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Experience Elevated Living: Your Private Hudson Valley Retreat at 1311 Whispering Hills
Welcome to a home that offers more than just square footage—it offers a lifestyle change. Nestled in the scenic rolling hills of Orange County, 1311 Whispering Hills is a masterclass in modern suburban living. This meticulously maintained residence captures the essence of "home" from the moment you step through the door, blending airy, sun-drenched interiors with the tranquility of a park-like setting.
The Interior Experience
The heart of the home is designed for the modern rhythm of life. The open-concept living area serves as a versatile canvas, whether you’re hosting sophisticated dinner parties or enjoying a quiet Sunday morning with a book. High ceilings and oversized windows create a seamless connection to the outdoors, while the gourmet-inspired kitchen provides the perfect workspace for the home chef. Retreat to a spacious primary suite that acts as a true sanctuary, featuring generous closet space and a layout designed for maximum relaxation.
Resort-Style Amenities & Local Charm
Life at Whispering Hills feels like a permanent vacation. As a resident, you have exclusive access to:
Active Recreation: Two sparkling swimming pools, tennis and basketball courts, and a modern clubhouse.
The Great Outdoors: Minutes from the Heritage Trail, a 19-mile linear park perfect for cycling, running, and walking the dog.
Convenience Redefined: Located just a stone’s throw from the historic Village of Chester, the Sugar Loaf Arts & Crafts Village, and the world-renowned Woodbury Common Premium Outlets.
The Commuter’s Secret
While you’ll feel worlds away from the city noise, you are strategically positioned for an effortless commute. With rapid access to Route 17 and I-87, plus nearby bus and train links to Manhattan, this property offers the rare "best of both worlds" scenario.
Parking FeaturesGarage, Garage Door Opener, Parking Lot
FenceNone
Garage spaces1
CITYChester
COUNTYOrange County
STATENY
SENIOR COMMUNITYNo
COMMUNITY FEATURESClubhouse, Playground, Pool
HOA1
TAX AMOUNT5490.96
HOA FEE525.0
HOA FREQUENCYMonthly
HOA AMENITIESBasketball Court, Clubhouse, Park, Playground, Tennis Court(s)
LATEST UPDATE2026-06-03T16:29:10.624Z
DAYS ON MARKET54
PRICE CHANGE(S)
$355,000 Apr 9, 2026
$349,900 Apr 12, 2026
$344,900 Apr 28, 2026
$329,900 Jun 3, 2026
CUMULATIVE DAYS ON MARKET62
Market Trends
New Properties On Market
24
41%
Increase In New Listings
Average Asking Price
$612,245
$160,286 Decrease In Avg Asking Price
Average Asking Price / Sq. Ft.
$225
$10 Decrease In List Price/Sq. Ft.
Average Days On Market
6
16 Day
Decrease In Days On Market
Data as of Jun 04, 2026.
Remaining statistics above are calculated on activity within the period from Apr 01, 2026 to May 31, 2026.
Mortgage Calculator
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