Apartments for Rent in Chestertown, MD (87 Rentals)

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property at 21324 Delaware Ave

21324 Delaware Ave

ChestertownMD21620
property at 425 High St

425 High St

ChestertownMD21620
property at 128 N Queen St

128 N Queen St

ChestertownMD21620
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Baywood Village
1 to 4 Bedroom Apartments

Baywood Village

23160-23165 Baywood CtChestertown, MD 21620
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200 N Queen St
1 to 3 Bedroom Apartments

200 N Queen St

200 N Queen StChestertown, MD 21620
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Upper Shore Aging
Studio Apartments

Upper Shore Aging

402 Morgnec RdChestertown, MD 21620
Senior Living
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121 Washington Ave
1 to 2 Bedroom Apartments

121 Washington Ave

121 Washington AveChestertown, MD 21620
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425 High St
Studio to 2 Bedroom Apartments

425 High St

425 High StChestertown, MD 21620
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187 Flatland Rd
1 Bedroom Apartments

187 Flatland Rd

187 Flatland RdChestertown, MD 21620
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321 Calvert St
1 Bedroom Apartments

321 Calvert St

321 Calvert StChestertown, MD 21620
Showing Results 1-50, Page 1 of 2

Chestertown, MD Local Guide

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

Explore Chestertown, MD Rentals by Map

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See the most popular apartments and homes in Chestertown, MD

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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 Chestertown

How much are Studio apartments in Chestertown?

There are currently 6 Studio Apartments in Chestertown with rent ranges from $875 to $1,125 with an average price of $1,003.

What is the current price range for One Bedroom Chestertown Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestertown ranges from $770 to $2,339 with an average monthly rent of $1,552.

What does renting a Two Bedroom Apartment in Chestertown cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,039 to $2,875. Today's average rental price for Two Bedrooms here is $1,858.

How expensive are Chestertown Three Bedroom Apartments?

There are currently 27 Three Bedroom Apartments listings available in Chestertown on ApartmentHomeLiving.com. The pricing ranges from $1,285 to $2,900 - averaging $1,905 for the location.

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.

decorative image for Battling the Butts: Your Guide to the Reality of Smoke-Free Renting article

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.

decorative image for Signing Your Apartment Lease: The Basics article

Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.