45 Whitetail Run Chester, NY $ 825,000
45 Whitetail Run
$ 825,000
Share Save

45 Whitetail Run

Chester, NY, 10918
$ 825,000
Bedrooms4 Baths2.1 Sq 2,732

Monthly Estimate*

$ 5,080

45 Whitetail Run, Chester, NY 10918 - Image 1
45 Whitetail Run, Chester, NY 10918 - Image 2
45 Whitetail Run, Chester, NY 10918 - Image 3
45 Whitetail Run, Chester, NY 10918 - Image 4
45 Whitetail Run, Chester, NY 10918 - Image 5
45 Whitetail Run, Chester, NY 10918 - Image 6
45 Whitetail Run, Chester, NY 10918 - Image 7
45 Whitetail Run, Chester, NY 10918 - Image 8
45 Whitetail Run, Chester, NY 10918 - Image 9
45 Whitetail Run, Chester, NY 10918 - Image 10
45 Whitetail Run, Chester, NY 10918 - Image 11
45 Whitetail Run, Chester, NY 10918 - Image 12
45 Whitetail Run, Chester, NY 10918 - Image 13
45 Whitetail Run, Chester, NY 10918 - Image 14
45 Whitetail Run, Chester, NY 10918 - Image 15
45 Whitetail Run, Chester, NY 10918 - Image 16
45 Whitetail Run, Chester, NY 10918 - Image 17
45 Whitetail Run, Chester, NY 10918 - Image 18
45 Whitetail Run, Chester, NY 10918 - Image 19
45 Whitetail Run, Chester, NY 10918 - Image 20
45 Whitetail Run, Chester, NY 10918 - Image 21
45 Whitetail Run, Chester, NY 10918 - Image 22
45 Whitetail Run, Chester, NY 10918 - Image 23
45 Whitetail Run, Chester, NY 10918 - Image 24
45 Whitetail Run, Chester, NY 10918 - Image 25
45 Whitetail Run, Chester, NY 10918 - Image 26
45 Whitetail Run, Chester, NY 10918 - Image 27
45 Whitetail Run, Chester, NY 10918 - Image 28
45 Whitetail Run, Chester, NY 10918 - Image 29
45 Whitetail Run, Chester, NY 10918 - Image 30
45 Whitetail Run, Chester, NY 10918 - Image 31
45 Whitetail Run, Chester, NY 10918 - Image 32
45 Whitetail Run, Chester, NY 10918 - Image 33
45 Whitetail Run, Chester, NY 10918 - Image 34
45 Whitetail Run, Chester, NY 10918 - Image 35
45 Whitetail Run, Chester, NY 10918 - Image 36
45 Whitetail Run, Chester, NY 10918 - Image 37
45 Whitetail Run, Chester, NY 10918 - Image 38
45 Whitetail Run, Chester, NY 10918 - Image 39
45 Whitetail Run, Chester, NY 10918 - Image 40
45 Whitetail Run, Chester, NY 10918 - Image 41
45 Whitetail Run, Chester, NY 10918 - Image 42
45 Whitetail Run, Chester, NY 10918 - Image 43
45 Whitetail Run, Chester, NY 10918 - Image 44
45 Whitetail Run, Chester, NY 10918 - Image 45
45 Whitetail Run, Chester, NY 10918 - Image 46
45 Whitetail Run, Chester, NY 10918 - Image 47
View a Virtual Tour

Single Family Home for sale in Chester, NY

for $825,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,732 square foot home was built in 2017 on a lot size of 10.9.

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.

See more

Single Family Coming Soon

Price

$ 825,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 19,393

Style

Colonial

Lot Size

10.9

Year Built

2017

Town/City

Chester

County/Region

Orange

MLS | Web ID

999741

Features
Interior
Interior 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 Closet
Basement Full Walk-Out Access
Total Fireplaces 1
Fireplace Features Living Room Wood Burning
Basement Features Full Walk-Out Access
Basement (Y/N) Y
Window Features New Windows Tinted Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
See more
General
Sewer Septic Tank
Heating Propane
Cooling Central Air
Utilities Cable Connected Electricity Connected Propane
Appliances Dishwasher Dryer Microwave Range Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 2
Patio/Porch Features Covered Deck Patio Porch Terrace
Architectural Style Colonial
Security Features Building Security Security System Smoke Detector(s)
Construction Materials Frame
Year Built 2017
View Mountain(s) Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332089-052-000-0003-005.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Outbuilding Pergola Shed(s)
Total Rooms 11
Full Baths 2
High School Monroe-Woodbury High School
City Blooming Grove
Senior Community Y/N N
High School District Monroe-Woodbury
Carport Y/N N
Spa Features Bath
Elementary School Central Valley Elementary School
Property Attached Y/N N
Tax Annual Amount 19393.88
Middle/Junior High School Monroe-Woodbury High School
Virtual Tour https://tour.landrum-media.com/order/53e5331f-6d07-4f9c-c06d-08deaf568a55?branding=false https://tour.landrum-media.com/order/53e5331f-6d07-4f9c-c06d-08deaf568a55
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Monroe-Woodbury
Elementary School District Monroe-Woodbury
Tax Assessed Value 72800
See more
Exterior
Exterior Amenities Balcony Garden Lighting Mailbox
Parking Features Garage Garage Door Opener Garage Garage Door Opener
Water Source Well
Spa N
Building Area Total 2732
Waterfront Y/N N
Other Equipment Negotiable
See more
Internal Only
Street Number 1 45
See more
* Excluded Features
List By
Melissa M Forsyth

Listing Agent

Hudson Valley Home Connection

Broker

914-213-4259

Contact

Affordability Calculator

$6,696
Per Month
76%
24%
0%
Monthly Principal & Interest
$5,080
Monthly Property Taxes
$1,616
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4099798 Elementary School
4099317 Middle School
Monroe-Woodbury High School High School
Pricing History
DatePricePrice ChangeDescription
5/14/2026$825,000 Listed Price

Map


See all

45 Whitetail Run, Chester, NY, 10918 is a Single Family Home for sale at $825,000 with 2,732 sqft and a lot size of 10.9. 45 Whitetail Run has 4 bedrooms, 2.1 baths, and was built in 2017. The property's zip code is 10918 which is in Chester, NY