7

Chester, NY Homes under $400,000

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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
  • /26

    $370,000

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

    2503 Whispering Hills, Chester, NY 10918

    Discover this beautiful 3-bedroom, 2.5-bath duplex offering 1,316 sq ft of comfortable living in the highly desirable Whispering Hills condo community in Chester, NY. Enjoy great outdoor space, perfect for relaxing or entertaining. Ideal for commuters with easy access to major highways, and located within the sought-after Chester School District. Don’t miss the opportunity to call this charming

    Sonia Gonzalez Keller Williams Hudson Valley

    2503 Whispering Hills, Chester, NY 10918
  • /40

    $345,000

    • 2 Beds
    • 1 Bath
    • 1,155 Sq Ft

    13 Dewey Rd, Chester, NY 12860

    Gorgeous Adirondack crafted home with unique rustic style. Many nice features including cathedral ceilings, S/S appliances, solid wood cabinets, full bath, living room with LP fireplace, 2 first floor bedrooms and a large sleeping loft bedroom. The home is offered with furnishings included! The woodwork throughout the house is exceptional with beautiful yellow southern pine wood floors, hemlock

    James Nester Cork Nester's True North Prop

    13 Dewey Rd, Chester, NY 12860
  • /35

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,484 Sq Ft

    576 Bull Mill Rd, Chester, NY 10918

    A fantastic opportunity for investors or future homeowners! This well-maintained 3-bedroom, 2-bath home is set on a large, flat lot in a quiet, nature-filled neighborhood and offers strong rental potential with long-term flexibility. Inside, you’ll find a spacious living room, formal dining area, kitchen, and comfortable layout ideal for everyday living. Recent updates include fresh interior

    Lazar Schvimmer Blooming Realty

    576 Bull Mill Rd, Chester, NY 10918
  • /4

    $350,000

    • Land
    • 5 Acres
    • $68,627 per Acre

    0 Odyssey Dr Unit KEY858370, Chester Town, NY 10918

    Very private lot in mature subdivision of large homes. Home site has been cleared and driveway base laid down. With a small amount of brush-clearing in the tree line there can be views of the valley and watershed lands.

    Theresa Powers Keller Williams Realty

    0 Odyssey Dr Unit KEY858370, Chester Town, NY 10918
  • /37

    $327,000

    • 2 Beds
    • 1 Bath
    • 642 Sq Ft

    10 Eagle St, Monroe, NY 10950

    Starting out? Downsizing? Second home? Discover the perfect blend of a sought-after lake community, quality updates and an easy one-level layout in this home sweet home! As charming as it looks from the outside, step inside to find a “like new” feel and an immaculate interior that offers more space than you’d expect in this manageable ranch. Tucked behind a welcoming gate and pergola, follow the

    Laurel Lustgarten Howard Hanna Rand Realty

    10 Eagle St, Monroe, NY 10950
  • /27

    $385,000

    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    36 Marian Ct, Warwick, NY 10990

    Turnkey Townhome with Scenic Views – No HOA – Warwick School District. Welcome to your newly renovated 2-bedroom, 1.5-bath townhome in the heart of Warwick, just 60 minutes from NYC. This beautifully updated home is perfect for first-time buyers or anyone seeking a stylish, low-maintenance lifestyle in a quiet, commuter-friendly setting—without the restrictions of an HOA. Set against a backdrop

    Courtney Tablante Keller Williams Realty

    36 Marian Ct, Warwick, NY 10990

Home Trends in Chester, NY

Housing Trends

Median Sale Price
$565,000
Median Single Family Sale Price
$565,000
Median 2 Bedroom Sale Price
$345,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
0
Last 12 months Home Sales
37
Months of Supply
0.00
Median List Price
$574,900
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
-26%
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