A Woodstock compound with two distinct residences on eight acres, currently set up as STR. Included as part of this unique offering, 7 Downer Road brings an entirely different yet equally compelling dimension to the property. Set on approximately two private acres with beautiful mountain views, this authentic mid-century ranch captures the simplicity and warmth. The one-bedroom home retains many of its original details and vintage character, creating a nostalgic retreat filled with personality and charm. Inside, a wood-burning stove and freestanding fireplace anchor the living spaces, while large windows frame the surrounding landscape and invite natural light throughout the home. Outdoor living is equally inviting. A screened porch offers the perfect place to enjoy summer evenings, while a spacious deck with hot tub overlooks the mountains beyond. Tucked nearby, an adorable outdoor sauna creates a private wellness escape surrounded by nature. A recently installed metal roof adds long-term durability and peace of mind. According to the seller, the home will require a new septic system, presenting an opportunity for the next owner to update and enhance the property while preserving its distinctive mid-century character. 5 Downer is currently listed separately. This property is a reconstructed barn with almost 6 acres, fields, view of Overlook Mountain, and conveniently located just off Zena Road. Whether used as a guest house, caretaker's residence, artist's retreat, income-producing rental, or private escape, 7 Downer Road significantly expands the possibilities of this extraordinary Woodstock compound.