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Luxury Apartments for Rent in Chester, NY

25 rentals

17m Monroe Street - Photo 1 of 1

2d ago

Our team has verified this company

Verified

17m Monroe Street, Monroe, NY 10950

Luxury | Balcony | In-unit laundry

4 beds

2 baths

$8,401

Apartment for rent

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Microwave
TV
Wi-Fi
45 Conklingtown Road - Photo 1 of 1

2d ago

Our team has verified this company

Verified

45 Conklingtown Road, Chester, NY 10918

Luxury | Balcony | Swimming pool

7 beds

5 baths

$6,915

Apartment for rent

Top amenities
Air Conditioning
In-Unit Laundry
Oven
Swimming Pool
TV
Wi-Fi
12 Railroad Avenue #FL2 - Photo 1 of 1

1d ago

Luxury apartment for rent in Chester

APARTMENT - Chester, NY

12 Railroad Avenue #FL2, Chester, NY 10918

Luxury | Walk-in closets | Garage parking

2 beds

1 bath

$2,200

Apartment for rent

Top amenities
Assigned Parking
Hardwood Floor
On-Site Laundry
Storage
169 Cedar Cliff Road - Photo 1 of 1

2d ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Colonial - Monroe, NY

169 Cedar Cliff Road, Monroe, NY 10950

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,200

House for rent

Top amenities
Carpet
Dishwasher
Fireplace
In-Unit Laundry
Swimming Pool
305 Tondo Circle - Photo 1 of 1

3d ago

Luxury apartment for rent in Harriman

APARTMENT - Harriman, NY

305 Tondo Circle, Harriman, NY 10926

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,650

Apartment for rent

Top amenities
In-Unit Laundry
33 Tanager Road #3301 - Photo 1 of 1

4d ago

Luxury condo for rent in Monroe

APARTMENT - Other - Monroe, NY

33 Tanager Road #3301, Monroe, NY 10950

Luxury | Swimming pool | Outdoor space

1 bed

1 bath

$1,950

Condo for rent

Nearby rental good for eco-living

$1,150

Monroe

Nearby rental good for pet owners

$8,401

Monroe

3603 Whispering Hills Drive - Photo 1 of 1

4d ago

Luxury condo for rent in Chester

CONDOS - Chester, NY

3603 Whispering Hills Drive, Chester, NY 10918

Luxury | Swimming pool | Furnished

2 beds

2 baths

$2,750

Condo for rent

Top amenities
Furnished
Swimming Pool
415 Tondo Circle - Photo 1 of 1

4d ago

Luxury apartment for rent in Harriman

APARTMENT - Harriman, NY

415 Tondo Circle, Harriman, NY 10926

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,450

Apartment for rent

Top amenities
Hardwood Floor
In-Unit Laundry
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3607 Whispering Hills Drive - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Chester

CONDOS - Chester, NY

3607 Whispering Hills Drive, Chester, NY 10918

Luxury | Swimming pool | Fitness center

2 beds

1 bath

$2,450

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
22 Lake Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Ranch - Monroe, NY

22 Lake Avenue, Monroe, NY 10950

Luxury | Air conditioning | Hardwood floor

3 beds

1 bath

$2,300

House for rent

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Find sweet deals near Chester

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

$1,850

Florida

$2,100

Harriman

$2,500

Monroe

$2,700

Highland Mills

24 Lake Avenue - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Colonial - Monroe, NY

24 Lake Avenue, Monroe, NY 10950

Luxury | Garage parking | On-site laundry

4 beds

2 baths

$3,100

House for rent

Top amenities
Hardwood Floor
On-Site Laundry
27 Sunny Lane - Photo 1 of 1

5d+ ago

Luxury house for rent in Highland Mills

SINGLE_FAMILY - Ranch - Highland Mills, NY

27 Sunny Lane, Highland Mills, NY 10930

Luxury

4 beds

1 bath

$2,600

House for rent

36 Swezey Place - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Cape Cod - Monroe, NY

36 Swezey Place, Monroe, NY 10950

Luxury | In-unit laundry

3 beds

1 bath

$3,200

House for rent

Top amenities
In-Unit Laundry
3917 Whispering Hills Drive - Photo 1 of 1

5d+ ago

Luxury condo for rent in Chester

CONDOS - Chester, NY

3917 Whispering Hills Drive, Chester, NY 10918

Luxury | Walk-in closets | Swimming pool

2 beds

1 bath

$2,600

Condo for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
Swimming Pool
Listings within 10 miles
81 South Street - Photo 1 of 1

31m ago

Luxury apartment for rent in Goshen

APARTMENT - Victorian - Goshen, NY

81 South Street, Goshen, NY 10924

Luxury | In-unit laundry | Hardwood floor

1 bed

1 bath

$1,850

Apartment for rent

Top amenities
In-Unit Laundry
20 Walker Street #1 - Photo 1 of 1

3d ago

Luxury apartment for rent in Goshen

APARTMENT - Contemporary, Modern - Goshen, NY

20 Walker Street #1, Goshen, NY 10924

Luxury | Swimming pool | Hardwood floor

1 bed

1 bath

$2,300

Apartment for rent

Top amenities
Swimming Pool
18 Fordham Lane - Photo 1 of 1

4d ago

Luxury house for rent in Highland Mills

SINGLE_FAMILY - Ranch - Highland Mills, NY

18 Fordham Lane, Highland Mills, NY 10930

Luxury | Hardwood floor | High ceilings

3 beds

3 baths

$4,500

House for rent

19 New Street - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Florida

APARTMENT - Colonial - Call Listing Agent, NY

19 New Street, Florida, NY 10921

Luxury | Roof deck | In-unit laundry

2 beds

1 bath

$1,850

Apartment for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
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27 Lexington Hills Road #5 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Harriman

CONDOS - Other - Harriman, NY

27 Lexington Hills Road #5, Harriman, NY 10926

Luxury | Balcony | Walk-in closets

2 beds

2 baths

$2,100

Condo for rent

Top amenities
In-Unit Laundry
Swimming Pool
7 Herbst Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Ranch - Monroe, NY

7 Herbst Drive, Monroe, NY 10950

Luxury | Outdoor space

3 beds

1 bath

$2,500

House for rent

172 County Road 105 - Photo 1 of 1

5d+ ago

Luxury house for rent in Highland Mills

SINGLE_FAMILY - Highland Mills, NY

172 County Road 105, Highland Mills, NY 10930

Luxury | In-unit laundry

3 beds

1 bath

$2,700

House for rent

Top amenities
In-Unit Laundry
12 Revere Road - Photo 1 of 1

5d+ ago

Luxury house for rent in Monroe

SINGLE_FAMILY - Ranch - Monroe, NY

12 Revere Road, Monroe, NY 10950

Luxury | Dishwasher

3 beds

3 baths

$2,900

House for rent

165 West Main Street #3 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Goshen

APARTMENT - Goshen, NY

165 West Main Street #3, Goshen, NY 10924

Luxury | Roof deck | In-unit laundry

1 bed

1 bath

$2,600

Apartment for rent

Top amenities
Dishwasher
In-Unit Laundry
165 West Main Street #2 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Goshen

APARTMENT - Goshen, NY

165 West Main Street #2, Goshen, NY 10924

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$2,600

Apartment for rent

Top amenities
In-Unit Laundry
165 West Main Street #1 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Goshen

APARTMENT - Goshen, NY

165 West Main Street #1, Goshen, NY 10924

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$2,600

Apartment for rent

Top amenities
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Chester > Chester Luxury Apartments For Rent
Updated: December 8, 2025

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Looking for luxury apartments in Chester, NY near you?

🔑Available apartment rentals25
💰Best rent deal33 Tanager Road #3301
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Chester, NY rent data, which covers average and median rents in Chester, NY.

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