Luxury Apartments for Rent in Chestertown, NY (42 Rentals)

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The most luxurious Apartments in Chestertown with high-end amenities, features, and finishes.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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property at 128 Henry St

128 Henry St

Saratoga SpringsNY12866
property at 247 Maple Ave

247 Maple Ave

Saratoga SpringsNY12866
property at 77 Van Dam St

77 Van Dam St

Saratoga SpringsNY12866
property at 34 Ruggles Rd

34 Ruggles Rd

Saratoga SpringsNY12866
Showing Results 1-42, Page 1 of 1

Chestertown, NY Local Guide

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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 Chestertown

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 $995 to $3,010 with an average monthly rent of $1,750.

What does renting a Two Bedroom Apartment in Chestertown cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $1,090 to $5,004. Today's average rental price for Two Bedrooms here is $2,129.

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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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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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.