6

Chester, NY Homes for Sale under $300,000

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  • 2317 Whispering Hills, Chester, NY 10918
    2317 Whispering Hills, Chester, NY 10918
    2317 Whispering Hills, Chester, NY 10918
    /34

    $299,999

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    2317 Whispering Hills, Chester, NY 10918

    Welcome to your new home at 2317 Whispering Hills, Chester, NY 10918, where resort-style living meets suburban charm! This meticulously updated property offers an incredible opportunity to enjoy a life of comfort and convenience.This delightful 2-bedroom, 1.5-bathroom home has been thoughtfully renovated from top to bottom. The kitchen is a chef's dream with brand-new stainless steel

    Jeffrey Morrissey HomeSmart Homes & Estates

    2317 Whispering Hills, Chester, NY 10918
  • 3708 Whispering Hills, Chester, NY 10918
    3708 Whispering Hills, Chester, NY 10918
    3708 Whispering Hills, Chester, NY 10918
    /22

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    3708 Whispering Hills, Chester, NY 10918

    Welcome to this fantastic 2-bedroom, 1.5-bathroom condo, perfectly situated in the desirable Whispering Hills community. This unit offers a perfect blend of comfort and convenience, with an array of amenities that make everyday living a breeze. Step inside and discover a spacious, bright living area that flows seamlessly into the dining space. The updated kitchen is a true highlight, featuring

    Nikki Grzegorzewski Keller Williams Realty

    3708 Whispering Hills, Chester, NY 10918
  • L9 Atateka Rd, Chester, NY 12817
    L9 Atateka Rd, Chester, NY 12817
    L9 Atateka Rd, Chester, NY 12817
    /71

    $299,900

    • Land
    • 166 Acres
    • $1,807 per Acre

    L9 Atateka Rd, Chester, NY 12817

    This is a fantastic opportunity to own your own patch of beautiful Adirondack woods, nearly 166 acres, complete with a perennial stream, beaver pond, mature timber, and plenty of wild game. Use this property as your own recreational playground or build your dream home or camp in this peaceful, wooded retreat. Property is access by a right of way from Atateka Rd. Proceed ~400 feet to property

    John O'Donnell Timberland Realty

    L9 Atateka Rd, Chester, NY 12817
  • 32 Mountainside Dr, Chester, NY 10918
    32 Mountainside Dr, Chester, NY 10918
    32 Mountainside Dr, Chester, NY 10918
    /5

    $279,999

    • Land
    • 20 Acres
    • $13,875 per Acre

    32 Mountainside Dr, Chester, NY 10918

    A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! ... Log and Go to walk lot... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not

    Karen Gauvin Our House Real Estate Group

    32 Mountainside Dr, Chester, NY 10918
  • 34 Mountainside Dr, Chester, NY 10918
    34 Mountainside Dr, Chester, NY 10918
    34 Mountainside Dr, Chester, NY 10918
    /8

    $225,900

    • Land
    • 1.00 Acre
    • $225,900 per Acre

    34 Mountainside Dr, Chester, NY 10918

    Lovely 1-Acre lot w/MOUNTAIN VIEWS & NATURAL GAS in a beautiful newly built SUB-DIVISION. Build out this nearly completely built lovely sub-division, curb-cuts, paved road sloping lot perfect for a WALK-OUT BASEMENT and DECKS FOR BEAUTIFUL VIEWS ... FULLY APPROVED LOT, ESTABLISHED NEIGHBORHOOD, VERY COMMUTABLE location! Close to the vibrant shopping, restaurants, nightlife, shows/events at

    Karen Gauvin Our House Real Estate Group

    34 Mountainside Dr, Chester, NY 10918
  • 42 Eagle St, Monroe, NY 10950
    42 Eagle St, Monroe, NY 10950
    42 Eagle St, Monroe, NY 10950
    /35

    $295,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    42 Eagle St, Monroe, NY 10950

    Two bedroom home in Lake Region Estates. This house features two bedrooms, open kitchen, living area with brick fireplace and a laundry area. Set on a half acre park like property there is also a garage that is used as a storage area, enclosed three season room and screened in porch with slate flooring. Access to lake right across from property. Large lot with municipal sewer allows for

    Richard Froehlich RE/MAX Benchmark Realty Group

    42 Eagle St, Monroe, NY 10950
New York Orange County Chester

Real Estate & Homes in Chester, NY under $300,000

Home Trends in Chester, NY

On average, homes in Chester, NY sell after 70 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, NY over the last 12 months is $525,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$581,000
Median Townhouse Sale Price
$327,500
Median 2 Bedroom Sale Price
$295,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$266
Number of Homes for Sale
29
Last 12 months Home Sales
139
Months of Supply
2.50
Median List Price
$549,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home

Browse a range of homes for sale under $300,000 in Chester, offering accessible options for prospective buyers. With 6 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Chester, NY.

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