Description
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.
Details
| MLS # | 999741 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Pending |
| Year | 2017 |
| Days On Site | 101 |
| Listing Provided By | Hudson Valley Home Connection | Melissa M Forsyth |
Features
| Bed(s) | 4 |
|---|---|
| Bath(s) | 3 Total |
| SQ Feet | 2,732 |
| Garage | 2 |
| Basement | Y |
| Acreage | 10.90 |
| Property View | Mountain(s), Trees, Woods |
Interior
| Cooling | Central Air |
|---|---|
| Heating | Propane |
| Interior Features | First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Ceiling Fan(s), Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Master Downstairs, Recessed Lighting, Smart Thermostat, Storage, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup |
| Window Features | New Windows, Tinted Windows |
| Appliances | Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer |
Exterior
| Exterior Features | Balcony, Garden, Lighting, Mailbox |
|---|---|
| Security Features | Building Security, Security System, Smoke Detector(s) |
| Construction Materials | Frame |
Parking
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Garage, Garage Door Opener |
Utilities
| Utilities | Cable Connected, Electricity Connected, Propane |
|---|---|
| Sewer | Septic Tank |
Taxes
| Tax Year | 2025 |
|---|---|
| Tax Assessed Value | 72800 |
| Tax Annual Amount | 19393.88 |
Area Information
| State | NY |
|---|---|
| County | Orange County |
| City | Chester |
| Zip Code | 10918 |
| School District | Monroe-Woodbury High School |
| Elementary School | Central Valley Elementary School |
| High School | Monroe-Woodbury High School |
| Listing VS Median (in 10918) | |
Price: $825,000 low | high Med: $549,999 sqft: 2,732 low | high Med: 2,098 $ / sqft: $302 low | high Med: $262 On site: 101 low | high Med: 31 | |
Market Activity 10918
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Learn More About This Property
| State | NY |
|---|---|
| County | Orange County |
| City | Chester |
| Zip Code | 10918 |
| School District | Monroe-Woodbury High School |
| Elementary School | Central Valley Elementary School |
| High School | Monroe-Woodbury High School |
| Listing VS Median (in 10918) | |
Price: $825,000 low | high Med: $549,999 sqft: 2,732 low | high Med: 2,098 $ / sqft: $302 low | high Med: $262 On site: 101 low | high Med: 31 | |
 | $1,200,00063 Whitetail RunChester, NY 10918 |
 | $900,00060 Whitetail RunChester, NY 10918 |