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Chester, NY Condos for Sale

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  • /29

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,585 Sq Ft

    252 Heritage Ln, Monroe, NY 10950

    Welcome to this beautifully maintained 3 bedroom, 2.5-bath townhouse located in a highly sought after community within the Monroe-Woodbury School District. This move-in ready home features an open-concept main level with a spacious living room and kitchen area, perfect for entertaining. Enjoy the convenience of private in-unit laundry and assigned parking, with plenty of additional parking

    Brenda Wiley Howard Hanna Rand Realty

    252 Heritage Ln, Monroe, NY 10950
  • /32

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,086 Sq Ft

    3107 Whispering Hills, Chester, NY 10918

    Whispering Hills – Updated 2 Bedroom, 2 Bath Apartment-Style Unit! Spacious and stylish multi-level condo featuring an updated kitchen with stainless steel appliances, fireplace, and central A/C. Unique layout with bedrooms and baths on separate levels for added privacy. The primary bedroom includes a walk-through closet with direct access to the bathroom. Enjoy the convenience of a 2-car garage,

    Hershel Lowy Master Realty Group Inc.

    3107 Whispering Hills, Chester, NY 10918
  • /37

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    3911 Whispering Hills, Chester, NY 10918

    Whispering Hills – End Unit Condo! Beautifully updated 3 Bedroom, 2 Full Bath unit with 1-Car Attached Garage. Features an updated kitchen with quartz countertops, stainless steel appliances, and hardwood floors in the kitchen, dining area, and primary bedroom. Spacious living room with cathedral ceilings, electric fireplace with blower, and a decorative tiled accent wall. Primary suite includes

    Hershel Lowy Master Realty Group Inc.

    3911 Whispering Hills, Chester, NY 10918

Why Live in Chester

Chester is a rural neighborhood known for its rich dairy farming history and as the birthplace of Philadelphia-style cream cheese. Located minutes from Hudson Valley attractions, Chester offers a variety of home styles, including single-family homes and larger farmhouses on multi-acre lots. The area is characterized by its park-heavy landscape, with Goosepond Mountain State Park providing 1,500 acres of trails for hiking and horseback riding. Carpenter Community Park serves as a central green space, featuring amenities like a playground, picnic pavilion, and sports courts. The Castle Fun Center offers family-friendly amusement with carnival rides, mini golf, and an indoor roller-skating rink. Chester's Erie Depot, a historic train station now a museum, connects to the Orange Heritage Trail, which runs nearly 20 miles through the county. Local attractions include Legoland, located five miles west in Goshen, and the Capelli Sports Complex, which offers various athletic facilities. Chester Mall provides shopping and entertainment options, while the Chester Agricultural Center offers farm-fresh produce. Dining options include the Rustic Wheelhouse Restaurant, known for its Italian cuisine. Homes in Chester range from brick ranch-style and midcentury split-levels to larger contemporary and Craftsman-style homes, with undeveloped lots also available. The Chester Union Free School District serves the area, offering programs like the Healthy Kids Before and After School Program. Commuters can reach New York City or Newark in about an hour and a half via Interstate 87.

Home Trends in Chester, NY

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$579,500
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$290,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$262
Number of Homes for Sale
32
Last 12 months Home Sales
137
Months of Supply
2.80
Median List Price
$545,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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