1 Bedroom Apartments for Rent in Chestertown, NY (40 Rentals)

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 2 New St

2 New St

South Glens FallsNY12803
property at 101 King Rd

101 King Rd

Saratoga SpringsNY12866

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 77 Van Dam St

77 Van Dam St

Saratoga SpringsNY12866
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Schermerhorn - Queensbury
1 Bedroom Apartments

Schermerhorn - Queensbury

44 Willowbrook RdQueensbury, NY 12804
Senior Living
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23 Washington St
1 Bedroom Apartments

23 Washington St

23 Washington StRutland, VT 05701
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Alexander House
1 Bedroom Apartments

Alexander House

72 Union AveSaratoga Springs, NY 12866
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8 Phila St
1 Bedroom Apartments

8 Phila St

8 Phila StSaratoga Springs, NY 12866
Showing Results 1-40, Page 1 of 1

Chestertown, NY Local Guide

Largest Available Chestertown and Nearby 1 Bedroom Apartments

The largest available 1 Bedroom apartment unit in Chestertown, NY is found at Carlton Hollow Senior Apartments and is 990 square feet priced from $2,100. The Paddocks of Saratoga in the Downtown Saratoga Springs neighborhood has the second largest 1 Bedroom, which is sized at 895 square feet and currently listed start at $1,855. Here is today’s list of the largest available 1 Bedroom units in Chestertown:

Apartment ListingModel NameSquare FootagePriced From
Carlton Hollow Senior ApartmentsOne Bedroom990 Sq Ft$2,100
The Paddocks of SaratogaThe Whitney895 Sq Ft$1,855
246 West Ave1 BR 1 BA880 Sq Ft$1,699
Skidmore ApartmentsLarge 1 Bedroom700 Sq Ft$1,711
20 Grove Ave1 Bed 1 Bath600 Sq Ft$1,300
district4251 Bedroom - New Construction580 Sq Ft$1,295

Cheapest Available Chestertown and Nearby 1 Bedroom Apartments

As of June 12, 2025 the lowest priced 1 Bedroom apartment unit in Chestertown, NY is the 1 Bedroom - New Construction Model starting from $1,295 at district425 . The second most affordable Chestertown 1 Bedroom is the 1 Bed 1 Bath Model at 20 Grove Ave starting at $1,300 . The average price for all 1 Bedroom apartments in Chestertown is currently $1,805. Here is today’s list of the cheapest available 1 Bedroom options in Chestertown:

Apartment ListingModel NamePriced From
district4251 Bedroom - New Construction$1,295
20 Grove Ave1 Bed 1 Bath$1,300
246 West Ave1 BR 1 BA$1,699
Skidmore ApartmentsLarge 1 Bedroom$1,711
The Paddocks of SaratogaThe Whitney$1,855
Carlton Hollow Senior ApartmentsOne Bedroom$2,100

Quick Rent Budget Calculator

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestertown, NY Rentals by Map

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See the most popular apartments and homes in Chestertown, NY

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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

How much is the average rent for a 1 Bedroom Chestertown Apartment?

The average rent for a 1 Bedroom Apartment in Chestertown is $1,805.

What is the largest available 1 Bedroom Chestertown Apartment for rent?

Today's apartment with the most square footage in Chestertown is a 990 square feet unit starting from $2,100 at Carlton Hollow Senior Apartments.

What is the average size for Chestertown 1 Bedroom Apartments for rent?

The average size for a 1 Bedroom rental in Chestertown is currently 978 sq ft.

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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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.