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Studio Apartments
Upper Shore Aging
402 Morgnec RdChestertown, MD 21620
Studio Apartments for Rent in Chestertown, MD (7 Rentals)
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Studio Apartments
425 High St
425 High StChestertown, MD 21620
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Rent Specials
$937 - $997Studio Apartments Available Now
The Greens Apartments and Townhomes
1207 Middleborough RdEssex, MD 21221
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
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Rent Specials
$1,108 - $1,323Studio Apartments Available Now
Hyde Park Apartments
1114 Tace DrEssex, MD 21221
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Rent Specials
$937 - $1,002Studio Apartments Available Now
Hartland Village Apartments
1103 Country Terrace RdEssex, MD 21221
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The Berkleigh
6221 Greenleigh AveBaltimore, MD 21220
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
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$1,255 - $1,431Studio Apartments Available Now
Annhurst (MD)
4600 Annhurst DrBelcamp, MD 21017
Showing Results 1-7, Page 1 of 1
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 | $1,081 | $937 | $1,255 |
| Chestertown 1 Bedroom Apartments | $1,626 | $765 | $2,356 |
| Chestertown 2 Bedroom Apartments | $1,767 | $950 | $2,991 |
| Chestertown 3 Bedroom Apartments | $2,021 | $1,050 | $2,924 |
| Chestertown 4 Bedroom Apartments | $2,185 | $1,979 | $2,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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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 Essex neighborhood and is 625 square feet priced from $1,108. Hartland Village Apartments has the second largest Studio, which is sized at 347 square feet and currently listed start at $937. 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 | $1,108 |
| Hartland Village Apartments | Studio | 347 Sq Ft | $937 |
| The Greens Apartments and Townhomes | Studio | 347 Sq Ft | $937 |
Cheapest Available Chestertown and Nearby Studio Apartments
As of September 20, 2026 the lowest priced Studio apartment unit in Chestertown, MD is the Studio Model starting from $937 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 $937 . The average price for all Studio apartments in Chestertown is currently $1,081. Here is today’s list of the cheapest available Studio options in Chestertown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Hartland Village Apartments | Studio | $937 |
| The Greens Apartments and Townhomes | Studio | $937 |
| Hyde Park Apartments | Studio 1 Bathroom | $1,108 |
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal 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 $937.
How much is the average rent for a Studio Chestertown Apartment?
The average rent for a Studio Apartment in Chestertown is $1,081.
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 $1,108 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 446 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
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
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.