Horse Farms For Sale in Killington Rutland County, Rutland County Vermont

Tucked at the end of a quiet country road, Sugar Bowl Farm is a modern farmhouse set on 124 private acres. Completed in 2025, the home is beautifully finished and filled with natural light, especially in the cathedral-ceilinged great room where south and east facing windows catch the shifting light throughout the day. This airy central space flows effortlessly to the veranda, deck, and gardens beyond. The new, spacious kitchen overlooks the fenced pasture and opens seamlessly to the dining area and great room--perfect for gatherings. The lower level adds over 1,300 square feet with sliding glass doors, windows, and a deep soapstone sink--ideal for creative projects, potting, or puttering. A 3-story barn--with 2 stalls, a hayloft, and a workshop--anchors the property, while the sand ring is ready for riding, winter turnout, or spontaneous family games. In this protected bowl, summer brings a riot of blooms: roses, hydrangea, wisteria, lilacs, mountain laurel, clematis, anemone, lilies, mock orange, daffodils, and rhododendrons. A wood-fired hot tub on the hillside offers stargazing in solitude. Two brooks wind through the woods, with trout fishing and swimming holes. Trails thread through maples once tapped for sugaring, and the land stretches to the Spring Hill ridgeline. Located in the Chateauguay No-Town Conservation Area--known for its wild beauty--and bordered by conserved land to the west. Underground power, new heating system, four-bedroom septic and high speed fiber. 7 miles from Interstate 89, 11 miles from Saskadena Six, 15 miles from Woodstock and 27 miles from Killington.

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. *Sanatoga Spring is no longer in operation, with remnants still visible on nearby private land.

The John Arnold Cottle House is a landmark residence in the heart of South Woodstock, a rare blend of village convenience and country living. Built in 1811 by one of the area's earliest settlers, this stately Federal-style brick home has been thoughtfully restored to honor its historic charm while integrating modern comforts. Set on 2.7 acres, the property features 450 feet of frontage on Kedron Brook, along with a firepit, a barn, and a river meadow. The barn—currently used for storage—could easily be converted to accommodate a couple of horses or sheep. The three-bedroom main house has elegant 12-over-12 windows, high ceilings, and beautifully preserved period details, including a second-floor ballroom with a coved ceiling and fiddler’s stage—a nod to its past as a lively gathering space. The newer addition overlooking the brook has a magnificent great room with 17' cathedral ceilings and a gourmet kitchen and wood burning brick fireplace. The renovated Kingsley Barn guest house offers two bedrooms, a loft, and a deck overlooking the brook. Below there is a heated workshop, ideal for puttering, creating, and getting lost in a project. A timber bridge spans the waterway, connecting the property’s field, barn and trails. With direct access to the Upwey Trail system and equestrian paths leading to the Green Mountain Horse Association, this property is ideal for outdoor enthusiasts. Located along South Road in the South Woodstock Historic District, the home is part of a landscape of preserved 19th-century architecture and pastoral beauty.

Set On 35 acres, this hilltop contemporary captures sweeping long-range views of the Quechee Valley, the Woodstock hills, and the Quechee Ski Hill. With over 4,000 sq. ft. of finely crafted living space, the home showcases quality throughout - custom trim, warm wood and tile floors, radiant heat, and walls of glass designed to frame Vermont’s beauty from nearly every room. The main level is ideal for entertaining, featuring a chef’s kitchen that flows into a dramatic living/dining room with soaring ceilings and a gas fireplace. The private bedroom suite is bright and luxurious with 2 walk-in closets. A comfortable in-law suite, offering flexibility for guests or multi-generational living can be accessed from indoors or out. In total, the home offers four bedrooms, three full baths, and a half bath. The lower level features a spacious media room, perfect for movie nights or game day - plus two bedrooms and a full bath. Outdoors, rolling meadows once grazed by sheep blend into the Quechee woodland alive with moose, deer, and Vermont’s four-season wonderland. A 26 x 36 barn offers versatile storage or workshop space, while the two-car garage and ample parking provide convenience. All within minutes of Quechee Lakes golf courses and restaurants, and close toWoodstock shopping and hiking, with Dartmouth College and DHMC just a short drive & Killington 20 miles West. A rare retreat blending privacy, craftsmanship and panoramic views!

Situated amongst the finest equine estates in the region, Tuacknback Farm is an iconic landmark, best known as the most popular hold along the famed Vermont 100 ride. Located on a scenic country road, accessing the most extensive trail systems in New England, the entire property was impeccably orchestrated for ease with direct walk-in access to the connected stable and hay loft, and a wide circular entry. The grounds are gorgeous with long, verdant lawns, fenced pastures and pens, a maple tree lined entry, ancient stone walls, and copious established perennial beds offering a lovely palette throughout the seasons. The home was originally built in 1988, benefitting from a top-quality expansion and renovation in 2018. The interior spaces are generous, bright and inviting with sweeping wooden cathedral ceilings and gleaming pine floors running throughout the main level with a cupola providing additional light and dramatic interest. The kitchen is well appointed with plenty of cabinet and counter space. A propane stove warms the living and dining area. Open-concept common spaces connect to a balcony and two exterior decks overlooking the pastures and lawns. A spacious and comfortable primary bedroom features custom maple cabinetry and walk in closets. 4 additional bedrooms and 3bathrooms. Walkout lower family room. Heated tack room and direct access to the impressive stables with washroom, seven stalls.

This beautiful property is located in the heart of the Green Mountains and borders the Green Mountain National Forest along with the Long Trail (Appalachian)! This cape style home offers a great country kitchen with an open concept into the living room, three nice size bedrooms and a charming sunroom in the back! There is a attached 2 car garage and a oversized one car detached garage/workshop, perfect for storing all the farm toys! The expansive horse barn includes 12 stalls, tack & wash rooms and a hay loft! With many paddocks and pastures, a picturesque pond with spectacular mountain views, this truly is a slice of heaven! The indoor arena will offer you endless hours of riding, no matter what the Vermont weather may be! The possibilities are endless for todays equestrian at heart! Call today for a private tour of this unique property!

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)

Set on 104 scenic acres in Springfield, Vermont, 150 Trombly Road offers a rare combination of comfort, natural beauty, and agricultural potential. This three-bedroom, three-bath home features 3,362 square feet of inviting living space surrounded by open fields, wooded areas, and beautiful local mountain views. Perfect for equestrian or farming pursuits, the property includes a three-stall barn with an insulated tack room, a 600-bale hay mow, fenced paddocks, and expansive pastures. Additional amenities include a run-in shed, a small riding arena, and multiple natural springs. For those interested in Vermont’s sugaring tradition, the 1,100-tap maple stand offers added income potential. Whether you envision a working farm, an equestrian retreat, or a private country residence, this property embodies the best of Vermont’s rural landscape and timeless charm.

Lovely 1778 center chimney cape, antique charm remains after many thoughtful renovations allowing for comfortable modern living. Enjoy the views from the deck over the 40+- acres of rolling fields and forest. Most recently a horse farm this property offers abundant possibilities. Kitchen, sunroom, dining, livingroom, 2 baths, laundry, & primary bedroom on first floor. Additional 2 bedrooms upstairs for family or guests. A 3 story barn currently with 8 full sized stalls, tackroom & grooming area. If plumbed the top level would make a nice office or apartment. There is a large separate run in building & several small run in sheds. Beautiful property with perennials, stone walls, three 400' long turnout paddocks and pasture with older post & rail fencing. In area of other horse properties. Private setting on paved road. Easy access to I-91, approximately 30 minutes to GMHA in S Woodstock, VT.

Close to everything, yet offers the space and privacy you crave, this meticulously maintained property is just 11 minutes from Barre, VT and Norwich University, 31 minutes from Vermont Law School, 24 minutes to Waterbury, and only 36 minutes to Stowe. You'll have quick access to top schools, culture, and recreation while still being able to retreat to your own peaceful countryside escape. Nestled on 12 versatile acres, it’s ideal for those dreaming of a gentleman’s farm, equestrian retreat, or simply a private getaway surrounded by nature. The 8-stall horse barn is in excellent condition, fully equipped with electricity, water, and thoughtful features throughout. Previously used for breeding, it even has cable installed for CCTV—making foal-watching and safety monitoring possible. Whether you're looking to generate income by renting out stalls or keeping your own horses at home, the flexibility is here. The land also includes your very own pond and a unique quarry, creating a beautiful and functional landscape. Inside the home enjoy the tasteful updates. Both bathrooms are fully renovated. A spacious primary suite with an ensuite, light-filled bathroom. The family room is a showstopper, with an architectural Adirondack wall of updated windows, with lower panels able to be opened for fresh air. Take in views of starry skies, snow dusted trees, sunsets, and distant slopes of Killington in winter. Don't miss your chance to experience this property!