514 Main Street, Woodbury CT 06798

If youve ever dreamed of calling a castle your home, this remarkable 5,000-square-foot stone house is the answer. Known fondly by locals as The Castle, this property has a fascinating history, with roots tracing back to the 1800s. Originally a stagecoach stop, it stands near a brook that was once a favored path of the legendary Leatherman. In the 1970s, a visionary known as Cadillac Joe began expanding the home into a grand stone castle, meticulously crafting every stone by hand. Though his work was left incomplete due to his advancing age, the foundation he laid became the start of a stunning transformation. Enter Mario, whose dedication and years of hard work brought the vision to life, completing this architectural masterpiece with exceptional attention to detail including all new mechanicals, plumbing, electric, well, septic, roof and more. Today, The Castle stands as a beacon of history and craftsmanship, featuring a grand dining room, a massive living room, and a chefs kitchen-perfect for entertaining guests or simply enjoying the beauty of the space. The wraparound balconies offer breathtaking views over the river ravine and treetops, while the stone walkways and tranquil surroundings provide a peaceful retreat from the world. Whether youre captivated by the historic intrigue, the timeless craftsmanship, or the unparalleled setting, this home offers a truly unique living experience. Step inside and make history your own.