315 Arcadia Rd
GoshenNY10924
Apartments for Rent in Chester, NY (104 Rentals) Page 2 of 3
12 Scotchtown Ave
GoshenNY10924
16 Boxwood Rd
GoshenNY10924
11 Hopkins Terrace
GoshenNY10924
12 Dickerson Pl
FloridaNY10921
43 Glenmere Homesites Rd
FloridaNY10921
20 Peddler Hill Rd
MonroeNY10950
5 Point O Pine
MonroeNY10950
649 Lakes Rd
MonroeNY10950
25 Gloria Trail
MonroeNY10950
3 Barnett Dr
MonroeNY10950
8 Lake Ave
MonroeNY10950
7 Owen Dr
MonroeNY10950
580 Lakes Rd
MonroeNY10950
256 Heritage Ln
MonroeNY10950
7 Knoll Ct
MonroeNY10950
20 Hawxhurst Rd
MonroeNY10950
5 Jane Ct
MonroeNY10950
80 Old Quaker Hill Rd
MonroeNY10950
82 Walton Terrace
MonroeNY10950
10 Roe Cir
MonroeNY10950
548 Lakes Rd
MonroeNY10950
41 Tanager Rd
Kiryas JoelNY10950
11 Lexington Hills Rd
HarrimanNY10926
7 Lexington Hills Rd
HarrimanNY10926
28 Lexington Hills Rd
HarrimanNY10926
17 Lexington Hills Rd
HarrimanNY10926
9 Conklin Ln
HarrimanNY10926
13 Amy Rd
WashingtonvilleNY10992
95 Upper Wisner Rd
WarwickNY10990
35 Helene Rd
WarwickNY10990
105 Center St
GoshenNY10924
6 Glenmere Ave, Unit 4
6 Glenmere Ave
FloridaNY10921
12 Lake Region Blvd
MonroeNY10950
60 Jeanibo Rd
MonroeNY10950
close
View Me
Studio to 2 Bedroom Apartments
18 Main St
18 Main StChester, NY 10918
close
View Me
1 Bedroom Apartments
211 Green Meadows Way
211 Green Meadows WayChester, NY 10918
close
View Me
Studio Apartments
98 Whitetail Run
98 Whitetail RunChester, NY 10918
close
View Me
2 Bedroom Apartments
29 N Main St
29 N Main StFlorida, NY 10921
close
View Me
1 Bedroom Apartments
34 Lakeview Dr
34 Lakeview DrMonroe, NY 10950
close
View Me
1 Bedroom Apartments
Jamps Estate
255 Cedar Cliff RdMonroe, NY 10950
close
View Me
1 to 2 Bedroom Apartments
Meadow Hills
44 High StChester, NY 10918
close
View Me
1 to 2 Bedroom Apartments
Academy Hill Apartments
11 Academy AveChester, NY 10918
close
View Me
1 Bedroom Apartments
Pine Hollow Commons
302 Pine Hollow WayChester, NY 10918
close
View Me
1 to 3 Bedroom Apartments
Green Meadows
313 Green Meadows WayChester, NY 10918
close
View Me
2 Bedroom Apartments
78 High St
78 High StChester, NY 10918
close
View Me
1 to 2 Bedroom Apartments
Brigham House Apartments
103-105 Country Club DrMaybrook, NY 12543
close
View Me
1 to 2 Bedroom Apartments
Middlecrest Crossing 55+ Senior Apartments
76 Uhlig RdMiddletown, NY 10940
close
View Me
1 to 3 Bedroom Apartments
The 211 Luxury Lofts
54-62 Linden AveMiddletown, NY 10940
close
View Me
1 to 3 Bedroom Apartments
Kensington Manor
1 Kensington MnrMiddletown, NY 10941
Showing Results 51-100, Page 2 of 3
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 |
|---|---|---|---|
| Chester 1 Bedroom Apartments | $1,950 | $515 | $2,909 |
| Chester 2 Bedroom Apartments | $2,360 | $1,143 | $3,556 |
| Chester 3 Bedroom Apartments | $2,546 | $1,453 | $3,131 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
How much does it cost to rent a home in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| 2 Bedroom Homes | $2,499 | $2,100 | $3,295 |
| 3 Bedroom Homes | $3,156 | $2,600 | $4,200 |
| 4 Bedroom Homes | $3,587 | $2,350 | $6,000 |
| 5 Bedroom Homes | $4,483 | $3,500 | $5,750 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chester
Explore Chester
Let everyone know!
Do you know the Chester area?
If you’re an expert on all things Chester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Chester
What is the current pricing and availability for apartments for rent in Chester, NY?
As of today, August 20, 2026, there are currently 104 available Chester apartments priced from $515 to $16,294, with an average monthly rent of $2,161.
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 $515 to $2,909 with an average monthly rent of $1,950.
What does renting a Two Bedroom Apartment in Chester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,143 to $3,556. Today's average rental price for Two Bedrooms here is $2,360.
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
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
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.