45 Whitetail Run, Chester, NY 10918
Local realty services provided by:Better Homes and Gardens Real Estate Dream Properties
Listed by: melissa m forsyth, pete wolven
Office: hudson valley home connection
MLS#:999741
Source:OneKey MLS
Price summary
- Price:$825,000
About this home
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....
Contact an agent
Home facts
- Year built:2017
- Listing ID #:999741
- Added:1 day(s) ago
- Updated:May 14, 2026 at 11:47 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Rooms Total:11
- Dining Description:Eat-In Kitchen, Formal Dining
- Bathrooms Description:Double Vanity
- Kitchen Description:Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Pantry, Range, Refrigerator, Stainless Steel Appliance(s)
- Bedroom Description:First Floor Bedroom, Master Downstairs
- Basement:Yes
- Basement Description:Full, Walk-Out Access
Heating and cooling
- Cooling:Central Air
- Heating:Propane
- Central air:Yes
Structure and exterior
- Year built:2017
- Architectural Style:Colonial
- Construction Materials:Frame
- Exterior Features:Balcony
Schools
- High school:Monroe-Woodbury High School
- Middle school:Monroe-Woodbury High School
- Elementary school:Central Valley Elementary School
Utilities
- Water:Well
- Sewer:Septic Tank
Finances and disclosures
- Price:$825,000
- Tax amount:$19,394 (2025)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
- Laundry features:Dryer, Washer, Washer/Dryer Hookup
- Amenities:Double Vanity, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, Open Floorplan, Smart Thermostat, Storage, Walk-In Closet(s)
Parking
- Parking description:Garage
- Garage:Yes
- Garage spaces:2
New listings near 45 Whitetail Run
- New
$999,999Active5 beds 3 baths4,772 sq. ft.2 Garnett Hill Road, Chester, NY 10918
MLS# 999261Listed by: PLATINUM REALTY ASSOCIATES - Coming Soon
$799,000Coming Soon5 beds 6 baths4 Debbie Court, Chester, NY 10918
MLS# 995223Listed by: FLAG REALTY GROUP - Open Sat, 11am to 1pmNew
$529,000Active4 beds 3 baths2,060 sq. ft.63 Hubshop Road, Chester, NY 10918
MLS# 997559Listed by: KELLER WILLIAMS REALTY - New
$550,000Active5 beds 3 baths1,815 sq. ft.208 Glenmere Road, Chester, NY 10918
MLS# 996648Listed by: MK REALTY INC - Open Sat, 11am to 2pmNew
$799,999Active3 beds 3 baths2,718 sq. ft.58 Nancy Lane, Chester, NY 10918
MLS# 995624Listed by: HOWARD HANNA RAND REALTY - New
$450,000Active3 beds 2 baths1,177 sq. ft.151 Laroe Road, Chester, NY 10918
MLS# 995916Listed by: KELLER WILLIAMS REALTY - New
$640,000Active3 beds 2 baths2,136 sq. ft.4 Greycourt Road, Chester, NY 10918
MLS# 992700Listed by: MK REALTY INC - Coming SoonOpen Sun, 12 to 2pm
$425,000Coming Soon3 beds 3 baths2722 Whispering Hills, Chester, NY 10918
MLS# 994269Listed by: ARTISAN REALTY - New
$1,195,000Active9 beds 7 baths4,965 sq. ft.19 High Street, Chester, NY 10918
MLS# 995148Listed by: KELLER WILLIAMS REALTY