
An artful post-and-beam estate of two restored barns, a heated pool, and eleven private acres of lawns, pastures, and wildflowers — 65 minutes from Manhattan.
Artsy and beautiful best describe a place the grounds make unforgettable.
A converted 19th-century barn with a complete glass wall overlooks a magical, very private pastoral setting — manicured lawns, horse pastures, wildflowers, and pine trees, with metal sculptures dotting the landscape. A second converted barn, down a long private driveway, serves as a pool and summer guest house. Meticulously restored, it blends contemporary ease with classic post-and-beam character — ideal for families and couples alike.


The main barn was meticulously restored to mix contemporary comfort with classic post-and-beam craft — soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors. A complete glass wall dissolves the line between the great room and the pastoral landscape beyond.


Down a long private driveway, the second converted barn serves as a pool and summer guest house. The large 20×40-foot heated pool is wrapped in an English garden with total privacy. The grounds here are extraordinary.


Manicured lawns give way to horse pastures, wildflowers, and stands of pine. Metal sculptures are scattered across the landscape like an open-air gallery. It is the kind of privacy and beauty that is increasingly rare this close to the city.















































101 Drake Road sits in Pleasant Valley, NY — moments from the charming village of Millbrook and the heart of the Hudson Valley, yet an easy run to the city. Wineries, farm stands, and rail are all close at hand.