Studio Apartments for Rent in Chestertown, MD (7 Rentals)

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Upper Shore Aging
Studio Apartments

Upper Shore Aging

402 Morgnec RdChestertown, MD 21620
Senior Living
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425 High St
Studio Apartments

425 High St

425 High StChestertown, MD 21620

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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The Berkleigh
$1,700 - $1,706
Total Monthly Price

Total Monthly Price

Base Rent
$1,706 - $2,855

Total Monthly Price
$1,706 - $2,855
Studio Apartments Available Now

The Berkleigh

6221 Greenleigh AveBaltimore, MD 21220
Corporate Housing
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Chestertown, MD Local Guide

Largest Available Chestertown and Nearby Studio Apartments

The largest available Studio apartment unit in Chestertown, MD is found at Hyde Park Apartments in the Essex neighborhood and is 625 square feet priced from $1,028. The Berkleigh in the Miramar Landing - Gibson/Taylor neighborhood has the second largest Studio, which is sized at 520 square feet and currently listed start at $1,706. Here is today’s list of the largest available Studio units in Chestertown:

Apartment ListingModel NameSquare FootagePriced From
Hyde Park ApartmentsStudio 1 Bathroom625 Sq Ft$1,028
The BerkleighStudio-S2-Bird520 Sq Ft$1,706
Hartland Village ApartmentsStudio347 Sq Ft$897

Cheapest Available Chestertown and Nearby Studio Apartments

As of August 06, 2026 the lowest priced Studio apartment unit in Chestertown, MD is the Studio Model starting from $897 at Hartland Village Apartments in the Essex neighborhood. The second most affordable Chestertown Studio is the Studio Model at The Greens Apartments and Townhomes starting at $897 . The average price for all Studio apartments in Chestertown is currently $1,149. Here is today’s list of the cheapest available Studio options in Chestertown:

Apartment ListingModel NamePriced From
Hartland Village ApartmentsStudio$897
The Greens Apartments and TownhomesStudio$897
Hyde Park ApartmentsStudio 1 Bathroom$1,058

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about Studio Chestertown Apartments

What is the Cheapest apartment in Chestertown with Studio?

Currently the most affordable Studio in Chestertown is at Hartland Village Apartments listed at $897.

How much is the average rent for a Studio Chestertown Apartment?

The average rent for a Studio Apartment in Chestertown is $1,149.

What is the largest available Studio Chestertown Apartment for rent?

Today's apartment with the most square footage in Chestertown is a 625 square feet unit starting from $1,028 at Hyde Park Apartments.

What is the average size for Chestertown Studio Apartments for rent?

The average size for a Studio rental in Chestertown is currently 492 sq ft.

Expert Rental Resources

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.

Articles, How-To's, and Tips

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.