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The average rent in Chester, as of June 2026, is up 12.03% compared to last month and up 41.53% year-over-year.
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All rentals
5d+ ago
Verified
5 beds
3 baths
$3,100
Apartment for rent
Available Apr 17
5h ago
Apartment for rent in Chester
28 Academy Ave #2, Chester, NY 10918
Storage
3 beds
1 bath
$2,695
Apartment for rent
5d+ ago
Condo for rent in Chester
2722 Whispering Hls, Chester, NY 10918
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,950
Condo for rent
5d+ ago
Condo for rent in Chester
1208 Whispering Hls, Chester, NY 10918
In-unit laundry | Garage parking | On-site laundry
2 beds
1.5 baths
$2,490
Condo for rent
5d+ ago
House for rent in Chester
66 Murray Dr, Chester, NY 10918
In-unit laundry | Furnished | Hardwood floor
4 beds
2 baths
$5,300
House for rent
5d+ ago
House for rent in Chester
20 Goshen Rd, Chester, NY 10918
In-unit laundry | Garage parking | Hardwood floor
4 beds
2.5 baths
$6,000
House for rent
5d+ ago
Apartment for rent in Chester
1 bed
1 bath
$1,750
Apartment for rent
5d+ ago
Apartment for rent in Chester
82 High St #5, Chester, NY 10918
In-unit laundry | Air conditioning | Carpet
2 beds
1 bath
$2,200
Apartment for rent
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5d+ ago
Condo for rent in Chester
2507 Whispering Hls, Chester, NY 10918
In-unit laundry | Air conditioning | Garage parking
2 beds
1.5 baths
$2,450
Condo for rent
Available Aug 1
9h ago
Verified
7 beds
4 baths
$10,732
$9,463
Price drop
Apartment for rent
In-Unit Laundry
Dishwasher
Outdoor Space
Garage Parking
9h ago
Verified
5 beds
4 baths
$16,182
$15,278
Price drop
Apartment for rent
5h ago
Condo for rent in Monroe
16 Tanager Rd #1606, Monroe, NY 10950
Carpet
1 bed
1 bath
$1,900
Condo for rent
2d ago
Condo for rent in Harriman
2 beds
2 baths
$2,500
Condo for rent
5d+ ago
House for rent in Monroe
15 Forshee St, Monroe, NY 10950
In-unit laundry | Central heat | Wheelchair accessible
2 beds
1 bath
$3,000
House for rent
5d+ ago
Townhouse for rent in Monroe
256 Heritage Ln, Monroe, NY 10950
In-unit laundry | Garage parking | On-site laundry
3 beds
2.5 baths
$3,300
House for rent
5d+ ago
House for rent in Monroe
6 beds
3 baths
$4,200
House for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
Condo for rent in Monroe
50 Bonney Ct #50, Monroe, NY 10950
In-unit laundry | On-site laundry | Hardwood floor
2 beds
2 baths
$2,900
Condo for rent
5d+ ago
Verified
4 beds
1.5 baths
$3,000
Apartment for rent
Available May 12
5h ago
Apartment for rent in Goshen
153 Greenwich Ave #301, Goshen, NY 10924
In-unit laundry | Air conditioning | Assigned parking
2 beds
1.5 baths
$2,850
Apartment for rent
2d ago
House for rent in Monroe
797 Forest Glen Rd, Monroe, NY 10950
In-unit laundry | Air conditioning | Ceiling fan
2 beds
1 bath
$2,500
House for rent
5d+ ago
Apartment for rent in Harriman
2 N Main St, Harriman, NY 10926
Hardwood floor | Microwave
3 beds
1 bath
$2,500
Apartment for rent
Available May 31
5d+ ago
Apartment for rent in Goshen
260 W Main St #16, Goshen, NY 10924
In-unit laundry | Furnished | Air conditioning
2 beds
2 baths
$3,795
Apartment for rent
5d+ ago
House for rent in Monroe
12 Utopian Trl, Monroe, NY 10950
In-unit laundry | Balcony | Fireplace
2 beds
1 bath
$2,150
House for rent
Available May 31
5d+ ago
Apartment for rent in Goshen
260 W Main St #2, Goshen, NY 10924
In-unit laundry | Air conditioning | Assigned parking
2 beds
2 baths
$3,195
Apartment for rent
5d+ ago
Apartment for rent in Goshen
1 bed
1 bath
$2,200
Apartment for rent
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9 rentals
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28 rentals
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Chester, NY, is appreciated for its scenic views and access to outdoor activities like hiking and fishing, making it a desirable spot for nature enthusiasts. Residents often mention the friendly atmosphere and the quiet, laid-back lifestyle that comes with living in a small town. While many enjoy the slower pace, some express concerns about limited shopping and dining options, which can make day-to-day life a bit inconvenient for renters. Overall, locals find it a pleasant place to live, particularly for those who value tranquility and natural surroundings.
Chester rental properties rarely include utilities as part of the rent package. Less than 1% of total listings include utilities in their monthly rent, with only occasional 1-bedroom and 3-bedroom units offering this arrangement.
Chester's rental market features primarily older architectural styles from the mid-20th century. Ranch-style homes dominate at 35% of properties, reflecting the post-World War II suburban development era of the 1950s and 1960s. Contemporary architecture represents 27% of the market, also emerging from the mid-20th century period.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 204 Pine Hollow Way |
| ✨Popular amenities | , , |
| 🧦In-unit laundry | |
| 🍽With dishwasher | |
| 🏠With photos |