1 Bedroom Apartments for Rent in Chestertown, NY (31 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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.

Read Article

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.

Read Article

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.

Read Article
close
View Me
Steeplechase at Malta
1 Bedroom Apartments

Steeplechase at Malta

2400 Steeplechase BlvdBallston Spa, NY 12020
  • Utilities Included
close
View Me
20 Grove Ave
1 Bedroom Apartments

20 Grove Ave

20 Grove AveGlens Falls, NY 12801
  • Utilities Included
close
View Me
Schermerhorn - Queensbury
1 Bedroom Apartments

Schermerhorn - Queensbury

44 Willowbrook RdQueensbury, NY 12804
Corporate Housing
  • Utilities Included
close
View Me
23 Washington St
1 Bedroom Apartments

23 Washington St

23 Washington StRutland, VT 05701
  • Utilities Included

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.

Read Article
close
View Me
Alexander House
1 Bedroom Apartments

Alexander House

72 Union AveSaratoga Springs, NY 12866
  • Utilities Included
close
View Me
8 Phila St
1 Bedroom Apartments

8 Phila St

8 Phila StSaratoga Springs, NY 12866
Showing Results 1-31, 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 $1,400. The Hamlet at Saratoga Springs in the Downtown Saratoga Springs neighborhood has the second largest 1 Bedroom, which is sized at 1,010 square feet and currently listed start at $2,039. 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$1,400
The Hamlet at Saratoga SpringsForego1,010 Sq Ft$2,039
Carlton Hollow Senior ApartmentsOne Bedroom990 Sq Ft$2,100
The Paddocks of SaratogaThe Whitney895 Sq Ft$1,880
246 West Ave1 BR 1 BA880 Sq Ft$1,699
Winner's circleBirdstone (A06)821 Sq Ft$1,857
Whispering Pines1 Bedroom (Section A)730 Sq Ft$1,330
Skidmore ApartmentsLarge 1 Bedroom700 Sq Ft$1,668
80 Main St1 Bed, 1 bath500 Sq Ft$1,390

Cheapest Available Chestertown and Nearby 1 Bedroom Apartments

As of November 14, 2025 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 1 Bedroom (Section A) Model at Whispering Pines starting at $1,330 . The average price for all 1 Bedroom apartments in Chestertown is currently $1,544. Here is today’s list of the cheapest available 1 Bedroom options in Chestertown:

Apartment ListingModel NamePriced From
The Landings at KingsburyB1$1,050
Whispering Pines1 Bedroom (Section A)$1,330
80 Main St1 Bed, 1 bath$1,390
Skidmore ApartmentsLarge 1 Bedroom$1,668
246 West Ave1 BR 1 BA$1,699
Winner's circleGallant Fox (A03)$1,831
The Paddocks of SaratogaThe Whitney$1,880
The Hamlet at Saratoga SpringsSanford$2,004
Carlton Hollow Senior ApartmentsOne Bedroom$2,100

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

Read Article
Decorative image

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

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.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

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

Explore Chestertown, NY Rentals by Map

Decorative image of map

See the most popular apartments and homes in Chestertown, NY

View Map
Chestertown, NY Apartments Map
View Map
Chestertown, NY Rental Homes Map

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

What is the Cheapest apartment in Chestertown with 1 Bedroom?

Currently the most affordable 1 Bedroom in Chestertown is at The Landings at Kingsbury listed at $1,050.

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

The average rent for a 1 Bedroom Apartment in Chestertown is $1,544.

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 $1,400 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 550 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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.