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Studio Apartments for Rent in Chestertown, MD (6 Rentals)
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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 $938Studio Apartments Contact Us For Availability
Hyde Park Apartments
1114 Tace DrEssex, MD 21221
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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Rent Specials
from $869Studio Apartments Available Now
Hartland Village Apartments
1103 Country Terrace RdEssex, MD 21221
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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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 | $1,384 | $869 | $1,699 |
| Chestertown 1 Bedroom Apartments | $1,567 | $946 | $2,281 |
| Chestertown 2 Bedroom Apartments | $1,743 | $1,039 | $2,900 |
| Chestertown 3 Bedroom Apartments | $1,939 | $1,285 | $2,622 |
| Chestertown 4 Bedroom Apartments | $2,125 | $1,949 | $2,245 |
Browse Top Apartments in Chestertown
See all Apartments in ChestertownExplore Chestertown
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 The Berkleigh in the Miramar Landing - Gibson/Taylor neighborhood and is 520 square feet priced from $1,669. Hartland Village Apartments in the Hopewell Point neighborhood has the second largest Studio, which is sized at 347 square feet and currently listed start at $869. Here is today’s list of the largest available Studio units in Chestertown:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Berkleigh | Studio-S2-Bird | 520 Sq Ft | $1,669 |
| Hartland Village Apartments | Studio | 347 Sq Ft | $869 |
| The Greens Apartments and Townhomes | Studio | 347 Sq Ft | $940 |
Cheapest Available Chestertown and Nearby Studio Apartments
As of July 14, 2025 the lowest priced Studio apartment unit in Chestertown, MD is the Studio Model starting from $869 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 $1,384. Here is today’s list of the cheapest available Studio options in Chestertown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Hartland Village Apartments | Studio | $869 |
| The Greens Apartments and Townhomes | Studio | $940 |
| The Berkleigh | Studio-S2-Bird | $1,669 |
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Chestertown, MD Apartments MapChestertown, MD Rental Homes MapGetting 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 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 $869.
How much is the average rent for a Studio Chestertown Apartment?
The average rent for a Studio Apartment in Chestertown is $1,384.
What is the largest available Studio Chestertown Apartment for rent?
Today's apartment with the most square footage in Chestertown is a 520 square feet unit starting from $1,669 at The Berkleigh.
What is the average size for Chestertown Studio Apartments for rent?
The average size for a Studio rental in Chestertown is currently 485 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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.