7

Chester, NY Homes for Rent under $3,000

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  • 82 High St Unit 5, Chester, NY 10918
    82 High St Unit 5, Chester, NY 10918
    82 High St Unit 5, Chester, NY 10918
    /20

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    82 High St Unit 5, Chester, NY 10918

    Fresh carpet has just been laid throughout this luminous top-floor penthouse, where an open layout and abundant sunshine create an inviting canvas for daily life. At 900 square feet, this 2-bedroom, 1-bath home balances spaciousness with a cozy, lived-in warmth. Cooks will appreciate the updated kitchen, outfitted with a new stainless steel refrigerator and dishwasher that bring both style and

    Agent Photo

    Ourania Pizzolato

    Weichert Realtors

    82 High St Unit 5, Chester, NY 10918
  • 53 Main St Unit 4, Chester, NY 10918
    53 Main St Unit 4, Chester, NY 10918
    53 Main St Unit 4, Chester, NY 10918
    /12

    $2,100 Per Month

    • 2 Beds
    • 1 Bath
    • 940 Sq Ft
    • Condo for Rent

    53 Main St Unit 4, Chester, NY 10918

    Property Id: 2791335 Welcome to your new home at 53 Main St in Chester, NY! This single unit offers modern amenities including oven, microwave, washer, dryer, and more. Enjoy the convenience of off-street parking, security cameras, and a secure building. No pets allowed. Rent for $2100/month starting 09/01/2026. Don't miss out on this fantastic opportunity! No Smoking ,credit and reference

    53 Main St Unit 4, Chester, NY 10918
  • 222 Lehigh Ave, Chester, NY 10918
    222 Lehigh Ave, Chester, NY 10918
    222 Lehigh Ave, Chester, NY 10918
    /7

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 696 Sq Ft
    • Property for Rent

    222 Lehigh Ave, Chester, NY 10918

    Charming. Updated. Affordable.Welcome to this beautifully updated 2-bedroom, 1-full bath trailer, offering comfortable living with modern finishes throughout. Step inside to a bright, open living area designed for both relaxing and entertaining.The stunning white kitchen features elegant quartz countertops with quartz backsplash, beautiful cabinetry, and plenty of workspace, creating

    Roxanne Hartman Timothy W. Kramer

    222 Lehigh Ave, Chester, NY 10918
  • 8 Main St Unit 1, Chester, NY 10918
    8 Main St Unit 1, Chester, NY 10918
    8 Main St Unit 1, Chester, NY 10918
    /6

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    8 Main St Unit 1, Chester, NY 10918

    Located in Historic Downtown Chester. This is a 1 bedroom apartment located on the 2nd floor. New kitchen and flooring throughout. Open floor plan with exposed brick walls and lots of natural light. Access to a backyard area. Walking distance to shops, restaurants, brewery, and the Heritage Trail. Close to public transportation and Route 17.

    Jeanmarie Valentin HomeSmart Homes & Estates

    8 Main St Unit 1, Chester, NY 10918
  • 3102 Whispering Hills Unit 678, Chester, NY 10918
    3102 Whispering Hills Unit 678, Chester, NY 10918
    3102 Whispering Hills Unit 678, Chester, NY 10918
    /6

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 1,316 Sq Ft
    • Condo for Rent

    3102 Whispering Hills Unit 678, Chester, NY 10918

    CURRENT TENANTE IS SEEKING A ROOMMATE. Looking to rent a fully furnished 1 bedroom 1 bath. This is within the 3 bedroom unit and common area/kitchen will be shared with the owner. This is a fully air conditioned unit. This would be a month-to-month tenancy and owner is very flexible. Assigned parking spot is available with access to the swimming pool, common area and gym. Located in Chester, NY

    Stephanie Landeck BHG Real Estate Green Team

    3102 Whispering Hills Unit 678, Chester, NY 10918
  • 35 Helene Rd, Warwick, NY 10990
    35 Helene Rd, Warwick, NY 10990
    35 Helene Rd, Warwick, NY 10990
    /24

    $2,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft
    • House for Rent

    35 Helene Rd, Warwick, NY 10990

    Welcome to Kings Estates! This updated end-unit townhome offers the perfect combination of comfort, style, and convenience. Featuring 3 bedrooms and 2.5 bathrooms, this move-in-ready home showcases an updated kitchen with newer appliances, hardwood floors throughout, and a thoughtfully finished basement that provides additional living and entertaining space. The spacious backyard is a true

    Ishadar Garvey KW Hudson Valley United

    35 Helene Rd, Warwick, NY 10990
  • 649 Lakes Rd, Monroe, NY 10950
    649 Lakes Rd, Monroe, NY 10950
    649 Lakes Rd, Monroe, NY 10950
    /14

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 1,784 Sq Ft
    • House for Rent

    649 Lakes Rd, Monroe, NY 10950

    Escape to this adorable, quaint 1 bedroom stone cottage in the heart of Monroe, just minutes from the Village, local shops, restaurants, and the scenic Millponds. This fully furnished one-bedroom rental offers flexible lease terms and a bright, welcoming layout filled with natural light. The spacious bedroom and living room showcases beautiful natural wood walls, creating warmth and character,

    Sandra Spector Howard Hanna Rand Realty

    649 Lakes Rd, Monroe, NY 10950
New York Orange County

Homes for Rent in Chester, NY under $3,000

Rental Trends in Chester, NY

There are currently 7 homes available for rent in Chester, NY. The median rent is $2,300 per month, with single-family homes renting at $2,600, townhouses at $2,520 and condos at $2,000.

Rental Home Trends

Number of Homes for Rent
7
Median Rent
$2,300
Median Single Family Home Rent
$2,600
Median Townhouse Rent
$2,520
Median Condo Rent
$2,000
How to Rent a Home

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