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45 Whitetail Run
Chester, NY 10918
Bedrooms
4
Full Baths
2
Partial Baths
1
Acres
10.90
Interior Sqft
474,804
Age
9
Heating
Propane
Fireplaces
1
Cooling
Central Air
Water
Well
Sewer
Private
Garages
2
Basement
Walkout
Taxes
$19,394
Parking
Garage
Additional Details Below

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.nOutside, 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.

Schools

Central Valley Elementary School

Monroe-woodbury High School

Monroe-woodbury High School

See More Homes in Monroe-Woodbury School District

Location

Listing Details

Summary
Design Type

Frame

Architectural Type

Colonial

Parking

Garage, Garage Door Opener

Interior Features
Basement

Full, Walk-Out Access

Fireplace(s)

Living Room, Wood Bur

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 W

Appliances

Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer

Exterior Features
Exterior Features

Balcony, Garden, Lighting, Mailbox

Utilities
Cooling

Central Air

Heating

Propane

Sewer

Septic Tank

Water

Well

Miscellaneous

Assessment : 72,800
Zoning:
Lattitude : 41.36605
Longitude : -74.22917
MLS# : KEY999741
Views : 6
Listing Courtesy: Melissa M Forsyth of Hudson Valley Home Connection

Notes

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The data relating to real estate for sale or lease on this web site comes in part from OneKey™ MLS. Real estate listings held by brokerage firms are marked with the OneKey™ MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026 OneKey™ MLS. All rights reserved.

Presentation: © 2026 EveryHome, Realtors, All Rights Reserved. EveryHome is licensed by the New York Real Estate Commission - License 103112063

Real estate listings held by brokerage firms other than EveryHome are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.

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