Cheap Apartments for Rent in Chester, NY from $515 (61 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
property at 82 High St
$2,300

Total Monthly Price

Base Rent$2,300
Total Monthly Price$2,300
2 Bedroom, 1 Bath Condo for Rent
Available Now

82 High St, Unit 5

82 High St
ChesterNY10918

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

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
  • Verified
  • 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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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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property at 315 Bellvale Lakes Rd
$2,400

Total Monthly Price

Base Rent$2,400
Total Monthly Price$2,400
2 Bedroom, 1 Bath Home for Rent
Available Oct 15
Cost Per Sq.Ft.

315 Bellvale Lakes Rd

WarwickNY10990
property at 42 N Main St
$2,250 - $2,400
1 Bedroom Rentals
Available Now

42 N Main St

FloridaNY10921
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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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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 1-50, 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 Monroe Commons in the Estates of Briarcliff neighborhood priced from $783. 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
Monroe Commons1 Bed, 1 bath1BR, 1BA$783
Devon Woods2nd Fl 1br1BR, 1BA$914
Hearthstone Apartments1 Bed / 1 Bath - 60%1BR, 1BA$1,214
Sutton Hill ApartmentsSutton Hill Type 31BR, 1BA$1,740
Crestwood Apartments1-Bedroom1BR, 1BA$1,750
Rockwood Gardens Apartments1 Bed, 1 bath1BR, 1BA$1,750
Hawkins Apartments1 Bed, 1 bath1BR, 1BA$1,750
Knox Village1 Bedroom1BR, 1BA$1,800
Sherwood Forest Garden Apartments1x11BR, 1BA$1,825
Slatewood Apartments1 Bed1BR, 1BA$1,850

Best Value Apartments for Rent in Chester, NY

As of September 21, 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 Brighton Green neighborhood starting from $2,500. The second greatest value Chester apartment is the 1BR/Den/1.5BA Model at The Regency Club in the Presidential Heights neighborhood starting at $2,500 with a $2.18 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.
Summit Terrace Luxury ApartmentsWestchester2BR, 2BA$2.12
The Regency Club1BR/Den/1.5BA1BR, 1.5BA$2.18
Sherwood Forest Garden Apartments2x12BR, 1BA$2.07
Sterling Parc at MiddletownGlenmore1BR, 1.5BA$2.34
Hawkins Apartments1 Bed, 1 bath1BR, 1BA$2.26
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
Monroe Commons1 Bed, 1 bath1BR, 1BA$1.38

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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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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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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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 $783 at Monroe Commons.

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 $2,000 at Stoneridge Manor 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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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.