Cheap Apartments for Rent in Chester, NY from $400 (60 Rentals)

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Search the lowest-cost Apartments available for rent right now in Chester.

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Meadow Hills
1 to 2 Bedroom Apartments

Meadow Hills

44 High StChester, NY 10918
  • Utilities Included

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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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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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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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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Brigham House Apartments
1 to 2 Bedroom Apartments

Brigham House Apartments

103-105 Country Club DrMaybrook, NY 12543
  • Utilities Included
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Knox Village
1 to 3 Bedroom Apartments

Knox Village

835 Blooming Grove TpkeNew Windsor, NY 12553
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Crestwood Apartments
Studio to 4 Bedroom Apartments

Crestwood Apartments

92 Fitzgerald DrMiddletown, NY 10940
  • Utilities Included
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Kensington Manor
1 to 3 Bedroom Apartments

Kensington Manor

1 Kensington MnrMiddletown, NY 10941
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Cottage Suites
Studio to 2 Bedroom Apartments

Cottage Suites

52-89 Cottage StMiddletown, NY 10940
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

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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Showing Results 1-50, Page 1 of 2

Chester, NY Local Guide

Cheapest Available Chester Apartments for Rent

 

The cheapest available apartment rental in Chester, NY is a 1 Bed unit found at Liberty Green Apartments priced from $495. Devon Woods has the second lowest priced unit, which is a 1 Bed apartment currently listed from $914. Here is today’s list of the most affordable Chester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Liberty Green ApartmentsLG11BR,1BA$495
Devon Woods2nd Fl 1br1BR,1BA$914
Hearthstone Apartments1 Bed / 1 Bath - 50%1BR,1BA$1,075
Knox Village1 Bedroom1BR,1BA$1,555
Sutton Hill ApartmentsSutton Hill Type 31BR,1BA$1,720
Idlewild Creek Apartments1 Bedroom 1 Bathroom1BR,1BA$1,742
Hawkins Apartments1 Bed, 1 bath1BR,1BA$1,750
Crestwood Apartments1-Bedroom1BR,1BA$1,750
Rockwood Gardens Apartments1 Bed, 1 bath1BR,1BA$1,750
Loosestrife Fields1 Bedroom 1 bath1BR,1BA$1,800

Best Value Apartments for Rent in Chester, NY

As of May 03, 2026 the best value apartment in the Chester area is the $2.16 price per square foot 2BR/2BA Model at The Regency Club in the in the Presidential Heights neighborhood starting from $2,550. The second greatest value Chester apartment is the Two Bedroom Model at Woodbury Gardens starting at $2,100 with a $2.28 price per square foot . Here is today’s list of the best values for Chester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Regency Club2BR/2BA2BR,2BA$2.16
Woodbury GardensTwo Bedroom2BR,1BA$2.28
Loosestrife Fields1 Bedroom 1 bath1BR,1BA$2.29
Lamplight Village Apartments1 bedroom 1st floor1BR,1BA$2.38
Hawkins Apartments1 Bed, 1 bath1BR,1BA$2.26
Knox Village1 Bedroom1BR,1BA$2.05
Crestwood Apartments1-Bedroom1BR,1BA$2.37
Liberty Green ApartmentsLG11BR,1BA$0.68
Devon Woods1st Fl 1br1BR,1BA$1.47
Hearthstone Apartments1 Bed / 1 Bath - 60%1BR,1BA$1.98

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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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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Location, Location, Location!

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Frequently Asked Questions about Cheap Chester Apartments

How much is rent for a Cheap One Bedroom Chester Apartment?

The lowest price for a Cheap One Bedroom Chester Apartment is $495 at Liberty Green Apartments.

What is the lowest price for a Cheap Two Bedroom Chester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Chester is starting from $1,810 at Knox Village.

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 A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.