
Apartments for Rent in Chester, NY Under $2,000 with Swimming Pool (30 Rentals)


13 Jackson St

3102 Whispering Hills Dr

Southgate Middletown

Sutton Hill Apartments

Knox Village

Stevens Manor Apartments

Country Manor Apartments

Sherwood Forest Garden Apartments

Imperial Gardens Apartment Homes
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

Boulder Pointe Apartments

Lamplight Village Apartments

Harriman Woods Apartments

Woodbury Gardens

Carriage Hill Apartments

Brookside Garden Apartments

Idlewild Creek Apartments

Summit Terrace Luxury Apartments

Crestwood Apartments

Kensington Manor
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.

11 Farries Ave

253 Ridge Rd

21 N Main St

7 Goldman Rd

42 Woodland Cir S

105 Sarah Wells Trail

28 Tanager Rd

22 Peddler Hill Rd

17 Tanager Rd

85 E Main St
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.
Chester, NY Local Guide

How much does it cost to rent an apartment in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester Studio Apartments | $1,450 | $1,450 | $1,450 |
Chester 1 Bedroom Apartments | $1,995 | $594 | $3,885 |
Chester 2 Bedroom Apartments | $2,475 | $698 | $4,520 |
Chester 3 Bedroom Apartments | $2,753 | $2,600 | $3,026 |
Chester 4 Bedroom Apartments | $13,980 | $10,000 | $10,000+ |
Explore Chester
Chester, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
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Getting 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 Chester Apartments with Swimming Pool
How much is the average rent for Chester Apartments with Swimming Pool?
The average rent for a Apartment in Chester with Swimming Pool is $2,344.
What is the largest Chester Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chester is a 2,100 square feet unit starting from $1,695 at Kensington Manor.
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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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.