Step into the character and craftsmanship of this beautiful historic Victorian in the heart of Highland, New York. A welcoming wrap-around porch sets the stage for a home filled with original details, thoughtful updates, and timeless Hudson Valley charm. Inside, beautiful hardwood floors, original woodwork, and classic pocket doors showcase the craftsmanship of a bygone era. The gracious first-floor layout includes a formal dining room, inviting parlor, and comfortable family room with a beautiful stone fireplace. An updated kitchen and bathroom provide modern convenience while complementing the home's historic character. Upstairs, the spacious primary en-suite is a true retreat, featuring exposed brick and beautiful wide-plank flooring. The primary bath includes a jetted tub and imported marble. Additional bedrooms offer plenty of space for family, guests, or a home office. One of the property's most unique features is the large detached three-car garage with a private entrance to finished living space above, complete with a full kitchen and bathroom. This versatile space is ideal for guests, extended family, a home office, studio, recreation space, or other possibilities. A charming small barn in the backyard adds even more character and useful storage. Outdoor enthusiasts will especially appreciate direct access to the Hudson Valley Rail Trail and Walkway Over the Hudson, with miles of scenic recreation right at your doorstep. Enjoy nearby wineries, orchards, farm stands, dining, and all the Hudson Valley has to offer, with convenient access to Metro-North for travel to New York City. Historic charm, modern comfort, exceptional additional space, and an outstanding Hudson Valley location make this a truly special property.