
3 Bedroom Apartments for Rent in Chestertown, NY (32 Rentals)


Winner's circle

The Hamlet at Saratoga Springs

The Springs

Skidmore Apartments

The Ellsworth

Bridgewater Apartments

Saratoga Market Center
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

Enclave 50

2 WEST

Regency Park North

Whispering Pines

Excelsior Park Apartments

South Glens Falls

Springwood Meadows Townhome Apartments

The Apartments at Congress Park Centre
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Robert Gardens North

11 Keyes St

32 Gooseneck Rd

120 Van Dam St

1 Laurie Ln

27 Holly Ln

29 Sunrise Ln

161 Excelsior Ave
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

12 Lakewood Dr

32 Jones Rd

201 Lake Ave

18 Granite St

Reserve at Saratoga Springs

The Estates at Ballston Spa

Schermerhorn - Hudson Falls Deer Run

14 Bowman St
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $1,800 | $1,200 | $2,441 |
| Chestertown 1 Bedroom Apartments | $1,829 | $869 | $3,215 |
| Chestertown 2 Bedroom Apartments | $2,351 | $1,050 | $4,688 |
| Chestertown 3 Bedroom Apartments | $2,859 | $1,275 | $5,139 |
| Chestertown 4 Bedroom Apartments | $2,529 | $2,509 | $2,550 |
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Chestertown, NY Local Guide
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Largest Available Chestertown and Nearby 3 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| South Glens Falls | Townhome Three Bedroom Two Half Bath | 1,500 Sq Ft | $1,900 |
| Whispering Pines | 3 Bedroom Townhouse | 1,145 Sq Ft | $1,875 |
Cheapest Available Chestertown and Nearby 3 Bedroom Apartments
As of June 11, 2026 the lowest priced 3 Bedroom apartment unit in Chestertown, NY is the Townhome Three Bedroom Two Bath Model starting from $1,775 at South Glens Falls . The second most affordable Chestertown 3 Bedroom is the 3 Bedroom Townhouse Model at Whispering Pines starting at $1,875 . The average price for all 3 Bedroom apartments in Chestertown is currently $2,859. Here is today’s list of the cheapest available 3 Bedroom options in Chestertown:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| South Glens Falls | Townhome Three Bedroom Two Bath | $1,775 |
| Whispering Pines | 3 Bedroom Townhouse | $1,875 |
| Springwood Meadows Townhome Apartments | 3 Bedroom Townhome | $2,375 |
Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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Pet Friendly Lifestyle
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Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about 3 Bedroom Chestertown Apartments
How much is the average rent for a 3 Bedroom Chestertown Apartment?
The average rent for a 3 Bedroom Apartment in Chestertown is $2,859.
What is the largest available 3 Bedroom Chestertown Apartment for rent?
Today's apartment with the most square footage in Chestertown is a 1,500 square feet unit starting from $1,900 at South Glens Falls.
What is the average size for Chestertown 3 Bedroom Apartments for rent?
The average size for a 3 Bedroom rental in Chestertown is currently 1,407 sq ft.
Expert Rental Resources
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.
Articles, How-To's, and Tips

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.