287 Derby Road, Middletown, NY

About 287 Derby Road

A place to put down roots, spread out and create the country lifestyle you’ve been dreaming of. Set on 14 mature acres in the Pine Bush School District, this circa-1850s Colonial is a property filled with character and history. The four-bedroom, approximately 2,600-square-foot home welcomes you with a charming covered front porch and retains wonderful original details, including hardwood floors, a beautiful staircase and exposed beams—all surrounded by mature trees and an established country landscape. Outside is where this property truly comes to life. Imagine horses grazing, an expansive vegetable and flower garden, evenings beneath the trees, or simply having the space to enjoy the outdoors at your own pace. The impressive two-story barn offers garage space, extensive storage and tremendous versatility for horses of other livestock, a workshop, equipment, car collection, hobbies or other pursuits. Adding even more flexibility is a separate approximately 840-square-foot one-bedroom house—an ideal setup for extended or multigenerational living, guests, or a private workspace. With 14 acres, multiple buildings and a setting that feels established rather than newly created, this is the kind of property that can evolve with its next owner. Bring the horses, plant the garden, fill the barn with your projects and make this special piece of the Hudson Valley your own.

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