Cheap Apartments for Rent in Chester, NY from $500 (54 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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Stevens Manor Apartments
Rent Specials
$1,900 - $2,300
Total Monthly Price

Total Monthly Price

Base Rent
$1,900 - $2,300
Total Monthly Price
$1,900 - $2,300
1 to 2 Bedroom Apartments Available Now

Stevens Manor Apartments

644 Silver Lake Scotchtown RdMiddletown, NY 10941
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  • Utilities Included

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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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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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
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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

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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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 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
Sutton Hill ApartmentsSutton Hill Type 31BR,1BA$1,720
Rockwood Gardens Apartments1 Bed, 1 bath1BR,1BA$1,750
Slatewood Apartments1 Bed1BR,1BA$1,850
Carriage Hill Apartments1BR/ 1BA EXECUTIVE1BR,1BA$1,875
Imperial Gardens Apartment HomesOne Bedroom-772 sqft1BR,1BA$1,885
Stevens Manor Apartments1BR/1.0BA1BR,1BA$1,900
Stoneridge Manor Apartments2 Beds, 2 baths2BR,2BA$2,000
The Point at Sutton HillThe Point Type C1BR,1BA$2,030

Best Value Apartments for Rent in Chester, NY

As of June 20, 2026 the best value apartment in the Chester area is the $2.39 price per square foot B-2B2 3rd Floor Model at Southgate Middletown in the in the Middletown Goshen neighborhood starting from $3,000. The second greatest value Chester apartment is the Ridgebury Model at Sterling Parc at Middletown starting at $2,788 with a $2.26 price per square foot in the Middletown Goshen 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.
Southgate MiddletownB-2B2 3rd Floor2BR,2BA$2.39
Sterling Parc at MiddletownRidgebury2BR,2BA$2.26
Briarwood House Apartments2 BRM2BR,1BA$2.32
Lamplight Village Apartments2 Bedroom 1.5 Bath Townhouse2BR,1.5BA$2.45
Imperial Gardens Apartment HomesTwo Bedroom-916 sqft2BR,1BA$2.53
Slatewood Apartments1 Bed1BR,1BA$2.39
Brookside Garden Apartments1 bedroom 2nd floor1BR,1BA$2.59
Rockwood Gardens Apartments1 Bed, 1 bath1BR,1BA$2.46
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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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 $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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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.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.