Carpenter Hill Road

Carpenter Hill

Property Description

As you drive Dutchess County’s winding country roads, the rising terrain and layered views take you into another world. Highcroft’s meandering half-mile-long driveway invites you to forget civilization and enter the world of the nearly 100-acre country escape. On a gentle rise, the house was designed with comfort and luxury in mind. The wide, wrap-around porch offers panoramic views of distant mountain sunsets, pond and sloping lawn rimmed with curved stone wall. A formal boxwood garden and a vegetable garden are near, and every corner of the porch offers spots for open air dining and relaxing. A large butler’s pantry doubles the size of the well-appointed kitchen. There are two dining rooms, one formal with fireplace and one informal and light-filled, a library and elegant sitting room. In addition to a gracious bedroom and private living room, the master quarters include his and her offices, his and her bathroom/dressing rooms, private porch with fireplace, and a one-of-a-kind outdoor shower with heated floor.  There are four additional bedrooms, two ensuite and two with a shared bath. From the fruit orchards to the working bee hives, Highcroft hums with farm life. The barn complex includes a guest cottage and a spacious garage apartment and can be re-envisioned as anything from a music performance and recording studio or to an art or sports complex.


  • Price: $5,600,000

  • Year Built: 1993

  • Est. Taxes: $84,534

  • Bedrooms: 5

  • Baths: 5.2

  • Square ft.: 7654

  • Acres: 99.81

  • School District: Pine Plains Central

  • MLS Number: 381469

  • Meet Listing Agent

335 Carpenter Hill Road. Pine Plains, NY 12567