BEDS4
BATHS2 full 1 partial
SQUARE FEET2,732
MLS#999741
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLMonroe-Woodbury
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.
Property Features
Property Type: Residential - Single Family
Basement: Full, Walk-Out Access
Basement: Yes
Cooling: Central Air
Fireplaces: 1
Garage: 2
Heating: Propane
Home Style: Colonial
Lot Size: 10.90 Acres
Taxes: $19,393
Year Built: 2017
Amenities
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
Balcony
Garden
Lighting
Mailbox
Feature Descriptions
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Attic: Pull Stairs
Building Area Total: 2732
Days on Site: 12
Exterior: Frame
Fireplace Features: Living Room, Wood Burning
Fireplace Y/N: Yes
Formal Dining: Yes
GarageY/N: Yes
On Market Date: 2026-05-22
Other Structures: Outbuilding, Pergola, Shed(s)
Parcel Number: 332089-052-000-0003-005.000-0000
Parking Features: Garage, Garage Door Opener
Patio And Porch: Covered, Deck, Patio, Porch, Terrace
Rental Term: Monthly
Rooms Total: 11
Security: yes
Security Features: Building Security, Security System, Smoke Detector(s)
Sewer: Septic Tank
Special View Info: Mountain(s), Trees/Woods
Utilities: Cable Connected, Electricity Connected, Propane
Water: Well
Window Features: New Windows, Tinted Windows
Local Schools
High School: Monroe-Woodbury High School
Middle School: Monroe-Woodbury High School
Elementary School: Central Valley Elementary School
School District: Monroe-Woodbury
Listed By / Shown By
Listing By
Agency Name: Hudson Valley Home Connection
Agency Contact: 914-213-4259
Shown By
Agency Title: Coldwell Banker Choice Properties
Agency Phone: 833-88-CHOICE (2-4642)
Estimate Your Payment
Estimated Payment
$ 3,692.80 per month $1,836.09 Principal & Interest $1,616.08 Property Tax $240.63 Homeowner's InsuranceChange Payment Information
Broker Headquarters, 621 Columbia St. Suite 800, Cohoes, NY 12047
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45 Whitetail Run | MLS# 999741
This single family home located at 45 Whitetail Run, Chester, NY 10918 is currently listed for sale with an asking price of $825,000. This property was built in 2017 and has 4 bedrooms and 2 full and 1 partial baths with 2732 sq. ft. Whitetail Run is located within the Monroe-Woodbury school district. Search Chester real estate on www.coldwellbankerchoice.com today.