425 High St
ChestertownMD21620
Studio Apartments for Rent in Chestertown, MD (7 Rentals)
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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.
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Rent Specials
from $940Studio Apartments Available Now
The Greens Apartments and Townhomes
1207 Middleborough RdEssex, MD 21221
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Rent Specials
from $915Studio Apartments Available Now
Hartland Village Apartments
1103 Country Terrace RdEssex, MD 21221
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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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Chestertown, MD Local Guide
High Street in w:Chestertown, Maryland by Jennifer Schmidt is licensed under Internal
How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,207 | $915 | $1,650 |
| Chestertown 1 Bedroom Apartments | $1,554 | $946 | $2,209 |
| Chestertown 2 Bedroom Apartments | $1,723 | $1,080 | $2,875 |
| Chestertown 3 Bedroom Apartments | $1,940 | $1,285 | $2,597 |
| Chestertown 4 Bedroom Apartments | $2,164 | $1,964 | $2,245 |
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
- Chestertown Neighborhoods
- Nearby Cities
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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 $994. 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 $1,649. 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 | $994 |
| The Berkleigh | Studio-S2-Bird | 520 Sq Ft | $1,649 |
| Hartland Village Apartments | Studio | 347 Sq Ft | $915 |
Cheapest Available Chestertown and Nearby Studio Apartments
As of May 04, 2025 the lowest priced Studio apartment unit in Chestertown, MD is the Studio Model starting from $915 at Hartland Village Apartments in the Hopewell Point neighborhood. The second most affordable Chestertown Studio is the Studio Model at The Greens Apartments and Townhomes starting at $940 . The average price for all Studio apartments in Chestertown is currently $1,207. Here is today’s list of the cheapest available Studio options in Chestertown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Hartland Village Apartments | Studio | $915 |
| The Greens Apartments and Townhomes | Studio | $940 |
| Hyde Park Apartments | Studio 1 Bathroom | $994 |
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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 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 $915.
How much is the average rent for a Studio Chestertown Apartment?
The average rent for a Studio Apartment in Chestertown is $1,207.
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 $994 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 404 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.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.