White Tail Farm, located in Roxbury, CT, just 90 miles from Manhattan, is an 86-acre estate offering the best of New England living. Centered around a restored c.1790s farmhouse, the property was substantially renovated and expanded in 2003, resulting in a spacious residence that artfully combines historical elements with modern amenities–ideal for discerning individuals seeking a private sanctuary or a multi-generational compound. With a combined total of 9042 sqft of space, 6 bedrooms, 6 bathrooms comprised of a guest house, in-law and main house, this property has room for everyone. The main residence features oak flooring, beamed ceilings, and six fireplaces. The upper level has two primary suites with en-suite baths and walk-in closets, plus two additional bedrooms and a guest room. The lower level comprises a Great Room for recreation. Outdoor amenities include a heated gunite pool, tennis court, sports court, and a 4-acre meadow with surrounding woods which are perfect for hiking and snowshoeing. The guest house provides a spacious flexible living space with two fireplaces, a recreation room, bedroom, full bath, and a kitchenette. The estate’s 86 acres include a spring-fed pond, Battle Swamp Brook, curated landscaping by Robin Key, and walking trails. Additional features include a 3-car garage, a 4-stall barn, solar panels, and recent upgrades like a new well pump, cedar roof, garage doors, and smart ho