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$995 - $1,4151 to 3 Bedroom Apartments Contact Us For Availability
Robert Gardens North
115 Weeks RdQueensbury, NY 12804
Cheap Apartments for Rent in Chestertown, NY from $900 (25 Rentals)
Search the lowest-cost Apartments available for rent right now in Chestertown.
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$1,099 - $1,6691 to 3 Bedroom Apartments Contact Us For Availability
Reserve at Saratoga Springs
3 RobinSaratoga Springs, NY 12866
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$1,110 - $1,8551 to 3 Bedroom Apartments Available Now
Whispering Pines
100 Needle Park CircleQueensbury, NY 12804
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
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$1,162 - $2,709Studio to 4 Bedroom Apartments Available Now
Skidmore Apartments
86 Circular StSaratoga Springs, NY 12866
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$1,180 - $1,6501 to 3 Bedroom Apartments Available Now
Regency Park North
140 Cronin RdQueensbury, NY 12804
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$1,350 - $1,7001 to 2 Bedroom Apartments Available Sep 15
Williamsburg Court
150 Lincoln AveSaratoga Springs, NY 12866
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$1,350 - $1,7752 Bedroom Apartments Available Now
Glen Street Associates
79 Warren StGlens Falls, NY 12801
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$1,368 - $1,4882 Bedroom Apartments Available Nov 14
English Village Apartments
1 Jennifer DrGansevoort, NY 12831
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$1,370 - $1,8001 to 3 Bedroom Apartments Available Sep 17
Steeplechase at Malta
2400 Steeplechase BlvdBallston Spa, NY 12020
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$1,410 - $1,9202 to 3 Bedroom Apartments Available Now
Schermerhorn - South Glens Falls
284 Fort Edward RdSouth Glens Falls, NY 12803
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$1,429 - $2,386Studio to 3 Bedroom Apartments Available Now
The Ellsworth
2113 Ellsworth BlvdMalta, NY 12020
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.
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$1,600 - $1,7851 to 3 Bedroom Apartments Available Now
Bridgewater Apartments
110 Brookline RdBallston Spa, NY 12020
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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96 Walworth St
Saratoga SpringsNY12866
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208 Co Rd 46
Fort EdwardNY12828
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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Showing Results 1-25, Page 1 of 1
Chestertown, NY Local Guide
New York and pizza by La Piazza Pizzeria is licensed under CC BY 2.0
How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,617 | $1,162 | $2,254 |
| Chestertown 1 Bedroom Apartments | $1,774 | $995 | $2,914 |
| Chestertown 2 Bedroom Apartments | $2,101 | $1,090 | $4,659 |
| Chestertown 3 Bedroom Apartments | $2,551 | $1,225 | $4,607 |
| Chestertown 4 Bedroom Apartments | $2,500 | $2,500 | $2,500 |
Browse Top Apartments in Chestertown
See all Apartments in ChestertownExplore Chestertown
Chestertown, NY Local Guide
- Nearby Cities
- ZIP codes
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Cheapest Available Chestertown Apartments for Rent and Nearby
The cheapest available apartment rental in Chestertown, NY is a 1 Bed unit found at Regency Park North priced from $1,180. Whispering Pines has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,330. Here is today’s list of the most affordable Chestertown apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Regency Park North | 1 Bedroom | 1BR,1BA | $1,180 |
| Whispering Pines | 1 Bedroom (Section A) | 1BR,1BA | $1,330 |
| Glen Street Associates | Park Place | 2BR,1BA | $1,350 |
| 80 Main St | 1 Bed, 1 bath | 1BR,1BA | $1,390 |
| Schermerhorn - South Glens Falls | Townhome Two Bedroom One Bath | 2BR,1BA | $1,410 |
Best Value Apartments for Rent in Chestertown, NY and Nearby
As of September 06, 2025 the best value apartment in the Chestertown area is the $1.81 price per square foot 2BD/2BA - (W) Model at Park Place at Wilton, LLC in the starting from $2,100. The second greatest value Chestertown apartment is the Colonel John (B02) Model at Winner's circle starting at $2,154 with a $2.15 price per square foot . Here is today’s list of the best values for Chestertown apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Park Place at Wilton, LLC | 2BD/2BA - (W) | 2BR,2BA | $1.81 |
| Winner's circle | Colonel John (B02) | 2BR,1BA | $2.15 |
| McGregor Village | Two Bedroom | 2BR,1BA | $1.64 |
| Glen Street Associates | Warren St. Square | 2BR,1BA | $1.80 |
| Bridgewater Apartments | Two Bedroom | 2BR,1BA | $1.89 |
| Schermerhorn - South Glens Falls | Townhome Two Bedroom One Bath | 2BR,1BA | $1.57 |
| The Paddocks of Saratoga | The Whitney | 1BR,1BA | $2.07 |
| 246 West Ave | 1 BR 1 BA | 1BR,1BA | $1.93 |
| Regency Park North | 1 Bedroom | 1BR,1BA | $1.48 |
| Whispering Pines | 1 Bedroom (Section A) | 1BR,1BA | $1.82 |
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestertown, NY Rentals by Map
See the most popular apartments and homes in Chestertown, NY
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 The Ellsworth listed at $1,429.
How much is rent for a Cheap One Bedroom Chestertown Apartment?
The lowest price for a Cheap One Bedroom Chestertown Apartment is $1,180 at Regency Park North.
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 $1,315 at Regency Park North.
What is the most affordable Chestertown Three Bedroom Apartment?
The best deal on a cheap Chestertown Three Bedroom Apartment rental is at Regency Park North and starts from $1,600.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.