Horse Farms For Sale in Middletown Springs Rutland County, Rutland County Vermont

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!

We invite you to view this dream retreat—7.15 acres of peaceful beauty in the heart of upstate NY farm country, just minutes from Lake George, Glens Falls & Saratoga Springs. This inviting home blends Farmhouse-inspired charm with modern ease, featuring a spacious first-floor primary suite with radiant floors and a luxurious steam/aroma shower. Enjoy the 5-stall barn, paddock, and bonus/game rooms, plus a 3-car garage (2017). Thoughtful upgrades include solar panels, a whole-house generator (2020), and updated furnace & central air (2016). Step outside to a stamped concrete patio, a deck, and a cozy gas fire pit—perfect for gatherings. And with remarkably low taxes around $4K, comfort and charm come with lasting value. This is a dream property and now, and an even more competitive price point!

Equestrian Estate, Farmhouse and Turnkey Apple Orchard. All Farm & Orchard Equipment is included! McWhorter's Orchard offers a rare opportunity to own a fully operational orchard and agribusiness with a beautifully renovated farmhouse, horse facilities, and numerous outbuildings. Property Overview: Total Acreage: 155.10 acres, comprised of 148.10 acres spanning both sides of Route 40 and an additional 7-acre orchard parcel on Mahaffy Road, Argyle (SBL #s 166.-1-6 and 173.-2-10). Orchard & Equipment: A full list of equipment to operate the Orchard is available upon request. Financials available with signed Non-Disclosure Agreement. The Orchard is sprawled over 20 acres and there are approx. 120 trees/acre of mature and young apple trees. Residence: Farmhouse: 3,531 sq. ft. furnished home, thoughtfully updated. Layout: 5 bedrooms, 2 full bathrooms, spacious office, walk-in closets. Features: New wrap-around porch with panoramic country views, mudroom entry, updated eat-in kitchen with new appliances, formal dining room, living room with woodstove. Additional Unit: One-bedroom, one-bath apartment ideal for rental income or guest accommodations. Potential Uses: Comfortable family home or charming country bed & breakfast. Equestrian Facilities: 9-stall barn with tack and feed room. Fenced grassy paddock with run-in sheds, water, and electricity. 120' x 180' sand riding arena with drainage, announcer's booth, viewing stand, and snack bar. Agribusiness & Outbuildings: Retail store and apple cider donut shoppe. Multiple equipment storage buildings. Walk-in cooler for produce storage. This is a longstanding, reputable, and well-established operation with significant growth potential for expanded agritourism, retail, or event use.

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.

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.

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.

Land features 15 =/- acres (pretty flat with just a slight slope.2 means of access form 2 roads. 5 mins from I-87 north way. 10 minutes from saratoga. potential for small farm, training or boarding business. possible riding trails on 450+ acres (inquire with in)

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.

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)

Tucked away from the busyness of the world, and yet only a 10-minute drive from the interstate lies this154 acres of pristine beauty on the southern edge of the Adirondack Park. If you’ve been dreaming of owning your own version of the Yellowstone, this may be what you’ve been waiting for. This property boasts a horse barn with 36 spacious box stalls, 2 bathrooms, a heated lounge and an office. Just a few steps away stands over 11,000 square feet of fabulous indoor riding space, and just beyond that is a stallion barn with another 4 large box stalls. Not to be forgotten is the farm workshop just waiting for someone to start the next project. The paddocks are supplied with an engineer designed automatic watering system. Stretching out beyond the barnyard are acres of pastureland, with a babbling brook that rambles its way through the heart of it all. Want to go for a trail ride? Wander for hours and never leave your own land. If 154 acres isn’t enough, there is an additional 240 adjoining acres of land available right next door (MLS #202510124) for sale from the same owner. Overlooking it all is a 4-bedroom 2 bath classic farmhouse. The house is ready for the vision of its next owner, and will need cosmetic updates, but the potential is amazing. The large front window of the sunporch is the perfect place to relax and enjoy your morning coffee while watching your horses graze or cozy up to either the wood stove or the fireplace while relaxing after a long day of riding. The walk-up attic is partially finished and would make a fun bunk house or playroom. Currently used as a thoroughbred breeding facility/boarding stable this has the potential to be used for boarding, training or a resort, with many great areas to set up for “glamping”. The possibilities are endless (with proper permits from the planning board, of course). Interior photos and details will follow. The house is in the process of being cleaned out. Owners are licensed real estate agents. Give me a call, and we’ll tour this little slice of paradise together!