoned, Baseboard - Electric
  • Heating Fuel: Electric, Oil
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Dist. to Water: 1 Blocks

Structural Information

  • Architectural Style: Cape Cod
  • Structure Type: Detached
  • Model: Charming Eastport Cape Cod
  • Construction: Combination
  • Basement: Yes
  • Basement Desc.: Connecting Stairway, Interior Access, Unfinished, Water Proofing System
  • Foundation: Other
  • Roof: Shingle
  • Walls/Ceilings: Plaster Walls, 9'+ Ceilings, Vaulted Ceilings
  • Stories Description: Lower 1, Main, Upper 1, Upper 2
  • Square Feet: 3,699
  • Sq. Ft. Source: Estimated
  • Living Area: 2,815 Sq. Ft.
  • Finished Above Grnd: 2,815 Sq. Ft.
  • Year Built: 1952
  • Year Built Source: Estimated

Additional Structures

  • Other Structures: Shed

Lot Features

  • Property View: Garden/Lawn
  • Lot Size (Acres): 0.13
  • Lot Size (Sq. Ft.): 5,850
  • Lot Size Source: Estimated
  • Zoning: R2NC
  • Lot Description: Landscaping, Level, Rear Yard
  • Fencing (Description): Rear

Water Features

  • Navigable Water: Yes
  • Water Access: Yes
  • Water Access Desc: Canoe/Kayak, Fishing Allowed, Public Access
  • Water Front Type: Creek/Stream
  • Water Front Name: Back Creek/Severn River

Financial Considerations

  • Price Per Sq. Ft.: $596.8
  • Assessment Year: 2025
  • City/TownTax: $6,672
  • City/TownTax Freq: Annually
  • County Tax: $6,319
  • County Tax Freq: Annually
  • Tax w/Assessment: $992,633
  • Tax Amount: $12,991
  • Tax Year: 2024
  • Terms: Standard Sale

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 26

Meet the selling agent

Meet the selling agent
— 3 Chester Ave —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3 Chester Ave

School District:Anne Arundel County Public Schools
NameGradesDistance
Eastport Elementary School
420 Fifth Street, Annapolis, MD 21403
PK-50.4 mi
Annapolis Middle School
1399 Forest Drive, Annapolis, MD 21403
6-82.1 mi
Annapolis High School
2700 Riva Road, Annapolis, MD 21401
9-124.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3 Chester Ave

Date
Details
Price
Change
Source
2/12/2026
Sold
$1,660,000
-1.19%
MLS
1/02/2026
Price Reduced
$1,680,000
-2.89%
MLS
11/22/2025
Listed
$1,730,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Similar Properties near 3 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1836 Burley Ln, Annapolis, MD 21409 - Photo 1
$1,695,000

1836 Burley Ln  Annapolis, MD 21409

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,240
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Jacquelyn K Reinauer
310 Giddings Ave, Annapolis, MD 21401 - Photo 1
$1,750,000
Open House

310 Giddings Ave  Annapolis, MD 21401

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 4,326
    Sq. Ft.
Listed by Engel & Volkers Annapolis, Steven Knopf and Engel & Volkers Annapolis, Parker D Jones
3300 Shore Dr, Annapolis, MD 21403 - Photo 1
$1,650,000

3300 Shore Dr  Annapolis, MD 21403

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,798
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., John J Collins
394 North Dr, Severna Park, MD 21146 - Photo 1 Price Reduced
-$60,000 (-3.64%)
$1,590,000

394 North Dr  Severna Park, MD 21146

  • Single Family
  • Active
  • Updated 10 hours ago
  • 2
    Beds
  • 3
    Total Baths
  • 3,242
    Sq. Ft.
Listed by Synergy Realty, Kathleen A May

Just Listed near 3 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

342 Buena Vista Ave, Arnold, MD 21012 - Photo 1 Just Listed
$535,000
Open House

342 Buena Vista Ave  Arnold, MD 21012

  • Single Family
  • Active
  • Updated 12 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,468
    Sq. Ft.
Listed by Alonso Home Team (570) 768-1392
1467 Eagle Ct, Arnold, MD 21012 - Photo 1 Just Listed
$480,000

1467 Eagle Ct  Arnold, MD 21012

  • Townhouse
  • Active
  • Updated 2 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,181
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Shawn P McCarthy
1254 Dogwood Rd, Arnold, MD 21012 - Photo 1 Just Listed
$549,900

1254 Dogwood Rd  Arnold, MD 21012

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,804
    Sq. Ft.
Listed by Keller Williams Flagship, Barry L Hess
319 Alameda Pkwy, Arnold, MD 21012 - Photo 1 Just Listed
$399,000

319 Alameda Pkwy  Arnold, MD 21012

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,260
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, David Orso

Price Reduced near 3 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

1277 Ritchie Hwy, Arnold, MD 21012 - Photo 1 Price Reduced
-$5,000 (-3.03%)
$159,900

1277 Ritchie Hwy  #195  Arnold, MD 21012

  • Mobile Home
  • Active
  • Updated 7 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,296
    Sq. Ft.
Listed by Abr, Jim Rambo
394 Kings College Dr, Arnold, MD 21012 - Photo 1 Price Reduced
-$10,000 (-1.54%)
$639,000
Open House

394 Kings College Dr  Arnold, MD 21012

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,828
    Sq. Ft.
Listed by Engel & Volkers Annapolis, Vanessa Knight
903 Pine Trail, Arnold, MD 21012 - Photo 1 Price Reduced
-$50,000 (-5.03%)
$945,000

903 Pine Trail  Arnold, MD 21012

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 4,032
    Sq. Ft.
Listed by Keller Williams Flagship, William Smith
3300 Lancer Ct, Dunkirk, MD 20754 - Photo 1 Price Reduced
-$30,000 (-3.43%)
$845,000

3300 Lancer Ct  Dunkirk, MD 20754

  • Single Family
  • Active
  • Updated 3 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 5,216
    Sq. Ft.
Listed by CENTURY 21 New Millennium, Cheryl A Bare and CENTURY 21 New Millennium, Mallory Bare

Recent Sales near 3 Chester Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

541 Second St, Annapolis, MD 21403 - Photo 1 Sold
$1,470,000

541 Second St  Annapolis, MD 21403

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,341
    Sq. Ft.
Listed by Berkshire Hathaway HomeServices PenFed Realty, Betty W Jans
Sold by Long & Foster Real Estate, Inc., Jacquelyn K Reinauer
21 Chesapeake Landing, Annapolis, MD 21403 - Photo 1 Sold
$1,549,000

21 Chesapeake Landing  Annapolis, MD 21403

  • Townhouse
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,232
    Sq. Ft.
Listed by Long & Foster Real Estate, Inc., Stephanie M Snyder
Sold by Anne Harrington
48 Chesapeake Landing, Annapolis, MD 21403 - Photo 1 Sold
$1,499,000

48 Chesapeake Landing  Annapolis, MD 21403

  • Townhouse
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 2,180
    Sq. Ft.
Listed by Foraker Realty Co., Julia Grace Burchett
Sold by TTR Sotheby's International Realty, Sarah Greenlee Morse
215 Chester Ave, Annapolis, MD 21403 - Photo 1 Sold
$1,730,000

215 Chester Ave  Annapolis, MD 21403

  • Single Family
  • Closed
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,720
    Sq. Ft.
Listed by Janet Craig
Sold by TTR Sotheby's International Realty, Glenn M Sutton

3 Chester Avenue, Annapolis, MD 21403 (MLS# MDAA2131360) is a Single Family property that was sold at $1,660,000 on February 12, 2026. This property was sold by Tracy Cannon from our Annapolis Church Circle Office.Want to learn more about 3 Chester Avenue? Do you have questions about finding other Single Family real estate for sale in Annapolis? You can browse all Annapolis real estate or contact a Coldwell Banker agent to request more information.