Situated in the picturesque town of Roxbury, Connecticut—a mere 90 miles from midtown Manhattan—White Tail Farm epitomizes the pinnacle of New England living. This exceptional 86-acre estate is anchored by a c.1790s farmhouse that was restored in 1997 by Roderick Thorne, the esteemed builder of the renowned Mayflower Inn and Spa. In 2003, the property underwent a substantial renovation and expansion, 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 family compound, White Tail Farm offers an unparalleled living experience that balances rural serenity with convenient access to New York City. Main Residence:  The 5,600+ square foot main residence seamlessly integrates period details with modern comforts. Wide plank oak flooring, beamed ceilings, six fireplaces, including wood-burning hearths in the formal living and dining rooms, create an inviting atmosphere throughout the home. The heart of the home features an open-concept kitchen and family room, equipped with premium appliances from SubZero, Wolf, Miele, and Viking. An informal dining area, framed by expansive windows, offers captivating views of the estate's rolling landscapes and memorable sunsets. The upper level comprises two primary suites, each boasting en-suite bathrooms, walk-in closets, dual vanities, soaking tubs and stall showers. One suite is fitted with a fireplace and bespoke built-ins. Two additional bedrooms, including another en-suite, and a guest room with panoramic southwestern vistas, provide ample, private accommodation for family and guests. The lower-level Great Room serves as an ideal space for recreation or movie nights. Amenities White Tail Farm caters to diverse interests and pursuits. Outdoor enthusiasts will appreciate the heated gunite pool, tennis court, and basketball/sports court. A covered porch overlooks the expansive lawn—a stunning 4-acre meadow surrounded by woods—perfect for al fresco dining or quiet contemplation. The property's trails offer excellent opportunities for hiking and snowshoeing, allowing residents to fully immerse themselves in the natural beauty of the estate throughout the year. Guest House Adjacent to the pool, the 1,890 square foot guest house exemplifies flexible luxury living. Its open floor plan encompasses combined living and dining areas, complemented by two wood-burning fireplaces. The recreation room, featuring French doors and a wall of windows, currently serves as a home gym. A well-appointed kitchenette and a private bedroom with an en-suite bathroom round out this adaptable space. Whether hosting guests, enjoying family time, or seeking a private retreat, this multi-functional building adapts to your needs. Moreover, it offers an ideal live-work space for those seeking a separate home office or studio. Natural Splendor The estate's 86 acres of unspoiled land invite exploration and appreciation of nature's beauty. The landscape design, masterfully crafted by renowned landscape architect Robin Key of RKLA—known for her work on New York's iconic Tavern on the Green—perfectly complements the natural surroundings. Highlights of the property include both banks of the pristine Battle Swamp Brook; a tranquil 1/4 acre spring-fed pond; meticulously curated landscaping with specimen plantings and mature trees, including a majestic sugar maple; winding trails ideal for walking, hiking, snowshoeing, equestrian activities, or recreational vehicle use; a stunning 4-acre meadow surrounded by woods, offering a picturesque setting for outdoor activities and events. Additional Features 9ft ceilings throughout, excluding formal dining room at 7’8” 3-car heated garage 980 sq ft in-law/staff apartment above the garage 4-stall barn with electricity and water, perfect for equestrians or automotive enthusiasts Solar panels for sustainable energy efficiency Electronic fencing on the property for pet safety and freedom Recent significant upgrades include: new well pump, garage doors, siding and cedar roof on Pool House, and smart home technology   Prime Location Accessed via a winding driveway at 62 Davenport Rd in Roxbury, White Tail Farm offers both seclusion and convenience. This estate presents a rare opportunity to own a piece of New England's pastoral elegance, perfectly suited for those who value privacy, architectural integrity, and seek a canvas for creating lasting memories.