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Updated 5+ Days Ago
Highlights
Pet Friendly
Location
4 Chester Ave, Annapolis, MD 21403, USA|Annapolis
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Property Overview
Located in a high value-per-square-foot area, 4 Chester Ave offers an appealing mix of visual detail and nearby amenities, with 46 photos providing an easy preview of the home. Outdoor spaces add to its appeal, and nearby pet resources—including a pet hospital, dog park, and pet supply stores—support pet-friendly living.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
More space- Balcony
- Images Available
Great for
Pet owners
Amenities for 4 Chester Ave, Annapolis
Features
| Air Conditioning | Breakfast Bar |
| Central Air Conditioning | Deck |
| Dining Room | Granite Kitchen Counter |
| Hardwood Floor | Office |
| Open Floor Plan | Patio |
| Tenant Pays All Utilities | Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
| Refrigerator | Stainless Steel Appliances |
| Stove/Oven |
Community
| Cats OK | Dogs OK |
| No Smoking | Onsite Laundry |
Grounds
| Fenced Yard | Outdoor Space |
| Shed |
Other
| One Year Lease |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Allowed
Cat Policy
Allowed
Contact for more information on pet policy.
About 4 Chester Ave
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
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 4 Chester Ave compares to other nearby properties.
Positives
- More space
- The 3-bedroom is 1504 sqft larger than other listings nearby
- Balcony
- Easy access to the outdoors
- Images Available
- There are at least 10 photos of this property
- Laundry available on site
- Washers and dryers are available in-building
- Walk-in closet
- More closet space on average
Considerations
- Greater distance from high schools
- The nearest high school is farther than 4.6 miles away
Address details
| Neighborhood | Annapolis |
|---|---|
| Zip code | 21403 |
| Type | House for rent |
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3-bedroom apartments at 4 Chester Ave cost about 109% more than the average rent price for 3-bedroom apartments in Annapolis.
Median rents as of Oct 31 2026.
Annapolis
Annapolis
| Month | Median Rent |
|---|---|
| November 2024 | $2,965 |
| December 2024 | $3,099 |
| January 2025 | $3,050 |
| February 2025 | $2,998 |
| March 2025 | $3,180 |
| April 2025 | $3,071 |
| May 2025 | $3,002 |
| June 2025 | $3,072 |
| July 2025 | $2,985 |
| August 2025 | $2,873 |
| September 2025 | $2,880 |
| October 2025 | $2,984 |
| November 2025 | $2,981 |
| December 2025 | $3,081 |
| January 2026 | $3,032 |
| February 2026 | $2,982 |
| March 2026 | $2,960 |
| April 2026 | $3,305 |
| May 2026 | $3,249 |
| June 2026 | $3,218 |
| July 2026 | $3,047 |
| August 2026 | $3,130 |
| September 2026 | $3,180 |
| October 2026 | $3,076 |
| Month | Median Rent |
|---|---|
| November 2024 | $2,837 |
| December 2024 | $2,912 |
| January 2025 | $2,999 |
| February 2025 | $2,881 |
| March 2025 | $2,872 |
| April 2025 | $2,771 |
| May 2025 | $3,003 |
| June 2025 | $3,397 |
| July 2025 | $2,975 |
| August 2025 | $2,837 |
| September 2025 | $2,836 |
| October 2025 | $2,953 |
| November 2025 | $2,915 |
| December 2025 | $2,976 |
| January 2026 | $2,908 |
| February 2026 | $2,838 |
| March 2026 | $2,838 |
| April 2026 | $3,192 |
| May 2026 | $3,204 |
| June 2026 | $3,150 |
| July 2026 | $2,935 |
| August 2026 | $3,043 |
| September 2026 | $3,148 |
| October 2026 | $3,108 |
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 3 months ago | $6,795 |
Schools near 4 Chester Ave
Eastport Elementary School
420 5th ave
annapolis, MD, 21403
PK, K-5Public
C+
Phoenix Academy
1411 cedar park rd
annapolis, MD, 21401
1-12Public
C-
Monarch Academy - Annapolis
2000 capital dr
annapolis, MD, 21401
PK, K-5Public
B-
Central Special School
140 stepney ln
edgewater, MD, 21037
PK, K-12Public
AACPS Virtual Academy
241 peninsula farm rd
arnold, MD, 21012
3-12Public
Neighborhood
Annapolis | Annapolis, MD
Getting around Annapolis near 4 Chester Ave
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
1/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 4 Chester Ave, Annapolis
Groceries
5/10
Variety of groceries within a short drive
Shopping
6/10
Variety of shops within a short drive
Cafes
5/10
Variety of cafés within a short drive
Restaurants
7/10
Wide variety of restaurants within a short drive, including some within walking distance
Primary schools
8/10
At least one elementary school within a 10-minute walk
High schools
4/10
At least one high school within a 30-minute walk
Parks
5/10
Moderate amount of park space nearby
Nightlife
7/10
Wide variety of bars within a short drive, including some within walking distance
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