THE EQUESTRIAN FOUNDATION: A FOOTPRINT FOR PERFORMANCE

Beyond the high-cadence trails and alpine peaks lies potential: a world-class equestrian footprint defined by privacy, scale, and a direct connection to the heart of Vermont horse country.

Spanning 65 acres of high-integrity terrain, the estate provides the elements of a professional-grade facility: quality drainage, expansive acreage, and a strategic layout. This is a property for the serious horseperson who prioritizes the 'hard to find' assets—scale, privacy, and direct trail access—within a traditional Vermont landscape.

A standout feature of the estate is the private indoor riding arena, providing a dedicated environment for year-round training regardless of the Vermont elements. This expansive, clear-span structure allows for consistent work through every season, offering the privacy of a home-based training facility with the scale required for various disciplines. Whether for a morning schooling session or refined flatwork, the arena serves as a quiet, protected sanctuary for both horse and rider. Adjacent to the indoor is a flat environment just begging for an outdoor arena.  Almost unheard of in the hilly fields of Woodstock.

The heart of the daily operation is a substantial, timber-framed barn featuring six traditional stalls and a dedicated heated tack room. Characterized by its solid bones and timeless utility, the structure offers a functional home base for a private string of horses or your child's favorite pony. The facility is supported by many acres of rolling pastures, providing a level of turnout and space that is increasingly rare in the Woodstock orbit. It is an environment built for the health and movement of the horse, emphasizing a high standard of daily care.

Location is the ultimate equestrian asset, and Skyland sits at the epicenter of the Northeast’s premier horse culture. Located just minutes from the Green Mountain Horse Association (GMHA) in South Woodstock, the estate offers convenient access to one of the most storied trail networks in the country. From world-class eventing and dressage clinics to over 400 miles of protected bridle paths, the property serves as a private portal to a community defined by the horse. You aren't just buying an estate; you are owning a seat at the table of Vermont’s equestrian heritage.

At Skyland, the equestrian lifestyle extends far beyond the final stride in the arena. The estate is architecturally designed to transition seamlessly from the rigors of sport to the art of the host. Whether you are returning from a day of eventing at GMHA or hosting a post-competition gala, the home’s expansive proportions and refined entertaining spaces provide the perfect backdrop for the social side of the sport.

From sunset cocktails on the terrace overlooking the pastures to grand-scale gatherings in the vaulted living tiers, this is a property that understands the 'Own It' lifestyle. It is a place where the equestrian community gathers to celebrate the day’s successes, where stories are told by the fire, and where the bond of the sport is toasted in an atmosphere of quiet, hilltop sophistication. Here, the competition ends at the gate, but the lifestyle continues long after the sun sets over the ridge.