1 Bedroom Apartments for Rent in Chester, NY (53 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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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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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 24 Cromwell Hill Rd

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

1 Bedroom, 1 Bath Home for Rent

Available Now

24 Cromwell Hill Rd

MonroeNY10950
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Jamps Estate
1 Bedroom Apartments

Jamps Estate

255 Cedar Cliff RdMonroe, NY 10950
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34 Lakeview Dr
1 Bedroom Apartments

34 Lakeview Dr

34 Lakeview DrMonroe, NY 10950
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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 Southgate Middletown in the Middletown Goshen neighborhood and is 997 square feet priced from $2,475. Sterling Parc at Middletown has the second largest 1 Bedroom, which is sized at 966 square feet and currently listed start at $2,219. Here is today’s list of the largest available 1 Bedroom units in Chester:

Apartment ListingModel NameSquare FootagePriced From
Southgate MiddletownB-1BS 2nd floor997 Sq Ft$2,475
Sterling Parc at MiddletownGlenmore966 Sq Ft$2,219
The Park At MainD with den898 Sq Ft$2,375
Imperial Gardens Apartment HomesOne Bedroom w/ Den - 872 sqft872 Sq Ft$2,030
Carriage Hill Apartments1BR/ 1BA Deluxe870 Sq Ft$1,950
Kensington ManorNew Construction869 Sq Ft$1,995
Summit Terrace Luxury ApartmentsRockland859 Sq Ft$1,975
Briarwood House1 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

Cheapest Available Chester 1 Bedroom Apartments

As of April 08, 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 $1,834. 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$1,742
Brookside Garden Apartments1 bedroom 1st floor$1,750
Rockwood Gardens Apartments1 Bed, 1 bath$1,790

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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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:
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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 $1,834.

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

Today's apartment with the most square footage in Chester is a 997 square feet unit starting from $2,475 at Southgate Middletown.

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

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.