
Apartments for Rent in Chestertown, NY with Swimming Pool (12 Rentals)


The Hamlet at Saratoga Springs

Winner's circle

Bridgewater Apartments

The Paddocks of Saratoga

Regency Park North
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Park Place at Wilton, LLC

Carlton Hollow Senior Apartments

Whispering Pines

Large Affordable 3-Bed 3-Bath with Yard

Robert Gardens North

656 Locust Grove Rd
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.
Chestertown, NY Local Guide

How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,787 | $1,275 | $2,215 |
| Chestertown 1 Bedroom Apartments | $1,577 | $985 | $2,875 |
| Chestertown 2 Bedroom Apartments | $1,966 | $1,034 | $4,704 |
| Chestertown 3 Bedroom Apartments | $2,377 | $1,225 | $4,542 |
| Chestertown 4 Bedroom Apartments | $2,459 | $2,459 | $2,459 |
Browse Top Apartments in Chestertown
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Chestertown, NY Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestertown, NY Rentals by Map
See the most popular apartments and homes in Chestertown, NY
Frequently Asked Questions about Chestertown
What is the current price range for One Bedroom Chestertown Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestertown ranges from $985 to $2,875 with an average monthly rent of $1,577.
What does renting a Two Bedroom Apartment in Chestertown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,034 to $4,704. Today's average rental price for Two Bedrooms here is $1,966.
How expensive are Chestertown Three Bedroom Apartments?
There are currently 17 Three Bedroom Apartments listings available in Chestertown on ApartmentHomeLiving.com. The pricing ranges from $1,225 to $4,542 - averaging $2,377 for the location.
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 Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!