A true country retreat on 109 picturesque acres on one of Millbrook’s most coveted roads, Tower Hill. This extraordinary country estate offers a rare blend of elegance, comfort, and timeless charm. The main residence, originally built in 1909 and remodeled in 2002, features five or six bedrooms, four full bathrooms, and three half bathrooms, designed for both everyday living and grand entertaining. The gracious floor plan is separated into two wings; the west wing features a large entry foyer with a powder room, a living room with a wood burning fireplace, a den or library with wood burning fireplace, and upstairs; a large primary suite with two full bathrooms, a balcony overlooking the courtyard, and an office, dressing room, or additional bedroom. A long central corridor connects the two wings and is flanked by the planted courtyard on one side and a covered porch on the other. The east wing features a formal dining room with a wood burning fireplace, an open kitchen with breakfast room, and a family room with yet another wood burning fireplace. There is also a bedroom with a full bathroom, and a powder room with laundry. Upstairs is an ensuite bedroom with a balcony overlooking the grounds. Perfectly suited for guests or staff, the lower level includes a private bedroom and full bath. A separate two bedroom, 1.5 bath guest house or caretaker’s cottage provides additional accommodations. The property’s grounds are equally impressive, with manicured lawns, sweeping meadows, and mature trees. Amenities include a large original barn, pool, private golf hole, and firepit—ideal for both sporting pursuits and relaxed gatherings. Located just 10 minutes from the charming village of Millbrook and the Metro North, this estate offers the best of refined country living with convenient access. A Millbrook classic, perfect as a sporting retreat or a showpiece property with great opportunity to create your own compound, equestrian estate, or sustainable farm. Agriculture and forestry exemptions in place.