
Apartments for Rent in Chestertown, NY with Swimming Pool (11 Rentals)


Winner's circle
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.

The Paddocks of Saratoga

Bridgewater Apartments

Park Place at Wilton, LLC

Carlton Hollow Senior Apartments

Regency Park North
The 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.

Steeplechase at Malta

Whispering Pines

Robert Gardens North

9 Muskett Dr
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 | $1,700 | $1,116 | $2,234 |
Chestertown 1 Bedroom Apartments | $1,779 | $985 | $2,894 |
Chestertown 2 Bedroom Apartments | $2,112 | $1,050 | $4,342 |
Chestertown 3 Bedroom Apartments | $2,497 | $1,225 | $4,607 |
Chestertown 4 Bedroom Apartments | $2,500 | $2,500 | $2,500 |
Browse Top Apartments in Chestertown
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Chestertown, NY Local Guide
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Chestertown, NY
Getting Around Chestertown, NY
Walk Score®
15 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
23 / 100
Somewhat Bikeable
Minimal 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 Chestertown
How much are Studio apartments in Chestertown?
There are currently 6 Studio Apartments in Chestertown with rent ranges from $1,185 to $2,234 with an average price of $2,117.
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 $2,894 with an average monthly rent of $1,779.
What does renting a Two Bedroom Apartment in Chestertown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,050 to $4,342. Today's average rental price for Two Bedrooms here is $2,112.
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 $4,607 - averaging $2,497 for the location.
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.

Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide
Written by: Amber Kanuckel
Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.

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

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.