Cheap Apartments for Rent in Chester, NY from $500 (40 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

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Country Manor Apartments
Rent Specials
$1,875 - $2,300
Total Monthly Price

Total Monthly Price

Base Rent
$1,875 - $2,300
Total Monthly Price
$1,875 - $2,300
1 to 2 Bedroom Apartments Available Now

Country Manor Apartments

700 Stratford LnMiddletown, NY 10940
Eco-Friendly
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  • Customer Reviewed
  • Utilities Included

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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Stevens Manor Apartments
Rent Specials
$1,925
Total Monthly Price

Total Monthly Price

Base Rent
$1,925
Total Monthly Price
$1,925
1 Bedroom Apartments Contact Us For Availability

Stevens Manor Apartments

644 Silver Lake Scotchtown RdMiddletown, NY 10941
Affordability
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  • 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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Brigham House Apartments
1 to 2 Bedroom Apartments

Brigham House Apartments

103-105 Country Club DrMaybrook, NY 12543
  • Utilities Included
property at 6 Glenmere Ave

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500
Total Monthly Price
$1,500

1 Bedroom, 1 Bath Home for Rent

Available Now

6 Glenmere Ave, Unit 4

6 Glenmere Ave
FloridaNY10921
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Kensington Manor
1 to 3 Bedroom Apartments

Kensington Manor

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

Cottage Suites

52-89 Cottage StMiddletown, NY 10940

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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Showing Results 1-40, Page 1 of 1

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 Devon Woods priced from $914. Hearthstone Apartments in the Glenview Hills At Florida neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,214. Here is today’s list of the most affordable Chester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Devon Woods2nd Fl 1br1BR,1BA$914
Hearthstone Apartments1 Bed / 1 Bath - 60%1BR,1BA$1,214
Crestwood Apartments1-Bedroom1BR,1BA$1,750
Rockwood Gardens Apartments1 Bed, 1 bath1BR,1BA$1,750
Knox Village1 Bedroom1BR,1BA$1,800
Sherwood Forest Garden Apartments1x11BR,1BA$1,825
Sutton Hill ApartmentsSutton Hill Type 42BR,1BA$1,850
Slatewood Apartments1 Bed1BR,1BA$1,850
Country Manor Apartments1BR/1.0BA1BR,1BA$1,875
Carriage Hill Apartments1BR/ 1BA Deluxe1BR,1BA$1,975

Best Value Apartments for Rent in Chester, NY

As of August 05, 2026 the best value apartment in the Chester area is the $2.12 price per square foot Westchester Model at Summit Terrace Luxury Apartments in the in the Brighton Green neighborhood starting from $2,500. The second greatest value Chester apartment is the 1BR/Den/1.5BA Model at The Regency Club starting at $2,400 with a $2.09 price per square foot in the Presidential Heights neighborhood. 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.
Summit Terrace Luxury ApartmentsWestchester2BR,2BA$2.12
The Regency Club1BR/Den/1.5BA1BR,1.5BA$2.09
Sherwood Forest Garden Apartments1x11BR,1BA$1.87
Woodbury GardensTwo Bedroom2BR,1BA$2.28
Carriage Hill Apartments1BR/ 1BA Deluxe1BR,1BA$2.27
Slatewood Apartments1 Bed1BR,1BA$2.39
Knox Village1 Bedroom1BR,1BA$2.37
Crestwood Apartments1-Bedroom1BR,1BA$2.37
Devon Woods1st Fl 1br1BR,1BA$1.47
Hearthstone Apartments1 Bed / 1 Bath - 60%1BR,1BA$2.02

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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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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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 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 $914 at Devon Woods.

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 $1,850 at Sutton Hill Apartments.

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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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.