3 Bedroom Apartments for Rent in Chestertown, MD (56 Rentals)

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200 N Queen St
3 Bedroom Apartments

200 N Queen St

200 N Queen StChestertown, MD 21620
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Baywood Village
3 Bedroom Apartments

Baywood Village

23160-23165 Baywood CtChestertown, MD 21620

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When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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Chestertown, MD Local Guide

Chestertown 3 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 15, 2025

There 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:

NeighborhoodAvailable UnitsMedian PriceMin Price
Coventry Farms1$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 The Enclave at Box Hill in the Harford Green neighborhood and is 1,780 square feet priced from $2,660. Foxridge Townhomes in the Hopewell Point neighborhood has the second largest 3 Bedroom, which is sized at 1,728 square feet and currently listed start at $1. Here is today’s list of the largest available 3 Bedroom units in Chestertown:

Apartment ListingModel NameSquare FootagePriced From
The Enclave at Box Hill3 Bed/2.5 Bath Townhome 2 Car Garage-P1,780 Sq Ft$2,660
Foxridge Townhomes3 Bedrooms 1 Bath1,728 Sq FtCall for Rates
The Berkleigh3 Bed 2 Bath-C1-Hawk1,577 Sq Ft$3,049
Aberdeen Proving Ground on Post HousingPatriot Village - Falls1,560 Sq Ft$2,125
Carriage Court Apartments3 bedroom 3 bathrooms1,450 Sq Ft$1,500
Arbors GreenleighGreystone1,448 Sq Ft$2,850
Kent Crossing Apartments3 Bedroom1,426 Sq Ft$1,900
Riverside3 Bedroom 2 Bath - B (RS2)1,376 Sq Ft$2,079
The Village at Slippery Hill IIC2 - Three Bedroom Townhome1,340 Sq Ft$799
ReNew BelcampDouglas1,208 Sq Ft$2,145

Cheapest Available Chestertown and Nearby 3 Bedroom Apartments

As of September 15, 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 3 bathrooms Model at Carriage Court Apartments starting at $1,500 in the Trimble Meadows neighborhood. The average price for all 3 Bedroom apartments in Chestertown is currently $2,024. Here is today’s list of the cheapest available 3 Bedroom options in Chestertown:

Apartment ListingModel NamePriced From
The Village at Slippery Hill IIC2 - Three Bedroom Townhome$799
Carriage Court Apartments3 bedroom 3 bathrooms$1,500
Harford Commons3 Bedroom$1,579
Kingston Townhomes3 Bedrooms 1 Bath$1,615
Foxridge Townhomes3 Bedrooms 1 Bath$1,658
Hopkins Point by OneWallThree Bedroom$1,855
Kent Crossing Apartments3 Bedroom$1,900
Aberdeen Proving Ground on Post HousingEdgewood - Morgan$1,950
Village Of Carrollwood3BR/1.5BA Townhome Gray$1,970
Riverside3 Bedroom 2 Bath - B$2,079

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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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 $2,024.

What is the largest available 3 Bedroom Chestertown Apartment for rent?

Today's apartment with the most square footage in Chestertown is a 1,780 square feet unit starting from $2,660 at The Enclave at Box Hill.

What is the average size for Chestertown 3 Bedroom Apartments for rent?

The average size for a 3 Bedroom rental in Chestertown is currently 1,685 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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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.