
4 Chester Ave, Annapolis, MD 21403
What This House Offers
Immaculate three-bedroom, four-bathroom (three full baths and one half bath) single-family home with a fully fenced, hardscaped backyard in the heart of... Eastport, Annapolis.
The main level features a bright dining room, a well-appointed gourmet kitchen with granite countertops, stainless steel appliances, ample cabinet space, and a convenient half bath. A spacious family room provides plenty of room for relaxing, while a separate bonus room makes an ideal home office. A laundry room with a washer and dryer completes the interior. Step outside to an amazing fully fenced, hardscaped backyard and patio, complete with a storage shed and side access to the front of the home, creating the perfect outdoor space for entertaining or unwinding.
Upstairs, you'll find a massive primary suite with a sitting area, a large walk-in closet with built-in shelving, and a beautifully appointed en-suite bathroom. A second well-sized bedroom and a full hallway bathroom complete the upper level.
The finished lower level offers a spacious L-shaped recreation room that's perfect for a family room, playroom, or entertainment space. You'll also find a third bedroom with its own private en-suite bathroom, along with plenty of additional storage space.
Lawn care is included in the rent for added convenience.
Ideally located in the heart of Eastport, this home is just minutes from downtown Annapolis, the City Dock, the U.S. Naval Academy, marinas, waterfront parks, shopping, dining, and entertainment, with easy access to Routes 50 and 97.
Pet Information
Cat : Yes
Dog : Yes
Unit
- $6,795 / month
- 3 Beds
- 4 Baths
- 2808 sq. ft.
- Available Sep 1
Home Features
- Air Conditioning
- Dishwasher
- Refrigerator
4 Chester Ave is a single-family home for rent in Annapolis, MD
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
Cats Allowed
- Fee Not Specified
Dogs Allowed
- Fee Not Specified
Property Fee Disclaimer Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Annapolis, MD 21403
Area Scores
Walkability
Fairly walkable40 / 100
Transit
Minimal public transit10 / 100
Driveability
Very drivable80 / 100
Bikeability
Fairly bikeable50 / 100
Soundscore ™
Active77 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
Eastport Elementary School
Grades PK-5
Public
Annapolis Middle School
Grades 6-8
Public
St Mary Elementary School
Grades PK-8
Private
Annapolis High School
Grades 9-12
Public
St Marys High School
Grades 9-12
Private
Data provided by GreatSchools.org © 2026. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
United States Naval Academy
Drive: 6 min (2 mi)
Anne Arundel Community College
Drive: 16 min (8.7 mi)
Discover Eastport, Annapolis, MD
Shopping Centers
Shoppers will appreciate 4 Chester Ave proximity to Eastport Shopping Center, 47 Randall St, and 149 Main St. Eastport Shopping Center is 1.1 miles away, and 47 Randall St is within a 23 minute walk.
Parks and Recreation
Recreational activities near 4 Chester Ave are plentiful. Discover 5 parks within 2.5 miles, including Annapolis Maritime Museum, Chesapeake Bay Gateways Network, and William Paca House and Garden.
Airports
Living in Eastport provides easy access to Baltimore/Washington International Thurgood Marshall, located just 38 minutes from 4 Chester Ave. Another nearby airport is Ronald Reagan Washington Ntl, located 37.9 miles away.
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