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Chester, NY 23 Apartments for Rent with Pools

Finding apartments with a pool in Chester means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing you... Read Guide >
1 of 19
1507 Whispering Hills
1507 Whispering Hills Drive, Chester NY 10918
(845) 928-8000
$2,700
1 unit available
2 bed
Amenities
Granite counters, Garage, Recently renovated, Stainless steel, Gym, Pool + more
1 of 25
1816 Whispering Hills
1816 Whispering Hills Drive, Chester NY 10918
(845) 610-6065
$2,700
1 unit available
3 bed
Amenities
Patio / balcony, Garage, Gym, Pool, Playground, Basketball court + more
Results within 5 miles of Chester
1 of 14
169 Cedar Cliff Road
169 Cedar Cliff Road, Walton Park NY 10950
(845) 782-4646
$4,000
1 unit available
4 bed • 5 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Garage + more
1 of 15
33 Tanager Road
33 Tanager Road, South Blooming Grove NY 10950
(888) 276-0630
$1,950
1 unit available
1 bed
Amenities
Pool, Tennis court, Clubhouse, Microwave, and Refrigerator
1 of 33
24 Northgate
24 Northgate, Orange County NY 10924
(845) 610-6065
$6,000
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Garage + more
1 of 18
20 Walker Street
20 Walker Street, Goshen NY 10924
(845) 928-8000
$2,250
1 unit available
1 bed • 2 bed
Amenities
Hardwood floors, Dishwasher, Parking, Recently renovated, Stainless steel, and Pool
1 of 22
82 Country Club Drive
82 Country Club Drive, Florida NY 10921
(845) 928-8000
$2,700
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Stainless steel, Walk in closets, Pool + more
1 of 17
37 Tanager Road
37 Tanager Road, South Blooming Grove NY 10950
(845) 547-0005
$2,300
1 unit available
2 bed
Amenities
Patio / balcony, Dishwasher, Parking, Recently renovated, Pool, and Playground
Results within 10 miles of Chester
1 of 6
The Regency Club
1200 Regency Ct, Middletown NY 10940
(659) 251-8069
$1,650+
5 units available
1 bed • 2 bed
Amenities
On-site laundry, Pet friendly, 24hr maintenance, Gym, Pool, Playground + more
1 of 1
35 Nancy Court
35 Nancy Court, Monroe NY 10950
(845) 782-4646
$2,700
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Garage, Pool, Playground + more
1 of 17
20 Lexington Hill
20 Lexington Hills Road, Harriman NY 10926
(845) 610-6065
$2,500
1 unit available
2 bed
Amenities
In unit laundry, Hardwood floors, Recently renovated, Walk in closets, Pool, Fireplace + more
1 of 15
26 Linden Drive
26 Linden Drive, Woodbury NY 10930
(845) 721-2058
$3,000
1 unit available
2 bed
Amenities
Granite counters, Dishwasher, Garage, Recently renovated, Walk in closets, Pool + more
1 of 26
29 The Rise
29 The Rise, Warwick NY 10990
(845) 928-8000
$2,700
1 unit available
2 bed
Amenities
In unit laundry, Parking, Pool, Playground, Tennis court, and Carpet
1 of 35
11 Seeley Bull Street
11 Seeley Bull Street, Monroe NY 10950
(845) 610-6065
$3,500
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Garage + more
1 of 16
1 The Rise
1 The Rise, Warwick NY 10990
(845) 928-8000
$2,500
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Parking, Recently renovated, Pool, Ceiling fan + more
1 of 22
304 Old Mill Road
304 Old Mill Road, Orange County NY 10975
(845) 547-0005
$1,850
1 unit available
1 bed
Amenities
In unit laundry, Patio / balcony, Cats allowed, Garage, Pool, and Ceiling fan

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Frequently Asked Questions

What to keep in mind when looking for apartments with pools in Chester, NY

Finding apartments with a pool in Chester means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Chester could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.