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Land with Home for Sale in Chester, New York

45 Whitetail Run, Chester, NY 10918

$825,000
10.9 acres
Active sale
ago
Est $5,573/mo

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.

2,732
Sq feet
4
Beds
2
Full baths
1
1/2 bath
2017
Built

Location

Street address
45 Whitetail Run
School district
Monroe-Woodbury
Elevation
481 feet
Coordinates
41.3658, -74.2287

Property details

Acreage
10.9 acres
MLS #
MLSLI 999741
Posted

Property taxes

2025
$19,394

Parcels

  • 332089-052-000-0003-005.000-0000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Exterior

Parking
Garage, Open
Pool
Deck, Patio, Porch
Structures
Outbuilding, Storage
Features
Balcony, Garden, Lighting, Mailbox

Structure

Style
Colonial
Basement
Full, Walk-Out Access
Water
Well
Sewer
Septic Tank
Heating
Propane
Cooling
Central Air
Materials
Frame
Windows
Tinted Windows

Interior

Room Count
11
Rooms
Basement, Bathroom x 3, Bedroom x 4, Dining Room
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Security
Security System
Features
Breakfast Bar, Ceiling Fan(s), Double Vanity, Eat-In Kitchen, Entrance Foyer, First Floor Bedroom, First Floor Full Bath, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Master Downstairs, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Primary Bathroom, Recessed Lighting, Smart Thermostat, Tray Ceiling(s), Walk-In Closet(s), Washer/Dryer Hookup

Property utilities

CategoryTypeStatus
GasPropaneConnected

Nearby schools

NameTypeDistrict
Central Valley Elementary SchoolElementaryMonroe-Woodbury
Monroe-Woodbury High SchoolMiddleMonroe-Woodbury
Monroe-Woodbury High SchoolHighMonroe-Woodbury

Listing history

DateEventPriceChangeSource
May 22, 2026New listing$825,000MLSLI
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This 10.9-acre property is located at 45 Whitetail Run in Chester, NY 10918. The property is available for sale for $825,000. It has a 2,732 sq ft 4 bedroom, 2 bath house built in 2017.

Listed by Hudson Valley Home Connection, (914) 213-4259

Checked 2 hours agoUpdated Source

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