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Apartments for Rent in Chester, NY

55 Rentals Available Nearby
  • a red brick house with a yard and trees
    8
    Today

    P.O.Box 4836, Middletown, NY 10941
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • A kitchen with wooden cabinets and a black stove top oven.
    Today

    4 Lark St, Washingtonville, NY 10992
    4 BEDS $3,200
  • a red building with a door and windows
    Today

    P.O. Box 4836, Middletown, NY 10941
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • A floor plan for apartment 201 at 8 Forester Avenue shows a living room, a kitchen, a bathroom, and a bedroom.
    Today

    PO Box 600, Warwick, NY 10990
    1 BED $1,750+
    2 BEDS $2,400
  • Two images of a building with the front and rear elevations labeled.
    Today

    PO Box 600, Warwick, NY 10990
    1 BED $1,950
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  • an image of an apartment building in the snow
    23
    Today

    28-38 Stoneridge Rd, Middletown, NY 10941
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • a living room with couches and chairs and ceiling fans
    41
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    Today

    201 Genung Street, Middletown, NY 10940
    1 BED $2,056+
    2 BEDS $2,171+
    3 BEDS $2,894+
  • a living room with a couch and a television
    40
    Today

    225 Berkman Dr, Middletown, NY 10941
    STUDIO Ask for Pricing
    1 BED $1,855+
    2 BEDS $2,095+
  • a living room with a table and chairs and a television
    9
    Today

    300 Northwoods Road, Middletown, NY 10940
    1 BED $2,195
    2 BEDS $2,405
  • a living room with a glass table
    18
    Today

    23 James P Kelly Way, Middletown, NY 10940
    1 BED $2,199+
    2 BEDS $2,476+
  • a picture of a parking lot with cars and a building
    17
    Today

    28 Fitzgerald Dr, Middletown, NY 10940
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
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  • a living room with a couch and chairs and a table
    29
    Today

    2 Underhill Road, Middletown, NY 10940
    1 BED $1,750+
    2 BEDS $2,030+
    3 BEDS Ask for Pricing
  • a red building with a door and windows
    Today

    39-43 North St, Middletown, NY 10940
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS $1,250
  • a living room with a couch and a table and a television
    Today

    194 Jersey Avenue, Greenwood Lake, NY 10925
    1 BED $1,500
    2 BEDS $3,000
  • the front of a brick building with a small tree in the grass
    Today

    664 Silverlake-Scotchtown Rd, Middletown, NY 10941
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
    700 BEDS Ask for Pricing
  • an empty kitchen and living room with a refrigerator and
    17
    Today

    P.O. Box 4836, Middletown, NY 10941
    2 BEDS Ask for Pricing
  • a living room with a couch and a table
    43
    Today

    1 Landmark Dr, Cornwall, NY 12518
    1 BED $1,854+
    2 BEDS $1,912+
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  • a kitchen and living room with a table and chairs
    15
    Today

    7 Lakeside Road, Newburgh, NY 12550
    1 BED Ask for Pricing
    2 BEDS $2,475+
  • a red brick building with a lawn in front of it
    5
    Today

    201 Ulster Ave, Walden, NY 12586
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • a red building with a door and windows
    9
    Today

    168-174 Wood Rd, Westtown, NY 10998
    STUDIO Ask for Pricing
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • Today

    126 Washington Road, West Point, NY 10996
    4 BEDS $3,762
  • an empty kitchen with black cabinets and a sink
    19
    Today

    176 Ramapo Road, Garnerville, NY 10923
    1 BED $2,295+
    2 BEDS Ask for Pricing
  • a living room with a glass table and a couch and a tv
    26
    Today

    200 Fort Hill Road, Peekskill, NY 10566
    STUDIO $2,275+
    1 BED $2,775
    2 BEDS $3,595+
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Chester, NY rent trends

Rental prices in Chester, NY have increased by 0.29% over the past year. The average rent moved from $1,727 to $1,732.

Check out the average rent prices in Chester by neighborhood.

Compared to the national average rent of $1,743, the average rent in Chester, NY is $1,732.

Average rent in Chester, NY

$1,732/mo Chester, NY average rental price, October 2025
Image Average Rent

The average monthly rent of apartments in Chester, NY is $1,732.

    What's the typical rent budget in Chester, NY?

    Around 15% of Hudson Valley’s apartments are in the $2,001-$2,500 price range. 85% of apartments are priced between $1,501-$2,000.

    The largest share of rentals in Chester, NY (85%) fall between $1,501-$2,000 per month. This suggests that most people succesfully find suitable apartments within this price.

    Getting around in Chester, NY

    51 /100
    Somewhat Walkable
    19 /100
    Somewhat Bikeable
    Walk Score®: 51, Bike Score®: 19

    Frequently asked questions

    When were prices and availability in Chester, NY last updated?

    Prices and availability in Chester, NY were last updated on 19 Nov 2025.

    What is the average rent in Chester, NY?

    The average rent in Chester, NY is $1,726.

    What type of rental buildings are in Chester, NY?

    In Chester, 47% of the residents are renting compared to 53% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent none of Chester’s rentals, 84% are small-scale complexes with under 50 units, and 16% are single-family rentals.

    What do typical apartment communities look like in Chester, NY?

    The average age of rental buildings in Chester is 30 years old, with 55% being newer apartment buildings completed since 2000. The average height of apartment buildings in the city is 3 stories, of which all are garden-style apartment communities, none are mid-sized buildings, and none are high-rises. These characteristics describe large-scale apartment communities of 50 apartments or more.

    What apartment floorplans are common in Chester, NY?

    Rental apartments in Chester come in a range of sizes and floorplans. Studio apartments represent 0% of units for rent, ideal for singles, renters on a budget and people who value central locations more than space. Rentals with 1-bedroom floorplans make up 67% of the total apartments in the city, while 2-bedroom floorplans represent around 33% of all rentals in Chester. The rest are larger floorplans with 3 bedrooms or more, typically preferred by families, larger households or roommates sharing space.

    Living in Chester, NY

    Chester, located in Orange County, New York, is strategically positioned roughly 60 miles northwest of New York City and a similar distance from Albany, making it a convenient point between two major urban centers. The area's economy benefits significantly from the presence of local manufacturing and service industries, attracting a steady flow of renters and workers. Chester is home to scenic parks such as Goosepond Mountain State Park, which offers extensive trails and stunning views for hiking and equestrian activities. The town also boasts a lively arts scene with numerous local galleries and artisan shops, as well as historical attractions like the 1915 Erie Station Museum. The diverse neighborhoods range from historic homes to more modern developments, catering to a variety of tastes and preferences. Local cuisine in Chester features an array of dining options, from traditional American eateries to international cuisines, providing residents and visitors with multiple dining choices. Chester Union Free School District serves the area, noted for its strong educational programs and community involvement.

    Renting in Chester, NY

    Chester offers a variety of rental options, from single-family homes to apartment complexes, suited for different lifestyles and preferences. The architectural styles in Chester reflect its rich history, with a mix of Victorian homes, mid-century modern apartments, and contemporary housing developments. The downtown area, close to cultural institutions like the Chester Historical Society, attracts those interested in history and arts, while the outskirts offer more spacious rental properties suitable for families. Rental properties near Walton Lake are particularly attractive for those who appreciate outdoor activities and natural surroundings. The area’s real estate market caters to a range of demographics, including young professionals, small families, and retirees.

    Things for renting

    Shopping in Chester, NY

    Chester's shopping scene offers a mix of convenience and specialty shopping. The Chester Mall is the main shopping center, housing a variety of stores, from national retail chains to local businesses. In downtown Chester, shoppers can explore unique boutiques and artisan shops offering everything from handmade jewelry to custom furniture. Common grocery stores in Chester include ShopRite and Price Chopper, along with smaller local markets that provide a selection of everyday necessities and gourmet products. Notable local retail brands include Chester Crafts & Collectibles and The Rustic Wheelhouse, specializing in crafted goods and specialty items.

    Transportation in Chester, NY

    Public transportation in Chester includes bus services provided by Coach USA, which connect Chester to nearby cities and towns, facilitating easy travel within the region. For those commuting to New York City, the Short Line Bus offers direct routes to the Port Authority Bus Terminal. Chester is also served by major highways like U.S. Route 6 and New York State Route 94, making car travel convenient for reaching various city attractions and neighboring areas. The closest airports are Stewart International Airport, located about 25 miles north, providing regional flights, and Newark Liberty International Airport, which offers both domestic and international flights and is approximately 60 miles away.

    Look for apartments near me

    Are you looking to land that one apartment near you that ticks all the boxes? Now you can browse through available RentCafe apartment listings in your area, rated and reviewed by verified residents. Comparing the size, price, amenities and location of apartments for rent near you is easier than ever. Do you feel like expanding the search beyond your neighborhood and ZIP code? Browse apartments for rent in your city and state to find the best fit, wherever you are in the U.S. Somewhere out there is the perfect apartment just waiting for you.

    Whether you're looking for a studio, an apartment with one or more bedrooms, or maybe you're upgrading to a luxury apartment or need to acommodate a pet, RentCafe allows you to easily search for a rental near you based on your criteria, anywhere in the U.S. So, let's find your new home today!

    RentCafe is your one-stop shop for finding a great new apartment in Chester, NY. Easily search through a wide selection of apartments for rent in Chester, NY, and view detailed information about available rentals including floor plans, pricing, photos, amenities, interactive maps, and thorough property descriptions. Property owners and managers are one click away, so feel free to contact them and find out all you need to know about the apartment you’re interested in. Browse Chester, NY apartments with rents starting from $1,250 and submit your rental application today!

    Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!