1 Bedroom Apartments for Rent in Chester, NY (51 Rentals)

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Meadow Hills
1 Bedroom Apartments

Meadow Hills

44 High StChester, NY 10918
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Pine Hollow Commons
1 Bedroom Apartments

Pine Hollow Commons

302 Pine Hollow WayChester, NY 10918
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Green Meadows
1 Bedroom Apartments

Green Meadows

313 Green Meadows WayChester, NY 10918

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.

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Stevens Manor Apartments
Rent Specials
$1,850
Total Monthly Price

Total Monthly Price

Base Rent
$1,650 - $2,150
Total Monthly Price
$1,650 - $2,150
1 Bedroom Apartments Available Now

Stevens Manor Apartments

644 Silver Lake Scotchtown RdMiddletown, NY 10941
Affordability
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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.

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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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The Park At Main
$2,375 - $2,400
Total Monthly Price

Total Monthly Price

Base Rent
$2,340 - $2,615
Required Monthly Fees
$35
Total Monthly Price
$2,375 - $2,650
1 Bedroom Apartments Available Now

The Park At Main

430 E Main StMiddletown, NY 10940
Luxury
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34 Lakeview Dr
1 Bedroom Apartments

34 Lakeview Dr

34 Lakeview DrMonroe, NY 10950
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Jamps Estate
1 Bedroom Apartments

Jamps Estate

255 Cedar Cliff RdMonroe, NY 10950
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Knox Village
1 Bedroom Apartments

Knox Village

835 Blooming Grove TpkeNew Windsor, NY 12553
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Chester, NY Local Guide

Largest Available Chester 1 Bedroom Apartments

The largest available 1 Bedroom apartment unit in Chester, NY is found at The Regency Club in the Presidential Heights neighborhood and is 1,148 square feet priced from $2,250. Sterling Parc at Middletown in the Middletown Goshen neighborhood has the second largest 1 Bedroom, which is sized at 966 square feet and currently listed start at $2,394. Here is today’s list of the largest available 1 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
The Regency Club1BR/Den/1.5BA1,148 Sq Ft$2,250
Sterling Parc at MiddletownGlenmore966 Sq Ft$2,394
The Park At MainD with den898 Sq Ft$2,375
Carriage Hill Apartments1BR/ 1BA Deluxe870 Sq Ft$1,950
Kensington ManorNew Construction869 Sq Ft$1,895
Briarwood House Apartments1 BRM850 Sq Ft$2,100
The Point at Sutton HillThe Point Type D843 Sq Ft$2,220
Northwoods ApartmentsNW Unit Type C828 Sq Ft$2,195
Woodbury GardensOne Bedroom806 Sq Ft$1,700

Cheapest Available Chester 1 Bedroom Apartments

As of February 22, 2026 the lowest priced 1 Bedroom apartment unit in Chester, NY is the LG1 Model starting from $495 at Liberty Green Apartments . The second most affordable Chester 1 Bedroom is the 2nd Fl 1br Model at Devon Woods starting at $914 . The average price for all 1 Bedroom apartments in Chester is currently $1,870. Here is today’s list of the cheapest available 1 Bedroom options in Chester:

Apartment ListingModel NamePriced From
Liberty Green ApartmentsLG1$495
Devon Woods2nd Fl 1br$914
Hearthstone Apartments1 Bed / 1 Bath - 50%$1,075
Knox Village1 Bedroom$1,555
Crestwood Apartments1-Bedroom$1,699
Woodbury GardensOne Bedroom$1,700
Sutton Hill ApartmentsSutton Hill Type 3$1,720
Idlewild Creek Apartments1 Bedroom 1 Bathroom$1,741
Brookside Garden Apartments1 bedroom 1st floor$1,750
Rockwood Gardens Apartments1 Bed, 1 bath$1,790

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.

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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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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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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.

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

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Frequently Asked Questions about 1 Bedroom Chester Apartments

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

The average rent for a 1 Bedroom Apartment in Chester is $1,870.

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

Today's apartment with the most square footage in Chester is a 1,148 square feet unit starting from $2,250 at The Regency Club.

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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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.