1 Bedroom Apartments for Rent in Chestertown, NY (49 Rentals)

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Genius Ideas and Studio Layout Tips That Maximize Every Square Inch

Transform your studio apartment layout and maximize storage. Get proven ideas from a 20-year property expert to make any small space stylish and functional.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Create a productive work-from-home apartment setup, even in a small space or studio. Discover layout ideas, desk solutions, and organization tips that actually work.

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13 Church St
$1,275 - $1,375
Total Monthly Price

Total Monthly Price

Base Rent
$1,275 - $1,375
Total Monthly Price
$1,275 - $1,375
1 Bedroom Apartments Available Now

13 Church St

13 Church StRutland, VT 05701
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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

$2,150 - $15,000

1 Bedroom Rentals

Available Now

77 Van Dam St

Saratoga SpringsNY12866

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

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Williamsburg Court
1 Bedroom Apartments

Williamsburg Court

150 Lincoln AveSaratoga Springs, NY 12866
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80 Main St
1 Bedroom Apartments

80 Main St

80 Main StQueensbury, NY 12804
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20 Grove Ave
1 Bedroom Apartments

20 Grove Ave

20 Grove AveGlens Falls, NY 12801
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14 Bowman St
1 Bedroom Apartments

14 Bowman St

14 Bowman StSaratoga Springs, NY 12866
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23 Washington St
1 Bedroom Apartments

23 Washington St

23 Washington StRutland, VT 05701
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Schermerhorn - Queensbury
1 Bedroom Apartments

Schermerhorn - Queensbury

44 Willowbrook RdQueensbury, NY 12804
Corporate Housing
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Alexander House
1 Bedroom Apartments

Alexander House

72 Union AveSaratoga Springs, NY 12866
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246 West Ave
1 Bedroom Apartments

246 West Ave

246 West AveSaratoga Springs, NY 12866
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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.

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8 Phila St
1 Bedroom Apartments

8 Phila St

8 Phila StSaratoga Springs, NY 12866
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Otterside Apartments
1 Bedroom Apartments

Otterside Apartments

39 Otterside Ct NMiddlebury, VT 05753
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Showing Results 1-49, 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 The Landings at Kingsbury and is 1,199 square feet priced from $1,250. Glen Street Associates has the second largest 1 Bedroom, which is sized at 1,100 square feet and currently listed start at $1,125. Here is today’s list of the largest available 1 Bedroom units in Chestertown:

Apartment ListingModel NameSquare FootagePriced From
The Landings at KingsburyF1,199 Sq Ft$1,250
Glen Street AssociatesWater Tower Villiage S. Glen Falls1,100 Sq Ft$1,125
District 4251BR/1.0BA1,009 Sq Ft$1,375
Carlton Hollow Senior ApartmentsOne Bedroom990 Sq Ft$2,005
2 WEST1G920 Sq Ft$2,320
The Paddocks of SaratogaThe Whitney895 Sq Ft$1,930
464 Maple Ave1 BDR840 Sq Ft$1,395
The EllsworthA02729 Sq Ft$1,880
Whispering Pines1 Bedroom with Den644 Sq Ft$1,310
13 Church St1 bedroom450 Sq Ft$1,275

Cheapest Available Chestertown and Nearby 1 Bedroom Apartments

As of June 11, 2026 the lowest priced 1 Bedroom apartment unit in Chestertown, NY is the B1 Model starting from $1,050 at The Landings at Kingsbury . The second most affordable Chestertown 1 Bedroom is the Water Tower Villiage S. Glen Falls Model at Glen Street Associates starting at $1,125 . The average price for all 1 Bedroom apartments in Chestertown is currently $1,829. Here is today’s list of the cheapest available 1 Bedroom options in Chestertown:

Apartment ListingModel NamePriced From
The Landings at KingsburyB1$1,050
Glen Street AssociatesWater Tower Villiage S. Glen Falls$1,125
Whispering Pines1 Bedroom (Section B)$1,230
13 Church St1 bedroom$1,275
District 4251BR/1.0BA$1,375
464 Maple Ave1 BDR$1,395
The EllsworthA02$1,880
The Paddocks of SaratogaThe Whitney$1,930
Carlton Hollow Senior ApartmentsOne Bedroom$2,005
2 WEST1G$2,320

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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Among cities in New York for Apartment listings with Pet Friendly Amenities.

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

Explore Chestertown, NY Rentals by Map

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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 $1,829.

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

Today's apartment with the most square footage in Chestertown is a 1,199 square feet unit starting from $1,250 at The Landings at Kingsbury.

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

The average size for a 1 Bedroom rental in Chestertown is currently 470 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

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Genius Ideas and Studio Layout Tips That Maximize Every Square Inch

Written by: Lauren Harrington

This article was written based on first-hand renter experiences and common layout challenges identified after move-in.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

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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.

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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.