
Luxury Apartments for Rent in Chestertown, NY (36 Rentals)
The most luxurious Apartments in Chestertown with high-end amenities, features, and finishes.


Townhomes at Woodlands Edge

Saratoga Market Center Residential

The Ellsworth

Winners Circle

The Estates at Ballston Spa

The Hamlet at Saratoga Springs

Skidmore Apartments

Park Place at Wilton, LLC

Perennial

422 Broadway - Residential

26 Rolling Green Dr

1 Cider Mill Way

247 Maple Ave

41 Eureka Ave

63 Fieldstone Dr

77 Van Dam St

595 Broadway

193 Potter Hill Rd

1158 NY-9P

525 Locust Grove Rd

161 Excelsior Ave

5 Loughberry Rd

983 VT-30

9 Muskett Dr

37 Northway Ct

60 Weibel Ave

2101 State Hwy 9N

19 Christina Ct

73 Van Dam St

9 Adirondack Memories Lane

99 West Mountain Road

13 Kasey Pass

4755 NY-50
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 | $1,489 | $852 | $2,030 |
Chestertown 1 Bedroom Apartments | $1,665 | $945 | $2,690 |
Chestertown 2 Bedroom Apartments | $2,065 | $1,040 | $4,838 |
Chestertown 3 Bedroom Apartments | $2,462 | $1,175 | $5,000 |
Chestertown 4 Bedroom Apartments | $2,667 | $2,667 | $2,667 |
Browse Top Apartments in Chestertown
See all Apartments in ChestertownExplore Chestertown
Chestertown, NY Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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
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 5 Studio Apartments in Chestertown with rent ranges from $852 to $2,030 with an average price of $1,489.
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 $945 to $2,690 with an average monthly rent of $1,665.
What does renting a Two Bedroom Apartment in Chestertown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,040 to $4,838. Today's average rental price for Two Bedrooms here is $2,065.
How expensive are Chestertown Three Bedroom Apartments?
There are currently 16 Three Bedroom Apartments listings available in Chestertown on ApartmentHomeLiving.com. The pricing ranges from $1,175 to $5,000 - averaging $2,462 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.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.

Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.