Cheap Apartments for Rent in Chestertown, NY from $900 (22 Rentals)

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Search the lowest-cost Apartments available for rent right now in Chestertown.

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Schermerhorn - Queensbury
1 to 2 Bedroom Apartments

Schermerhorn - Queensbury

44 Willowbrook RdQueensbury, NY 12804
Senior Living
  • Utilities Included
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38 West
2 Bedroom Apartments

38 West

38 West StFair Haven, VT 05743
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23 Washington St
1 Bedroom Apartments

23 Washington St

23 Washington StRutland, VT 05701
  • Utilities Included
Showing Results 1-22, Page 1 of 1

Chestertown, NY Local Guide

Cheapest Available Chestertown Apartments for Rent and Nearby

 

The cheapest available apartment rental in Chestertown, NY is a 1 Bed unit found at Glen Street Associates priced from $1,025. district425 has the second lowest priced unit, which is a Studio apartment currently listed from $1,075. Here is today’s list of the most affordable Chestertown apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Glen Street AssociatesWater Tower Villiage S. Glen Falls1BR,1BA$1,025
district4250BR/1.0BAStudio,1BA$1,075
Bridgewater ApartmentsOne Bedroom1BR,1BA$1,245
Whispering Pines1 Bedroom with Studio1BR,1BA$1,270
Williamsburg Court2 BEDROOM2BR,1BA$1,350

Best Value Apartments for Rent in Chestertown, NY and Nearby

As of April 02, 2025 the best value apartment in the Chestertown area is the $1.85 price per square foot Two Bedroom Two Bath Model at Carlton Hollow Senior Apartments in the starting from $2,295. The second greatest value Chestertown apartment is the Water Tower Villiage S. Glen Falls Model at Glen Street Associates starting at $1,025 with a $0.93 price per square foot . Here is today’s list of the best values for Chestertown apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Carlton Hollow Senior ApartmentsTwo Bedroom Two Bath2BR,2BA$1.85
Glen Street AssociatesWater Tower Villiage S. Glen Falls1BR,1BA$0.93
Park Place at Wilton, LLC2BD/1BA2BR,1BA$1.74
English Village ApartmentsPhase 22BR,1BA$1.72
The Estates at Ballston Spa2BR/1.0BA2BR,1BA$1.81
Williamsburg Court2 BEDROOM/ 1 DEN2BR,1BA$1.53
Bridgewater ApartmentsTwo Bedroom2BR,1BA$1.60
Whispering Pines2 Bedroom Townhouse2BR,1.5BA$1.92
35-53-79 Meadow Ln2 br / 1 ba2BR,1BA$1.71
district4250BR/1.0BAStudio ,1BA$1.34

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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 Cheap Chestertown Apartments

What is the Cheapest Studio apartment in Chestertown?

Currently the most affordable Cheap Studio Apartment in Chestertown is at Glen Street Associates listed at $1,025.

How much is rent for a Cheap One Bedroom Chestertown Apartment?

The lowest price for a Cheap One Bedroom Chestertown Apartment is $1,025 at Glen Street Associates.

What is the lowest price for a Cheap Two Bedroom Chestertown Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Chestertown is starting from $1,350 at Williamsburg Court.

What is the most affordable Chestertown Three Bedroom Apartment?

The best deal on a cheap Chestertown Three Bedroom Apartment rental is at Whispering Pines and starts from $1,855.

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.

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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.

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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.

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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.

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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.