$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$5,000,000
Est. $32,473/moDover Plains, NY 12522 · Dutchess County
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Nestled in the heart of the Town of Washington’s breathtaking countryside, this extraordinary 332+ acre property offers a rare opportunity to own an expansive and remarkably diverse landscape in the scenic Harlem Valley. A stunning blend of rolling hay fields, open pastures, mature hardwood forests, three peaceful ponds, and a meandering stream, the land unfolds with incredible natural beauty in every direction. Rising steadily from east to west, the property reaches elevations of approximately 1,175 feet, where vast level areas capture commanding panoramic views stretching across the Harlem Valley. With numerous potential homesites positioned throughout the acreage, each offering its own spectacular vantage point, the possibilities are endless for creating a private estate, compound, working farm, equestrian retreat, or recreational paradise. The combination of open meadows and wooded terrain, along with an extensive network of trails, provides exceptional opportunities for hiking, horseback riding, ATV use, hunting, wildlife observation, and year-round outdoor enjoyment, all with a remarkable sense of privacy and seclusion. The land is exceptionally well suited for organic farming, livestock, and horses, with fertile fields and varied topography that make the property both functional and picturesque. An existing agricultural tax exemption adds tremendous value, currently reducing taxes from $91,728 to $54,001 annually, a savings of $37,727 per year. For those seeking an even larger landholding, an adjacent 109.69 acre parcel is also available, bringing the combined acreage to an impressive 441.99 acres. This neighboring former dairy farm includes four separate lots consisting of an 88.46 acre parcel previously used for cattle, a 10.37 acre parcel featuring two homes, iconic red barns, and a silo, a 9.82 acre hayfield, and an additional 1.04 acre parcel. A property of this scale, beauty, and versatility is truly a once-in-a-generation offering. Don’t miss the opportunity to own this remarkable piece of countryside paradise with unmatched views, endless potential, and extraordinary natural surroundings. Be sure to click on the virtual tour icon to experience the stunning 360-degree panoramic views from multiple locations throughout this incredible property.
As reported by the listing office; verify enrollment with the district.
Listed with McGrath Realty Inc · Brian McGrath · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 7:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
7
Sep 2026
Average Price
Active listings
$677,069
Sep 2026
Average Days on Market
Active listings
201 days
Sep 2026
Computed from 32 active OneKey MLS listings in Dover Plains, NY.
$5,750,000
4 Bed • 3 Bath • 3,810 Sq. Ft.
81-85 Fraleigh Hill Road
Millbrook, NY 12545
Listed with Compass Greater NY, LLC
$3,500,000
0.67 Acres
7484 S Broadway
Red Hook, NY 12571
Listed with Staley Real Estate, LLC
$5,250,000
5 Bed • 3.5 Bath • 3,424 Sq. Ft.
4918 Route 82
Salt Point, NY 12578
Listed with Upstate Down