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Cheap Apartments for Rent in Chester, NY from $500 (8 Rentals)
Search the lowest-cost Apartments available for rent right now in Chester.
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from $5941 to 2 Bedroom Apartments Contact Us For Availability
Middlecrest Crossing 55+ Senior Apartments
76 Uhlig RdMiddletown, NY 10940
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from $1,450Studio to 4 Bedroom Apartments Available Now
Crestwood Apartments
92 Fitzgerald DrMiddletown, NY 10940
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from $1,525Studio to 2 Bedroom Apartments Available Now
Stevens Manor Apartments
644 Silver Lake Scotchtown RdMiddletown, NY 10941
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from $1,5551 to 3 Bedroom Apartments Available Now
Knox Village
835 Blooming Grove TpkeNew Windsor, NY 12553
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from $1,5601 to 2 Bedroom Apartments Available Now
The Regency Club
1200 Regency CtMiddletown, NY 10940
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from $1,5801 to 2 Bedroom Apartments Available Now
Rockwood Gardens Apartments
51 Rockwood CirMiddletown, NY 10941
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Chester, NY Local Guide
Checkers by darronb is licensed under CC BY 2.0
How much does it cost to rent an apartment in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Chester Studio Apartments | $1,857 | $1,450 | $3,325 |
| Cheap Chester 1 Bedroom Apartments | $2,014 | $594 | $3,725 |
| Cheap Chester 2 Bedroom Apartments | $2,339 | $698 | $4,130 |
| Cheap Chester 3 Bedroom Apartments | $2,985 | $2,300 | $4,232 |
| Cheap Chester 4 Bedroom Apartments | $2,500 | $2,500 | $2,500 |
Browse Top Apartments in Chester
See all Apartments in ChesterExplore Chester
Chester, NY Local Guide
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Cheapest Available Chester Apartments for Rent
The cheapest available apartment rental in Chester, NY is a Studio unit found at Crestwood Apartments in the Downtown Middletown neighborhood priced from $1,450. Knox Village in the Grove at New Windsor neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,555. Here is today’s list of the most affordable Chester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Crestwood Apartments | Studio | Studio,1BA | $1,450 |
| Knox Village | 1 Bedroom | 1BR,1BA | $1,555 |
| The Regency Club | 1BR/Den/1.5BA | 1BR,1BA | $1,560 |
Best Value Apartments for Rent in Chester, NY
As of February 26, 2025 the best value apartment in the Chester area is the $2.21 price per square foot 2BR/2BA Model at The Regency Club in the in the Downtown Middletown neighborhood starting from $2,600. The second greatest value Chester apartment is the 2 Beds, 2 baths Model at Golf Links Apartments starting at $2,350 with a $2.06 price per square foot in the Downtown Middletown neighborhood. Here is today’s list of the best values for Chester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Regency Club | 2BR/2BA | 2BR,2BA | $2.21 |
| Golf Links Apartments | 2 Beds, 2 baths | 2BR,2BA | $2.06 |
| Kensington Manor | New Construction | 2BR,2BA | $1.90 |
| Sterling Parc at Middletown | Hampton | 2BR,2BA | $2.14 |
| Sherwood Forest Garden Apartments | 2x1 | 2BR,1BA | $1.98 |
| The Park At Main | C | 2BR,2BA | $2.25 |
| Rockwood Gardens Apartments | 2 Beds, 1 bath | 2BR,1BA | $2.36 |
| Woodbury Gardens | 2 Beds, 1 bath | 2BR,1BA | $2.28 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $2.26 |
| Knox Village | 1 Bedroom | 1BR,1BA | $2.05 |
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Walk Score®
29 / 100
Car-Dependent
Most errands require a car
Bike Score®
23 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Chester Apartments
What is the Cheapest Studio apartment in Chester?
Currently the most affordable Cheap Studio Apartment in Chester is at Crestwood Apartments listed at $1,450.
How much is rent for a Cheap One Bedroom Chester Apartment?
The lowest price for a Cheap One Bedroom Chester Apartment is $1,555 at Knox Village.
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.
What is the most affordable Chester Three Bedroom Apartment?
The best deal on a cheap Chester Three Bedroom Apartment rental is at Knox Village and starts from $2,200.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
What to Know About Fees and Fines When Renting
Written by: Trey Huguley
When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.
How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.
Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.