
Luxury Apartments for Rent in Chester, NY (42 Rentals)
The most luxurious Apartments in Chester with high-end amenities, features, and finishes.


1912 Whispering Hills Dr

62 Main St

3322 Whispering Hills Dr

The 211 Luxury Lofts

Kensington Manor

Lamplight Village Apartments

Imperial Gardens Apartment Homes

Summit Terrace Luxury Apartments
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Southgate Middletown

Boulder Pointe Apartments

The Point at Sutton Hill

The Regency Club

Sterling Parc at Middletown

Residences at West Hills Country Club

95 Glenmere Homesites Rd
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

2814 NY-94

19 Tanager Rd

1535 NY-208

63 Butler Dr

508 Continental Dr

36 Weathervane Way

9 Willard Pl

46 Midway Dr

1711 NY-17A

55 Barr Ln

255 Prospect Rd

150 Lakes Rd

3 Country Club Dr
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.

3 Shale Ln

1290 Lakes

37 St Georges Ave

111 Orchard St

7 Forestdale Ave

20 Hawxhurst Rd

55 Rolling Ridge Dr

146 S Church St

16 Fort Hill Rd

56 Benjamin Meadow Rd

11 Dorian Way
Chester, NY Local Guide

How much does it cost to rent an apartment in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester Luxury Studio Apartments | $1,737 | $1,450 | $1,900 |
Chester Luxury 1 Bedroom Apartments | $2,040 | $594 | $3,740 |
Chester Luxury 2 Bedroom Apartments | $2,414 | $698 | $4,366 |
Chester Luxury 3 Bedroom Apartments | $2,747 | $2,200 | $3,092 |
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Chester, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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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
How much are Studio apartments in Chester?
There are currently 3 Studio Apartments in Chester with rent ranges from $1,450 to $1,900 with an average price of $1,737.
What is the current price range for One Bedroom Chester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chester ranges from $594 to $3,740 with an average monthly rent of $2,040.
What does renting a Two Bedroom Apartment in Chester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $698 to $4,366. Today's average rental price for Two Bedrooms here is $2,414.
How expensive are Chester Three Bedroom Apartments?
There are currently 10 Three Bedroom Apartments listings available in Chester on ApartmentHomeLiving.com. The pricing ranges from $2,200 to $3,092 - averaging $2,747 for the location.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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.