37 Maxham Rd , Pomfret, VT 05067(Windsor County)

Set amid the rolling hills of South Pomfret, Hawk Gate Farm is where history and natural splendor come together. Spanning approximately 352 acres, this storied landscape has high ridgelines with fifty-mile views, woodlands, meadows and a collection of historic and contemporary structures. Its roots reach back more than two centuries, to a time before the American Revolution, when the earliest settlers first laid claim to the Green Mountains.Once five independent farmsteads, Hawk Gate Farm has grown into a single, legacy estate that captures the essence of New England’s working landscape. Its agrarian character is written across the land--from the operating sugar bush in the southwest corner to a rare, circa 1900 high drive dairy barn. Today, a herd of Black Angus graze the pastures, continuing the property’s long agricultural tradition.The approach follows a gravel road lined with stately maples, leading first to the dairy barn, set below a spring-fed, five-acre pond. Higher up are two residences: a striking two-bedroom contemporary home inspired by Vermont’s classic barns, and the 1790s brick Cape built by early settler Isaac Newton. Here, he and his wife Betsey raised ten children and tended sheep. Both homes have been meticulously maintained and preserved.The land invites exploration, shaped by generations of thoughtful stewardship: 136 acres of open meadows, towering maples, birch groves, and stone walls. Eight miles of carriage roads wind through the property--including the King’s Highway, a grassy, stone-lined path believed to date back to the 18th century. The estate’s scale and topography offer opportunities for additional home sites with sweeping mountain views or equestrian facilities.For horse enthusiasts, the nearby Green Mountain Horse Association in South Woodstock provides a vibrant and welcoming community, with organized rides, carriage driving, and events that traverse the surrounding countryside. The farm itself features multiple barns, equipment sheds, and a barn apartment. Hawk Gate Farm is more than a property it is a living piece of Vermont’s heritage, a productive setting for agriculture and an extraordinary retreat for family and friends.Only minutes away from skiing at Saskadena Six, the village of Woodstock, and Green Mountain Horse Association in South Woodstock. Just 19 miles from Dartmouth College and Dartmouth Medical Center.