45 Whitetail Run, Chester, NY 10918

• 4 beds |
• 3 baths |
• 2,732 sqft

Property 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.

Listing Status:

Active

Data Last Updated:

June 16, 2026 at 12:23AM

Listing Office:

Hudson Valley Home Connection : 914-213-4259

MLS ID:

999741

Interior

• General: First Floor BedroomFirst Floor Full BathBreakfast BarCeiling Fan(s)Double VanityEat-in KitchenEntrance FoyerFormal DiningGranite CountersHigh CeilingsHigh Speed InternetHis and Hers ClosetsKitchen IslandNatural WoodworkOpen FloorplanOpen KitchenPantryPrimary BathroomMaster DownstairsRecessed LightingSmart ThermostatStorageTray Ceiling(s)Walk-In Closet(s)Washer/Dryer Hookup
• Appliances: DishwasherDryerMicrowaveRangeRefrigeratorStainless Steel Appliance(s)Washer
• Basement: FullWalk-Out Access
• A/C: Central Air
• Heating: Propane
• Fireplace: Living RoomWood BurningFireplaceFireplaces: 1

Exterior

• General: BalconyGardenLightingMailbox
• Style: Colonial
• Other Structures: OutbuildingPergolaShed(s)TerracePorchDeckPatioCovered
• Parking: GarageGarage Door Opener

Construction

• Windows: New WindowsTinted Windows

Location

• Originating MLS: onekey2
• School District: Monroe-Woodbury
• County: Orange County

Lot

• Zoning: 332089-052-000-0003-005.000-0000
• View: Mountain(s)Trees/Woods

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPropane
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2