45 Whitetail Run, Chester, NY, 10918
11 rooms
4 beds
2 Full / 1 Half baths
2017
Colonial
2,732 sqft
Set on over 10 private acres in the rolling hills of Orange County, this exceptional custom colonial offers the rare combination of luxury, privacy, and convenience AND just minutes from the heart of Chester and major commuter routes. Built in 2017 and thoughtfully designed with over 2,700 square feet of living space, 45 Whitetail Run delivers the kind of lifestyle buyers dream about but rarely find. From the moment you enter, soaring ceilings, natural woodwork, and an open-concept layout create a warm yet sophisticated atmosphere. The heart of the home is the stunning chef’s kitchen featuring granite countertops, a leathered granite kitchen island with storage, breakfast bar, 2 pantry's, and seamless flow into the dining and living spaces; perfect for entertaining or everyday living. A dramatic wood-burning fireplace anchors the living room, while oversized UV tinted windows frame peaceful mountain and wooded views in every direction. The flexible floor plan includes a highly sought-after first-floor bedroom with tray ceilings, spa-like finishes in the bath, whirlpool tub, double vanity, oversized walk-in closets, laundry and balcony. That kind of retreat style feel that makes home hard to leave. Outside, the property truly shines. Enjoy morning coffee on the covered porch, host summer gatherings on the expansive deck and patio, or unwind beneath the pergola surrounded by nature and professionally maintained grounds and gardens. The 10.9-acre setting provides exceptional privacy while still keeping you close to shopping, dining, schools, and commuter access. Additional highlights include central air, smart thermostat, walk-out basement with endless potential, oversized two-car garage, new windows, security system, drilled well, septic, propane heat, and multiple outdoor structures for storage or hobby use. A property like this doesn’t just offer a home, it offers space, serenity, and a lifestyle upgrade. Welcome home to 45 Whitetail Run.
Status:
Coming Soon
On Market Date:
05/22/2026
Type:
Single-family residential
Garage:
2-car
Heating:
Propane
Cooling:
Central Air
Basement:
Full, Walk-Out Access
Parking:
Garage, Garage Door Opener
Acreage:
10.9
Est. Taxes:
$19,394
Assessment
$72,800
Construction
Frame
Utilities
Cable Connected, Electricity Connected, Propane
View Description:
Mountain(s), Trees/Woods
Elementary School:
Central Valley Elementary School
Middle School:
Monroe-Woodbury High School
High School:
Monroe-Woodbury High School
School District:
Monroe-Woodbury
Appliances:
Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
MLS #:
999741
Community Info
School Info
Walk Score
Mass Transit
Yelp
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Listing courtesy of Hudson Valley Home Connection 914-213-4259