# 45 Whitetail Run, Chester, NY 10918 > **TL;DR:** 4bd/3ba single family, $825,000 ($302/sqft), built 2017, 2,732 sqft. > Fireplace, A/C, 2-car garage. Est. $4,413/mo. Listed 171 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $825,000 | | Price/sqft | $302 | | Bedrooms | 4 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,732 | | Year Built | 2017 | | Lot Size | 474,804 sqft (10.90 acres) | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 171 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,172 | | Estimated Insurance | $241 | | **Total** | **$4,413** | ## Nearby Schools - **Elementary:** Central Valley Elementary School - **Middle:** Monroe-Woodbury High School - **High:** Monroe-Woodbury High School ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 2017 - 10.90 acre lot - Fireplace ## Description ### Agent 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. ## Location - **Address:** 45 Whitetail Run, Chester, NY 10918 - **County:** Orange County - **Coordinates:** 41.365815, -74.22866 - **Google Maps:** https://www.google.com/maps?q=41.365815,-74.22866 ## Virtual Tour & Media - **Video Tour:** https://tour.landrum-media.com/order/53e5331f-6d07-4f9c-c06d-08deaf568a55?branding=false ## Listing Agent - **Name:** Melissa M Forsyth - **Brokerage:** Hudson Valley Home Connection - **Broker Phone:** (914) 213-4259 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/45-Whitetail-Run_Chester_NY_10918_M49837-67834?f=listhub&s=MLSLINY&m=999741&c=propsimple) ## Photos ![45 Whitetail Run - Photo 1](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2259048944r.jpg) ![45 Whitetail Run - Photo 2](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f4011149323r.jpg) ![45 Whitetail Run - Photo 3](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1180861987r.jpg) ![45 Whitetail Run - Photo 4](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1021897533r.jpg) ![45 Whitetail Run - Photo 5](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f531936002r.jpg) ![45 Whitetail Run - Photo 6](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2974441845r.jpg) ![45 Whitetail Run - Photo 7](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2392453060r.jpg) ![45 Whitetail Run - Photo 8](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f4060736319r.jpg) ![45 Whitetail Run - Photo 9](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1279162176r.jpg) ![45 Whitetail Run - Photo 10](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2035629619r.jpg) ![45 Whitetail Run - Photo 11](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2742246159r.jpg) ![45 Whitetail Run - Photo 12](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f4013720031r.jpg) ![45 Whitetail Run - Photo 13](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1643448274r.jpg) ![45 Whitetail Run - Photo 14](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f921866185r.jpg) ![45 Whitetail Run - Photo 15](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f486476932r.jpg) ![45 Whitetail Run - Photo 16](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f486476932r.jpg) ![45 Whitetail Run - Photo 17](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3563304231r.jpg) ![45 Whitetail Run - Photo 18](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2927039958r.jpg) ![45 Whitetail Run - Photo 19](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2205329084r.jpg) ![45 Whitetail Run - Photo 20](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3656127767r.jpg) ![45 Whitetail Run - Photo 21](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2253092324r.jpg) ![45 Whitetail Run - Photo 22](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1939865816r.jpg) ![45 Whitetail Run - Photo 23](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1202173723r.jpg) ![45 Whitetail Run - Photo 24](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1982885818r.jpg) ![45 Whitetail Run - Photo 25](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1641153227r.jpg) ![45 Whitetail Run - Photo 26](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3296479504r.jpg) ![45 Whitetail Run - Photo 27](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3540578291r.jpg) ![45 Whitetail Run - Photo 28](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3535730987r.jpg) ![45 Whitetail Run - Photo 29](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1050031649r.jpg) ![45 Whitetail Run - Photo 30](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f811973856r.jpg) ![45 Whitetail Run - Photo 31](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3304608957r.jpg) ![45 Whitetail Run - Photo 32](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2209041028r.jpg) ![45 Whitetail Run - Photo 33](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3402314439r.jpg) ![45 Whitetail Run - Photo 34](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f4004551920r.jpg) ![45 Whitetail Run - Photo 35](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f563781725r.jpg) ![45 Whitetail Run - Photo 36](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f729758458r.jpg) ![45 Whitetail Run - Photo 37](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f2352796775r.jpg) ![45 Whitetail Run - Photo 38](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f626628194r.jpg) ![45 Whitetail Run - Photo 39](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f300203979r.jpg) ![45 Whitetail Run - Photo 40](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f111810670r.jpg) ![45 Whitetail Run - Photo 41](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1807226810r.jpg) ![45 Whitetail Run - Photo 42](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1942540085r.jpg) ![45 Whitetail Run - Photo 43](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1387968014r.jpg) ![45 Whitetail Run - Photo 44](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f3054840572r.jpg) ![45 Whitetail Run - Photo 45](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f4055943116r.jpg) ![45 Whitetail Run - Photo 46](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f1700472541r.jpg) ![45 Whitetail Run - Photo 47](http://lh.rdcpix.com/b5653200b6241ea6b36dd1970571554al-f165879368r.jpg) --- **MLS#:** 999741 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/45-whitetail-run-chester-ny-10918-6fb5156fc9f44409b45ad8b056ef9829) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/45-whitetail-run-chester-ny-10918-6fb5156fc9f44409b45ad8b056ef9829#listing", "url": "https://www.propertysimple.ai/listing/45-whitetail-run-chester-ny-10918-6fb5156fc9f44409b45ad8b056ef9829", "name": "45 Whitetail Run, Chester, NY 10918", "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. 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