$1,625,000
4 Bed • 4 Bath • 3,200 Sq. Ft.
25 Willow Glen Road
Red Hook, NY 12571
Listed with Upstate Down
$1,300,000
Est. $7,507/moPleasant Valley, NY 12569 · Dutchess County
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Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature apple trees, supported by years of proven production. This versatile offering presents an exceptional opportunity to continue the orchard operation or explore alternative agricultural uses such as Christmas trees, nursery stock, or additional fruit varieties. Multiple potential homesites throughout the property capture stunning panoramic views of the surrounding countryside and valleys. A large scenic pond, stocked with bass and utilized for irrigation, enhances both the beauty and functionality of the land. Additional improvements include an extensive irrigation system servicing the orchard, two wind machines for frost protection, a substantial metal equipment barn, and a ranch-style camp building used seasonally during harvest. Combining productive farmland, natural beauty, privacy, and extraordinary views, this property offers unparalleled peace and quiet in one of the Hudson Valley’s most desirable regions.
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Carey Whalen · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 18, 2026, 7:07 AM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
15
Sep 2026
Average Price
Active listings
$610,670
Sep 2026
Average Days on Market
Active listings
85 days
Sep 2026
Computed from 66 active OneKey MLS listings in Pleasant Valley, NY.
$1,625,000
4 Bed • 4 Bath • 3,200 Sq. Ft.
25 Willow Glen Road
Red Hook, NY 12571
Listed with Upstate Down
$949,900
3 Bed • 3.5 Bath • 3,600 Sq. Ft.
58 Crown Hill Road
Wappingers Falls, NY 12590
Listed with Sams Realty
$1,500,000
4 Bed • 3.5 Bath • 3,034 Sq. Ft.
3244 Sharon Turnpike
Millbrook, NY 12545
Listed with Houlihan Lawrence Inc.