
3 Bedroom Apartments for Rent in Chestertown, MD (47 Rentals)


312 Hilltop Ln

23193 Cedar Point Rd
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Verona at Middle River

Seven Oaks Townhomes

ReNew Belcamp

Hopkins Point by OneWall

Beacon Pointe Apartments and Townhomes

Aberdeen Proving Ground on Post Housing

The Berkleigh

Arbors Greenleigh

Village Of Carrollwood

Carriage Court Apartments

Holly Oaks

Kingston Townhomes

Winston's Choice Family Townhomes

1857 Simons Ct

1386 Harford Square Dr

1571 Charlestown Dr

1861 Sudlersville Rd

2167 Graythorn Rd

1543 Charlestown Dr

223 N Commerce St

3901 Cutty Sark Rd

18 Helmsman Ct

538 S Philadelphia Blvd

4827 Atlas Cedar Way

3200 Wilson Ave

519 Twinleaf Dr

2018 Silver Lane Rd

555 Roszel Way

29 Queen Mary Ct

1237 Astounding Ln

23H Queen Victoria Way

125 Rebel Rd
Chestertown, MD Local Guide

How much does it cost to rent an apartment in Chestertown?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestertown Studio Apartments | $1,231 | $850 | $1,699 |
Chestertown 1 Bedroom Apartments | $1,548 | $770 | $2,249 |
Chestertown 2 Bedroom Apartments | $1,785 | $1,079 | $2,875 |
Chestertown 3 Bedroom Apartments | $1,951 | $1,285 | $2,700 |
Chestertown 4 Bedroom Apartments | $2,164 | $1,964 | $2,245 |
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
- Chestertown Neighborhoods
- Nearby Cities
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Chestertown 3 Bedroom Apartment Units with Current Availability by Neighborhood
Availability Confirmed As of: April 26, 2025There are currently 1 available 3 Bedroom apartment units in Chestertown, MD neighborhoods that range in price from $1,900 to $2,000. Heres is today's list of the top neighborhoods in Chestertown with the most available 3 Bedroom apartments:
Neighborhood | Available Units | Median Price | Min Price |
---|---|---|---|
Coventry Farms | 1 | $1,900 | $1,900 |
Largest Available Chestertown and Nearby 3 Bedroom Apartments
The largest available 3 Bedroom apartment unit in Chestertown, MD is found at Aberdeen Proving Ground on Post Housing in the Greenway Farm neighborhood and is 1,560 square feet priced from $2,025. Arbors Greenleigh in the Miramar Landing - Gibson/Taylor neighborhood has the second largest 3 Bedroom, which is sized at 1,448 square feet and currently listed start at $2,700. Here is today’s list of the largest available 3 Bedroom units in Chestertown:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Aberdeen Proving Ground on Post Housing | Patriot Village - Falls | 1,560 Sq Ft | $2,025 |
Arbors Greenleigh | Greystone | 1,448 Sq Ft | $2,700 |
Kent Crossing Apartments | 3 Bedroom | 1,426 Sq Ft | $1,900 |
Riverside | 3 Bedroom 2 Bath - B (RS2) | 1,376 Sq Ft | $2,049 |
The Village at Slippery Hill II | C2 - Three Bedroom Townhome | 1,340 Sq Ft | $799 |
Holly Circle Townhouses | 3 Bedroom 1 Bath Townhouses Ready to Lease! | 1,200 Sq Ft | $1,650 |
Harford Commons | 3 Bedroom Townhome | 1,200 Sq Ft | $1,779 |
Village Of Carrollwood | 3BR/1.5BA Townhome Gray | 1,100 Sq Ft | $1,913 |
Hopkins Point by OneWall | Three Bedroom/Two Bath TH | 1,097 Sq Ft | $2,230 |
Cheapest Available Chestertown and Nearby 3 Bedroom Apartments
As of April 26, 2025 the lowest priced 3 Bedroom apartment unit in Chestertown, MD is the C2 - Three Bedroom Townhome Model starting from $799 at The Village at Slippery Hill II . The second most affordable Chestertown 3 Bedroom is the 3 Bedroom Model at Harford Commons starting at $1,459 in the Trimble Meadows neighborhood. The average price for all 3 Bedroom apartments in Chestertown is currently $1,951. Here is today’s list of the cheapest available 3 Bedroom options in Chestertown:
Apartment Listing | Model Name | Priced From |
---|---|---|
The Village at Slippery Hill II | C2 - Three Bedroom Townhome | $799 |
Harford Commons | 3 Bedroom | $1,459 |
Holly Circle Townhouses | 3 Bedroom 1 Bath Townhouses Ready to Lease! | $1,650 |
Hopkins Point by OneWall | Three Bedroom | $1,705 |
Kent Crossing Apartments | 3 Bedroom | $1,900 |
Aberdeen Proving Ground on Post Housing | Patriot Village - Freedom | $1,995 |
Riverside | 3 Bedroom 2 Bath - B | $2,049 |
Arbors Greenleigh | Greystone | $2,700 |
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Getting Around Chestertown, MD
Walk Score®
47 / 100
Car-Dependent
Most errands require a car
Bike Score®
55 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 3 Bedroom Chestertown Apartments
What is the Cheapest apartment in Chestertown with 3 Bedroom?
Currently the most affordable 3 Bedroom in Chestertown is at The Village at Slippery Hill II listed at $799.
How much is the average rent for a 3 Bedroom Chestertown Apartment?
The average rent for a 3 Bedroom Apartment in Chestertown is $1,951.
What is the largest available 3 Bedroom Chestertown Apartment for rent?
Today's apartment with the most square footage in Chestertown is a 1,560 square feet unit starting from $2,025 at Aberdeen Proving Ground on Post Housing.
What is the average size for Chestertown 3 Bedroom Apartments for rent?
The average size for a 3 Bedroom rental in Chestertown is currently 1,637 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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