1 Bedroom Apartments for Rent in Chestertown, NY (30 Rentals)

The Hamlet at Saratoga Springs

Bridgewater Apartments

The Paddocks of Saratoga

Skidmore Apartments

Enclave 50

Regency Park North

Carlton Hollow Senior Apartments

Park Place at Wilton, LLC

Perennial

Steeplechase at Malta

The Apartments at Congress Park Centre

Reserve at Saratoga Springs

Alexander House

district425

Glen Street Associates

Whispering Pines

422 Broadway - Residential

Robert Gardens North

Williamsburg Court

8 Phila St

1 Fon Clair St

77 Van Dam St
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 | $1,414 | $921 | $2,164 |
Chestertown 1 Bedroom Apartments | $1,729 | $995 | $2,690 |
Chestertown 2 Bedroom Apartments | $2,097 | $1,090 | $4,828 |
Chestertown 3 Bedroom Apartments | $2,443 | $1,225 | $3,982 |
Chestertown 4 Bedroom Apartments | $2,462 | $2,450 | $2,475 |
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Chestertown, NY Local Guide
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Largest Available Chestertown and Nearby 1 Bedroom Apartments
The largest available 1 Bedroom apartment unit in Chestertown, NY is found at Park Place at Wilton, LLC and is 1,135 square feet priced from $1,850. 246 West Ave in the Downtown Saratoga Springs neighborhood has the second largest 1 Bedroom, which is sized at 968 square feet and currently listed start at $2,150. Here is today’s list of the largest available 1 Bedroom units in Chestertown:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Park Place at Wilton, LLC | 1BD/1BA - Den | 1,135 Sq Ft | $1,850 |
246 West Ave | 1 BR 1 BA | 968 Sq Ft | $2,150 |
The Hamlet at Saratoga Springs | Sanford | 960 Sq Ft | $2,141 |
The Paddocks of Saratoga | The Whitney | 895 Sq Ft | $1,830 |
Bridgewater Apartments | One Bedroom | 825 Sq Ft | $1,245 |
Enclave 50 | One Bedroom With Detached Garage | 793 Sq Ft | $1,925 |
Winners Circle | Arrogate L2 | 760 Sq Ft | $1,754 |
Whispering Pines | 1 Bedroom with Studio | 700 Sq Ft | $1,270 |
Skidmore Apartments | Large 1 Bedroom | 700 Sq Ft | $1,458 |
Glen Street Associates | Water Tower Villiage S. Glen Falls | 650 Sq Ft | $1,025 |
Cheapest Available Chestertown and Nearby 1 Bedroom Apartments
As of April 11, 2025 the lowest priced 1 Bedroom apartment unit in Chestertown, NY is the Water Tower Villiage S. Glen Falls Model starting from $1,025 at Glen Street Associates . The second most affordable Chestertown 1 Bedroom is the One Bedroom Model at Bridgewater Apartments starting at $1,245 . The average price for all 1 Bedroom apartments in Chestertown is currently $1,729. Here is today’s list of the cheapest available 1 Bedroom options in Chestertown:
Apartment Listing | Model Name | Priced From |
---|---|---|
Glen Street Associates | Water Tower Villiage S. Glen Falls | $1,025 |
Bridgewater Apartments | One Bedroom | $1,245 |
Whispering Pines | 1 Bedroom with Studio | $1,270 |
Skidmore Apartments | Large 1 Bedroom | $1,458 |
Winners Circle | Alydar L2 | $1,574 |
The Ellsworth | A1 | $1,661 |
Enclave 50 | One Bedroom With Detached Garage | $1,825 |
The Paddocks of Saratoga | The Whitney | $1,830 |
The Hamlet at Saratoga Springs | Sanford | $2,141 |
246 West Ave | 1 BR 1 BA | $2,150 |
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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 1 Bedroom Chestertown Apartments
What is the Cheapest apartment in Chestertown with 1 Bedroom?
Currently the most affordable 1 Bedroom in Chestertown is at Glen Street Associates listed at $1,025.
How much is the average rent for a 1 Bedroom Chestertown Apartment?
The average rent for a 1 Bedroom Apartment in Chestertown is $1,729.
What is the largest available 1 Bedroom Chestertown Apartment for rent?
Today's apartment with the most square footage in Chestertown is a 1,135 square feet unit starting from $1,850 at Park Place at Wilton, LLC.
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.

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.

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.