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Apartments With Pool

Apartments for Rent in Chester, NY with Pools

4 rentals available

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Apartments With Pool

Last updated October 31, 2026 at 2:27 PM PDT

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4 Apartments with Pools in Chester, NY

Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Chester, NY?
Rental prices for apartments with pools in Chester, NY range from $1,600 to $7,250 per month.
How many apartments with pools are available for rent in Chester, NY?
Currently, there are 4 apartments with pools available for rent in Chester, NY.

Listings

2505 Whispering Hills Gallery 1

1 of 9

2505 Whispering Hills (opens in new tab)

2505 Whispering Hills Drive, Chester, NY 10918

$2,350/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

In unit laundry, Dishwasher, Garage, Recently renovated, Walk in closets, Gym + more

3318 Whispering Hills Gallery 1

1 of 3

3318 Whispering Hills (opens in new tab)

3318 Whispering Hills Drive, Chester, NY 10918

$2,500/moFees may apply12-mo lease

19 High Street Gallery 1

3102 Whispering Hills Gallery 1

1 of 6

3102 Whispering Hills (opens in new tab)

3102 Whispering Hills Drive, Chester, NY 10918

$1,600/mo

1 unit available

2 bed

Amenities

In unit laundry, Dishwasher, Garage, Recently renovated, Stainless steel, Gym + more

1 of 43

19 High Street (opens in new tab)

19 High Street, Chester, NY 10918

$7,250/moFees may apply12-mo lease

1 unit available

7 bed

Amenities

In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Parking, Stainless steel + more

Fees may apply

12-mo lease

1 unit available

1 bed

Amenities

In unit laundry, Granite counters, Dishwasher, Parking, Gym, Pool + more

More Rental Options

Amenities

Chester Apartments with Washer-Dryers (5)
Chester Pet Friendly Apartments (6)

Cities

Warwick Apartments with Pools (5)
Middletown Apartments with Pools (14)
Vernon Center Apartments with Pools (8)
Fair Lawn Apartments with Pools (18)
Ossining Apartments with Pools (16)
Paramus Apartments with Pools (6)

Counties

Orange County Apartments (361)

Colleges

Orange County Community College (52)

Best market deals

These units are the best deal in town.

3102 Whispering Hills 678

1 Bed • 1 Bath • 1316 sqft

Base monthly rent

$1,600+

Available

Now

8 Main Street 1

1 Bed • 1 Bath • 700 sqft

Base monthly rent

$1,600+

Available

Now

44 High Street 135

2 Beds • 2 Baths • 1072 sqft

Base monthly rent

$2,300+

Available

Now

2505 Whispering Hills 2 Bed

2 Beds • 2 Baths • 1072 sqft

Base monthly rent

$2,350+

Available

Now

3318 Whispering Hills 2 Bed

2 Beds • 2 Baths • 1086 sqft

Base monthly rent

$2,500+

Available

Now