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


425 High St

Hyde Park Apartments
Genius Ideas and Studio Layout Tips That Maximize Every Square Inch
Transform your studio apartment layout and maximize storage. Get proven ideas from a 20-year property expert to make any small space stylish and functional.

Hartland Village Apartments

The Greens Apartments and Townhomes

The Berkleigh
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Create a productive work-from-home apartment setup, even in a small space or studio. Discover layout ideas, desk solutions, and organization tips that actually work.

Annhurst (MD)
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 | $969 | $687 | $1,048 |
| Chestertown 1 Bedroom Apartments | $1,521 | $765 | $2,118 |
| Chestertown 2 Bedroom Apartments | $1,762 | $950 | $2,956 |
| Chestertown 3 Bedroom Apartments | $2,052 | $1,050 | $3,264 |
| Chestertown 4 Bedroom Apartments | $2,239 | $1,974 | $2,400 |
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Chestertown, MD Local Guide
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Largest Available Chestertown and Nearby Studio Apartments
The largest available Studio apartment unit in Chestertown, MD is found at Hyde Park Apartments in the Hopewell Point neighborhood and is 625 square feet priced from $988. Hartland Village Apartments has the second largest Studio, which is sized at 347 square feet and currently listed start at $852. Here is today’s list of the largest available Studio units in Chestertown:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Hyde Park Apartments | Studio 1 Bathroom | 625 Sq Ft | $988 |
| Hartland Village Apartments | Studio | 347 Sq Ft | $852 |
| The Greens Apartments and Townhomes | Studio | 347 Sq Ft | $687 |
Cheapest Available Chestertown and Nearby Studio Apartments
As of June 21, 2026 the lowest priced Studio apartment unit in Chestertown, MD is the Studio Model starting from $687 at The Greens Apartments and Townhomes in the Hopewell Point neighborhood. The second most affordable Chestertown Studio is the Studio Model at Hartland Village Apartments starting at $852 . The average price for all Studio apartments in Chestertown is currently $969. Here is today’s list of the cheapest available Studio options in Chestertown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| The Greens Apartments and Townhomes | Studio | $687 |
| Hartland Village Apartments | Studio | $852 |
| Hyde Park Apartments | Studio 1 Bathroom | $988 |
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 The Greens Apartments and Townhomes listed at $687.
How much is the average rent for a Studio Chestertown Apartment?
The average rent for a Studio Apartment in Chestertown is $969.
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 $988 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 532 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

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.

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

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.