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Middlecrest Crossing 55+ Senior Apartments
76 Uhlig RdMiddletown, NY 10940
Cheap Apartments for Rent in Chester, NY from $500 (3 Rentals)
Search the lowest-cost Apartments available for rent right now in Chester.
253 Ridge Rd
Camp Bell HallNY10916
55 Walton Terrace
MonroeNY10950
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
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Chester, NY Local Guide
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How much does it cost to rent an apartment in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chester Studio Apartments | $2,005 | $1,450 | $3,515 |
| Chester 1 Bedroom Apartments | $2,013 | $594 | $3,860 |
| Chester 2 Bedroom Apartments | $2,437 | $698 | $4,885 |
| Chester 3 Bedroom Apartments | $2,732 | $2,495 | $3,026 |
| Chester 4 Bedroom Apartments | $13,870 | $10,000 | $10,000+ |
Browse Top Apartments in Chester
See all Apartments in ChesterExplore Chester
Chester, NY Local Guide
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Best Value Apartments for Rent in Chester, NY and Nearby
As of April 24, 2025 the best value apartment in the Chester area is the $2.12 price per square foot 2BR/2BA Model at The Regency Club in the in the Downtown Middletown neighborhood starting from $2,500. The second greatest value Chester apartment is the C Model at The Park At Main starting at $2,425 with a $2.25 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 | $2.12 |
| The Park At Main | C | 2BR,2BA | $2.25 |
| Golf Links Apartments | 1 Bed, 1.5 baths | 1BR,1.5BA | $2.09 |
| Boulder Pointe Apartments | 2 Bedrooms | 2 Bathrooms | 2BR,2BA | $2.38 |
| Rockwood Gardens Apartments | 2 Beds, 1 bath | 2BR,1BA | $2.36 |
| Carriage Hill Apartments | 1BR/ 1BA Deluxe | 1BR,1BA | $2.24 |
| Kensington Manor | New Construction | 1BR,1BA | $2.18 |
| Summit Terrace Luxury Apartments | Rockland | 1BR,1BA | $2.30 |
| Slatewood Apartments | 1 Bed | 1BR,1BA | $2.26 |
| Knox Village | 1 Bedroom | 1BR,1BA | $2.05 |
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Chester, NY Apartments MapChester, NY Rental Homes MapGetting Around Chester, NY
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
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.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.