We want to share with you local real estate listings featuring properties that are located on the GMHA Trail Network.
We hope to facilitate interest—and ultimately sales—to keep these properties in the hands of horse people who will keep them open to share with riders. We also hope they will consider donating their trails to GMHA, so they will be protected…forever!
Brief property descriptions and direct links to the listings are provided for each property. Anyone interested—or if you know someone who may be interested—should contact the realtors directly.
Farm at Gaelic Crossing
325 Cemetery Rd
West Windsor, VT
Access to trails as well as a place to board your horse
Farm at Gaelic Crossing is an equestrian property set on 26.72± acres, has dramatic views of Mount Ascutney and, after summer showers, the frequent and magical appearance of rainbows—often even double rainbows—across the wide, open sky.
This updated c.1842 New England Cape offers 2,554 square feet of finished living space, including four bedrooms—two conveniently located on the first floor. Wide pine and maple floors run throughout, adding classic farmhouse character.
The equestrian amenities are outstanding: a 3,024-square-foot stable with seven spacious stalls, a heated tack room, wash stall, bathroom, and laundry area. The 100′ x 200′ riding arena features a state-of-the-art, eco-friendly footing made from recycled sneakers, offering outstanding drainage, low dust, and excellent footing. Outdoor facilities also included are a round pen, four grass paddocks, and one dirt paddock. Quiet gravel roads invite walking and riding, with access to the Green Mountain Horse Association trail system.
A stream winds along the property’s West border, while apple and pear trees provide seasonal bounty. High-speed internet ensures fast connectivity. Ascutney Outdoors, with 40 miles of trails for horseback riding, mountain biking, skiing, and hiking, is nearby, and the popular Brownsville Butcher and Pantry is less than two miles away. (Horses not included)
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Tuacknback Farm
399 Spear Cemetery Rd
Reading, VT
Ride from Your Barn to Miles of Connected Trails
Tuacknback Farm, located on the “The Hill”, is in the heart of horse country, just minutes from South Woodstock. Access to miles of interconnected trails invites hiking, snowshoeing, x-c skiing, snowmobiling, trail riding, and other recreational sports right from the property.
Facing south to take full advantage of natural light, the home was thoughtfully expanded and renovated in 2018-2019. The upper level features an open-concept floor plan with a cathedral ceiling. There is a spacious kitchen designed for entertaining, along with comfortable dining and living areas. The primary suite includes a double walk-in closet with custom maple cabinetry and a private bath, while a guest bedroom with a full bath complete the level.
The lower level offers three additional bedrooms, two baths, and direct access to the seven-stall stable, complete with a tack room and wash stall. The versatile barn is well suited for animals, equipment storage, or recreational gear. A four-bay garage, constructed in 2018, offers covered storage for cars, trailers, equipment, and outdoor gear.
Outdoor living is equally inviting. A balcony off the kitchen is a peaceful place to greet the day and take in the morning light and gardens. On the western side of the home, a large deck provides a front-row seat to sunsets, grazing horses, and the property’s expansive lawns and mature trees. Paddocks and fenced meadows provide ample space for four-legged family members.
The property is located less than six miles from GMHA and the South Woodstock Country Store; 22 miles from Okemo; 29 miles from Dartmouth Hitchcock Medical Center; and three hours from Boston.
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Skyland Farm
412 Skyland Lane
Woodstock, VT
A Private 65-Acre Equestrian Retreat with Modern Architecture,
Mineral Springs, and Sweeping Mountain Views
Once the site of an 1850s homestead and now reimagined for 21st-century living, Skyland Farm is a private retreat on 65 acres. Mineral springs, glass architecture, and extraordinary views define this rare legacy property, just minutes from the village of Woodstock and with direct access to the trails of Mount Peg.
Found at the end of a quiet lane, sweeping vistas of the Green Mountains and Killington are viewed from nearly every room. Finished in 2024, this timber frame home channels modern farmhouse warmth with a clean, contemporary edge.The wall-to-wall glass in both gables frames the surrounding landscape like living artwork, while inside, 24-foot ceilings, radiant heat, A/C, and a sauna provide everyday indulgence and embrace.
At the heart of the home is a chef’s kitchen with Marinace granite, Wolf and SubZero appliances, and reclaimed hickory floors. Gently sloping meadows invite sledding in winter and lead to the barns below including a 6-stall stable, indoor riding arena with heated viewing area, chicken coop, and a spacious barn perfect for guest quarters, workshop or a car collection.
Set between the twin gables, an elevated courtyard with a heated Soake pool creates a seamless indoor-outdoor connection, ideal for sunset reflections in the summer and stargazing in the winter.
The farm is found near *Sanatoga Spring once a 19th-century destination for its healing mineral waters. Echoing the legacy of Sanatoga Spring, Skyland’s own mineral waters feed three pristine ponds, anchoring a landscape that brings both peace and clarity. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby.
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