Welcome to 1281 Woods Road, a distinguished Germantown estate offering a rare opportunity to own a true piece of Hudson Valley history. Just half a mile from the heart of the village, this stately 1850 transitional Greek Revival/Italianate brick residence combines timeless architectural character with modern luxury. Set on over seven acres along one of Germantown's most desirable roads, the property is surrounded by manicured English gardens, perennial flower beds, and mature trees, with rolling meadows, a clematis-draped gazebo, and wooded trails that create a private, park-like setting ideal for entertaining or quiet reflection. The 4,320-square-foot main residence has been thoughtfully renovated across three levels, with the expansive chef's kitchen serving as the heart of the home, featuring Wolf and Sub-Zero appliances, sleek composite stone countertops, and a casual dining area perfect for gatherings. The elegant double parlor with twin marble fireplaces provides a warm and inviting space for entertaining, while the formal living and dining rooms showcase the home's historic grace. Additional highlights include a cozy library or home office, a luxurious primary suite with a beautifully appointed bathroom, four spacious guest bedrooms, three additional tiled baths, and a convenient powder room. The finished lower level features a bright, windowed media room with its own bath, ideal for movie nights or a recreation area. Beyond the main residence, the property includes a beautifully restored historic schoolhouse—perfect for use as a creative studio, writer's cottage, or private office—along with a large barn offering ample storage or potential for a workshop, gallery, or event space. Ideally located between Hudson and Rhinebeck and just over two hours from New York City, this remarkable Germantown estate offers the perfect balance of privacy, natural beauty, and proximity to local amenities, including Bard College, wineries, historic sites, and vibrant farmers markets—a timeless Hudson Valley retreat ready to begin its next chapter.