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Apartments for Rent in Chester, NY

All rentals

44 High St #333 - Photo 1 of 1

4d ago

Apartment for rent in Chester

Residential Lease, Chester, NY

44 High St #333, Chester, NY 10918

In-unit laundry | Air conditioning | High ceilings

1 bed

1.5 baths

$2,100

2110 Whispering Hls #197 - Photo 1 of 1

5d+ ago

Condo for rent in Chester

Residential Lease, Chester, NY

2110 Whispering Hls #197, Chester, NY 10918

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$3,000

44 High St #135 - Photo 1 of 1

5d+ ago

Apartment for rent in Chester

Residential Lease, Chester, NY

44 High St #135, Chester, NY 10918

In-unit laundry | Air conditioning | High ceilings

2 beds

2 baths

$2,300

105 Pine Hollow Way - Photo 1 of 1

5d+ ago

Apartment for rent in Chester

105 Pine Hollow Way, Chester, NY 10918

In-unit laundry | Air conditioning | On-site laundry

1 bed

1 bath

$1,750

3 Brookside Ave - Photo 1 of 1

5d+ ago

House for rent in Chester

Residential Lease, Chester, NY

3 Brookside Ave, Chester, NY 10918

In-unit laundry | Business center

3 beds

2.5 baths

$4,200

2507 Whispering Hls - Photo 1 of 1

5d+ ago

Condo for rent in Chester

Condominium, Condo,Townhouse - Chester, NY

2507 Whispering Hls, Chester, NY 10918

In-unit laundry | Air conditioning | Garage parking

2 beds

1.5 baths

$2,450

131 Evan Rd - Photo 1 of 1

3d ago

Condo for rent in Warwick

Residential Lease, Warwick, NY

131 Evan Rd, Warwick, NY 10990

In-unit laundry | Garage parking | On-site laundry

3 beds

2.5 baths

$2,700

5d+ ago

Townhouse for rent in Monroe

24 Barr Ln, Monroe, NY 10950

In-unit laundry | Garage parking | Walk-in closets

4 beds

2.5 baths

$3,990

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42 Merriewold Ln N - Photo 1 of 1

5d+ ago

House for rent in Monroe

Residential Lease, Monroe, NY

42 Merriewold Ln N, Monroe, NY 10950

Garage parking | Hardwood floor | Walk-in closets

4 beds

2.5 baths

$3,350

208 Elm St - Photo 1 of 1

5d+ ago

Apartment for rent in Monroe

Residential Lease, Monroe, NY

208 Elm St, Monroe, NY 10950

Assigned parking

3 beds

1 bath

$2,200

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Find rentals with popular amenities

High Ceilings

In-Unit Laundry

Air Conditioning

Dishwasher

5 Lexington Hl #1 - Photo 1 of 1

5d+ ago

Condo for rent in Harriman

Residential Lease, Harriman, NY

5 Lexington Hl #1, Harriman, NY 10926

In-unit laundry | On-site laundry | Walk-in closets

2 beds

2 baths

$2,400

279 Reservoir Rd #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Goshen

Residential Lease, Goshen, NY

279 Reservoir Rd #2, Goshen, NY 10924

2 beds

1 bath

$2,400

279 Reservoir Rd #1 - Photo 1 of 1

5d+ ago

Apartment for rent in Goshen

Residential Lease, Goshen, NY

279 Reservoir Rd #1, Goshen, NY 10924

In-unit laundry | Hardwood floor | Dishwasher

3 beds

1 bath

$2,600

1 Lexington Hl #8 - Photo 1 of 1

5d+ ago

Condo for rent in Harriman

$2,500 - 2 Bedroom 2 Bathroom Condo In Harriman With Great Amenities

1 Lexington Hl #8, Harriman, NY 10926

In-unit laundry | On-site laundry | Assigned parking

2 beds

2 baths

$2,500

317 Tondo Cir - Photo 1 of 1

5d+ ago

Apartment for rent in Harriman

Residential Lease, Harriman, NY

317 Tondo Cir, Harriman, NY 10926

In-unit laundry | Hardwood floor | Walk-in closets

2 beds

2 baths

$2,575

17 Brookside Rd - Photo 1 of 1

5d+ ago

House for rent in Monroe

Residential Lease, Monroe, NY

17 Brookside Rd, Monroe, NY 10950

In-unit laundry | Storage | Dishwasher

3 beds

2 baths

$2,850

Find sweet deals near Chester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,700

Warwick

$1,600

Florida

$1,600

Goshen

$2,400

Goshen

16 Stage Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Monroe

Residential Lease, Monroe, NY

16 Stage Rd, Monroe, NY 10950

2 beds

1 bath

$1,900

246 Orchard Dr - Photo 1 of 1

5d+ ago

House for rent in Monroe

Residential Lease, Monroe, NY

246 Orchard Dr, Monroe, NY 10950

Package service

2 beds

1 bath

$2,500

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14 Lexington Hl #2 - Photo 1 of 1

5d+ ago

Condo for rent in Harriman

Residential Lease, Harriman, NY

14 Lexington Hl #2, Harriman, NY 10926

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$2,400

$2,275

Price drop

Listings within 10 miles
38 Glenmere Ave #B - Photo 1 of 1

4d ago

House for rent in Florida

Residential Lease, Florida, NY

38 Glenmere Ave #B, Florida, NY 10921

Dishwasher | Outdoor space

1 bed

1 bath

$1,600

24 Ford Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Monroe

Residential Lease, Monroe, NY

24 Ford Ct, Monroe, NY 10950

In-unit laundry | Swimming pool | Walk-in closets

3 beds

2.5 baths

$3,800

81 South St - Photo 1 of 1

5d+ ago

Apartment for rent in Goshen

Residential Lease, Goshen, NY

81 South St, Goshen, NY 10924

Hardwood floor | Walk-in closets | Storage

1 bed

1 bath

$1,600

36 South St #6 - Photo 1 of 1

5d+ ago

Apartment for rent in Goshen

Residential Lease, Goshen, NY

36 South St #6, Goshen, NY 10924

In-unit laundry | Hardwood floor | High ceilings

3 beds

1 bath

$2,300

8 Apple Hill Dr - Photo 1 of 1

5d+ ago

House for rent in Highland Mills

Residential Lease, Central Valley, NY

8 Apple Hill Dr, Highland Mills, NY 10930

Garage parking | On-site laundry | Storage

4 beds

4.5 baths

$4,950

7 Parkway #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Goshen

Residential Lease, Goshen, NY

7 Parkway #2, Goshen, NY 10924

In-unit laundry | Hardwood floor | Ceiling fan

2 beds

1 bath

$2,850

Showing 1 - 25 of 25 results
Home > Apartments in Chester
Updated: October 7, 2026

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Chester, NY apartments for rent

Renting in Chester, NY at a glance

As of today, Chester's median rent price is $2,662 per month.

Median rent

$2,662

Rentals, last 30 days

20

Rent by unit type
SizeValueYoY
All bedrooms$2,662N/A
1 bedroom$2,150N/A
2 bedroom$2,650N/A
Not sure what you can afford? Try our rent calculator

Local insights: What it's like to live in Chester, NY

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.

Frequently asked questions

Are utilities usually included in rent in Chester, NY?

Based on our current listings, utilities-included rentals are extremely rare in Chester, appearing in under 1% of units. One-bedrooms show the highest rate at just 0.09% of listings.

Are most apartments in Chester, NY largely older buildings or new developments?

Based on Zumper's listings data, Chester's rental market is dominated by ranch-style homes, which make up 34.2% of all properties. These single-story homes with open floor plans and horizontal lines became popular in post-World War II America, reflecting the area's mid-20th century suburban development.

Methodology: How we got this data

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.

Looking for apartments in Chester, NY near you?

Chester, NY rental availability
🔑Available apartment rentals25
💰Best rent deal105 Pine Hollow Way
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos