Said to be Hillsdale's second oldest home, this historic c1788 Shaker built center chimney Colonial sits on 17 acres of sprawling green hillside, gardens, and fruit trees. Once the home of Captain John Collin III, the home sits along the beautiful corridor connecting the Hudson Valley and the Berkshires— an area characterized by its rolling hillsides and rural landscape. Meticulously restored, you’ll find fabulous period details such as original 12-over-12 wavy glass windows with custom storms, beautiful curved walls, hand hewn beams and old growth pine floors. Enormous slabs or marble make up the front steps & foundation walls. You’ll find wonderfully high ceilings for a house of this age, and a four season sunroom with radiant heated floors & AC. Despite its formal proportions the house lives comfortably, the kitchen opens to a lovely seating area with a wood burning fireplace, undoubtedly the room you’ll spend most of your time in. There are two additional, large sitting/dining areas on the first floor, a mudroom & powder room. Upstairs, you’ll find five bedrooms, some large & lightfilled and others charming & petite, and two full baths including an ensuite in the primary. Outside, the 17 acres are comprised of woods and meadow, there is a fenced in garden with ten raised beds & a garden shed, heirloom varieties of apples, peaches and pears. A trail meanders through the woods. There is a full house generator. An early home with pedigree, you are just 15m to Great Barrington, 20m to Hudson, and under 2.5h from NYC. © 2025 OneKey™ MLS, LLC