Welcome to Highwood House, a stunning and historic stone Colonial-style home in Bedford Hills, updated for modern living while preserving its timeless charm. This iconic residence, circa 1900's, showcases exquisite architectural details such as slate roof, herringbone wood floors, intricate moldings and offers a grand total of 15,000 square feet of living space. Upon entering, you are greeted by a grand entry hall with a sweeping staircase, setting the tone for the attention to detail found throughout the home. The first floor boasts 12-foot ceilings, while the magnificent ballroom features a soaring 20-foot cathedral ceiling, making it an ideal space for entertaining and hosting family gatherings. The seamless flow from elegant formal spaces to intimate gathering rooms creates a welcoming atmosphere, and the connection to the outdoor entertainment spaces further enhances the versatility of the home. With seven bedrooms and nine baths, there is ample space for everyone in the family. Additionally, two charming cottages on the grounds provide picture-perfect accommodations for overflow guests. The well-thought-out living spaces combine classic design elements with modern functionality. For instance, the master closet features a personal balcony, allowing you to enjoy a quick check of the weather in the morning. The oversized laundry room is equipped with a built-in dehumidifier, providing the fresh feel of line-dried clothes without the wait. The primary suite is a haven of luxury, boasting soaring 13-foot ceilings and a spacious dressing room and oversized en-suite bath. The home also features a modern floor plan that caters to the work-from-home lifestyle, offering room for everyone in the family to comfortably pursue their professional endeavors. The updates to the property are many, including a new Dandelion Geothermal HVAC system and a whole-home Generac Generator, always ensuring comfort and convenience. Outside, the expansive level lawns and open spaces create a serene and tranquil environment, offering a respite from the fast pace of life. You can also enjoy the large, heated gunite pool, perfect for relaxation and recreation. Situated on over 4 flat acres atop McLain Street, this remarkable residence provides a sense of seclusion while still being conveniently located near all amenities. It truly is a special place that offers a unique opportunity to experience a timeless and luxurious lifestyle.