Hickory Hollow Farm presents a rare, once-in-a-generation opportunity to own and customize a private compound on two hundred eighty breathtaking acres. This extraordinary estate is anchored by a stately five-bedroom, four-bath colonial designed for multigenerational living. The main residence boasts graciously scaled rooms and timeless appeal, featuring a gourmet kitchen, private office, sunroom, a stunning family room with a double-sided fireplace, walls of windows overlooking the pond and rolling pastures, plus a cozy living room for intimate gatherings. Two bedrooms, including an en suite, are conveniently located on the main level. An oversized four-car garage with unfinished attic space above offers additional expansion potential. Upstairs, the primary suite is its own retreat with a spa-like bath and custom stonework, complemented by two additional bedrooms and a flexible living space ideal for a media room or playroom. Outdoor amenities include a tennis court, half basketball court, and a heated in-ground Gunite pool, all overlooking an impressive eleven-acre spring-fed, fish-stocked pond with a fountain. Equestrian facilities include a main barn with eleven large stalls, wash area, feed room, hay room and loft, connected to a sand ring; a secondary barn with three oversized stalls; seventeen grass paddocks with turnout sheds; one hundred fifty feet by two hundred feet fenced-in FootingFirst riding arena; and equipment building. A two-bedroom, two-bath guest house and two-bedroom, one-bath caretaker's residence complete this exceptional offering.