316-320 Clinton Hollow Road

Nestled in the heart of Dutchess County, 320 Clinton Hollow offers the best of both worlds: the soul of an old Hudson Valley farm and the ease of modern infrastructure. This thoughtfully renovated compound includes an 1840s farmhouse, a barn with a workshop and guest quarters, an apple orchard, gardens, woods, a hot tub, a wellness spa with sauna and cold plunge, pastoral and pond views, as well as solar panels for energy efficient living. Enough space for guests, work, play and quiet. At the heart of the house is a spacious eat-in kitchen with vaulted ceilings and French doors opening to the patio, outfitted with a Viking Professional range and integrated Fisher & Paykel refrigerator. Adjoining living and dining spaces, a fireplace and a cozy library/den offer plenty of room to gather. An attached garage makes life easy. A first-floor primary suite has an ensuite bath and private access to the rear deck and hot tub overlooking the orchard and grounds. Upstairs are three additional light-filled bedrooms, an office and a full bath. The barn adds another dimension to the property. A private two-bedroom apartment has hardwood floors, a newly outfitted kitchen with Samsung Bespoke appliances and its own deck overlooking the gardens, orchard and a neighboring pond beyond. Beneath the deck, a built-in bar creates an inviting outdoor entertaining space, while a large heated workshop offers space for making, building, storing or pursuing creative projects. An outbuilding has been artfully rebuilt using materials salvaged directly from the grounds and transformed into a dedicated wellness spa complete with a custom sauna, cold plunge, and dressing room. Outside, old stone walls, ferns and mature plantings frame an established apple orchard, and a landscape designed to offer something beautiful in every season. It feels less landscaped than lovingly tended—a place that has evolved over time with mature specimen Linden trees, Sugar Maples, yellow magnolias, dogwoods, tulip trees, evergreens, boxwoods, forsythia, azaleas, rhododendrons, and abundant hydrangeas—an extraordinary Hudson Valley sanctuary made for living, gathering, and unwinding. Directly across the road, the town park offers a swimming pond, sandy beach and basketball courts. And despite the sense of escape, the property is just five minutes from the Taconic State Parkway, 15 minutes from Millbrook and 20 minutes from Rhinebeck.