3 Chester Avenue Annapolis, MD $ 1,680,000
3 Chester Avenue
$ 1,680,000
Share Save

3 Chester Avenue

Annapolis, MD, 21403
$ 1,680,000
Bedrooms3 Baths3.0 Sq 2,815

Monthly Estimate*

$ 10,344

3 Chester Avenue, Annapolis, MD 21403 - Image 1
3 Chester Avenue, Annapolis, MD 21403 - Image 2
3 Chester Avenue, Annapolis, MD 21403 - Image 3
3 Chester Avenue, Annapolis, MD 21403 - Image 4
3 Chester Avenue, Annapolis, MD 21403 - Image 5
3 Chester Avenue, Annapolis, MD 21403 - Image 6
3 Chester Avenue, Annapolis, MD 21403 - Image 7
3 Chester Avenue, Annapolis, MD 21403 - Image 8
3 Chester Avenue, Annapolis, MD 21403 - Image 9
3 Chester Avenue, Annapolis, MD 21403 - Image 10
3 Chester Avenue, Annapolis, MD 21403 - Image 11
3 Chester Avenue, Annapolis, MD 21403 - Image 12
3 Chester Avenue, Annapolis, MD 21403 - Image 13
3 Chester Avenue, Annapolis, MD 21403 - Image 14
3 Chester Avenue, Annapolis, MD 21403 - Image 15
3 Chester Avenue, Annapolis, MD 21403 - Image 16
3 Chester Avenue, Annapolis, MD 21403 - Image 17
3 Chester Avenue, Annapolis, MD 21403 - Image 18
3 Chester Avenue, Annapolis, MD 21403 - Image 19
3 Chester Avenue, Annapolis, MD 21403 - Image 20
3 Chester Avenue, Annapolis, MD 21403 - Image 21
3 Chester Avenue, Annapolis, MD 21403 - Image 22
3 Chester Avenue, Annapolis, MD 21403 - Image 23
3 Chester Avenue, Annapolis, MD 21403 - Image 24
3 Chester Avenue, Annapolis, MD 21403 - Image 25
3 Chester Avenue, Annapolis, MD 21403 - Image 26
3 Chester Avenue, Annapolis, MD 21403 - Image 27
3 Chester Avenue, Annapolis, MD 21403 - Image 28
3 Chester Avenue, Annapolis, MD 21403 - Image 29
3 Chester Avenue, Annapolis, MD 21403 - Image 30
3 Chester Avenue, Annapolis, MD 21403 - Image 31
3 Chester Avenue, Annapolis, MD 21403 - Image 32
3 Chester Avenue, Annapolis, MD 21403 - Image 33
3 Chester Avenue, Annapolis, MD 21403 - Image 34
3 Chester Avenue, Annapolis, MD 21403 - Image 35
3 Chester Avenue, Annapolis, MD 21403 - Image 36
3 Chester Avenue, Annapolis, MD 21403 - Image 37
3 Chester Avenue, Annapolis, MD 21403 - Image 38
3 Chester Avenue, Annapolis, MD 21403 - Image 39
3 Chester Avenue, Annapolis, MD 21403 - Image 40
3 Chester Avenue, Annapolis, MD 21403 - Image 41
3 Chester Avenue, Annapolis, MD 21403 - Image 42
3 Chester Avenue, Annapolis, MD 21403 - Image 43
3 Chester Avenue, Annapolis, MD 21403 - Image 44
3 Chester Avenue, Annapolis, MD 21403 - Image 45
3 Chester Avenue, Annapolis, MD 21403 - Image 46
3 Chester Avenue, Annapolis, MD 21403 - Image 47
3 Chester Avenue, Annapolis, MD 21403 - Image 48
3 Chester Avenue, Annapolis, MD 21403 - Image 49
3 Chester Avenue, Annapolis, MD 21403 - Image 50
3 Chester Avenue, Annapolis, MD 21403 - Image 51
3 Chester Avenue, Annapolis, MD 21403 - Image 52

Single Family Home for sale in Annapolis, MD

for $1,680,000 with 3 bedrooms and 3 full baths. This 2,815 square foot home was built in 1952 on a lot size of 0.13.

Step into the heart of Eastport, where charm and convenience meet in this beautifully renovated Cape Cod. Just a short stroll from the waters 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 Baltimores Inner Harbor, St. Michaels, Oxford, and Solomons 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 its a lifestyle. Welcome to Eastport.

See more

Single Family Contingent

Price

$ 1,680,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 12,991

Style

Cape Cod

Lot Size

0.13

Year Built

1952

Town/City

Annapolis

County/Region

Anne Arundel

MLS | Web ID

MDAA2131360

Features
General
Living Area 2815
Sewer Public Sewer
Heating Forced Air Heat Pump(s) Zoned Baseboard - Electric
Cooling Central A/C Ceiling Fan(s) Zoned
Possession Settlement
Roof Shingle
Appliances Dishwasher Disposal Dryer Icemaker Microwave Refrigerator Washer Oven/Range - Electric Water Heater
Zoning R2NC
Patio/Porch Features Patio(s) Porch(es) Screened Roof Balcony
Architectural Style Cape Cod
Security Features Security System Smoke Detector
Construction Materials Combination
School District ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Year Built 1952
View Garden/Lawn
Levels 3.5
Tax Year 2024
Ownership Fee Simple
Cool Fuel Electric
Municipality Annapolis
Accessibility None
County ANNE ARUNDEL
New Construction N
Property Type Residential
HOA N
Subdivision Name EASTPORT
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade
Full Baths 3
Status ACTIVE UNDER CONTRACT
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 ANNAPOLIS
Body of Water Back Creek/Severn River
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 5850.00
Tax Annual Amount 12991.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 596.8
Acceptable Financing Cash Conventional
Additional Parcels Y/N N
Vacation Rental Y/N N
Standard Status Active Under Contract
Year Built Source Estimated
Tax Lot 26
See more
Interior
Interior Amenities 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
Heating Fuel Electric Oil
Basement Connecting Stairway Interior Access Unfinished Water Proofing System
Flooring Hardwood Carpet Ceramic Tile
Total Fireplaces 3
Fireplace Features Mantel(s) Screen
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2815
Half Baths 0
Central Air Y/N Y
Total Bedrooms 3
Main Level Bedrooms 0
Laundry Type Main Floor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
See more
Exterior
Exterior Amenities Exterior Lighting Extensive Hardscape
Pool No Pool
Fencing Rear
Parking Features Stone Driveway
Lot Features Landscaping Level Rear Yard
Water Source Public
Type of Parking Driveway On Street
Foundation Details Other
Water View Y/N N
Lot Size Acres 0.13
Water Body Type Creek
Lot Size Source Estimated
Waterfront Y/N N
Builder Model Charming Eastport Cape Cod
Water Access Features Canoe/Kayak Fishing Allowed Public Access
Land Assessed Value 486100.00
Navigable Water Y/N Y
Water Oriented Y/N Y
See more
Internal Only
Street Number 1 3
See more
* Excluded Features
List By
Keller Williams Select Realtors Of Annapolis

Broker

vicpascoe@kw.com

Email

Affordability Calculator

$11,427
Per Month
91%
9%
0%
Monthly Principal & Interest
$10,344
Monthly Property Taxes
$1,083
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3533405 Elementary School
3533185 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
1/2/2026$1,680,000 -2.89% Price Down
11/22/2025$1,730,000 Listed Price

Map


See all

3 Chester Avenue, Annapolis, MD, 21403 is a Single Family Home for sale at $1,680,000 with 2,815 sqft and a lot size of 0.13. 3 Chester Avenue has 3 bedrooms, 3.0 baths, and was built in 1952. The property's zip code is 21403 which is in Annapolis, MD