Horse Farms For Sale in Windsor County Vermont United States Vermont

Chase Brook Farm is at the end of a quiet country road, offering complete privacy on 52+/- acres and yet just 10 miles from Okemo Ski Resort, fine dining, and shopping. The views are punctuated by bucolic vistas of the Green Mountains including Steadman Hill, the highest peak in Chester. At the center of this property is a 2,941 sq. ft. farmhouse, built in 2008 and inspired by countless visits to Sturbridge Village. Thoughtfully designed to evoke the charm of a historic home, it features hand-planed boards, painted wide pine floors, wrought iron latches, and soapstone countertops—while providing the comfort of modern amenities, including new mechanicals, updated wiring, and a large, dry basement. This property invites year-round enjoyment. In winter, sled down hills out back, or clear the pond for skating parties. Snowmobilers, skiers, and snowshoers will appreciate the room to roam and easy access to the VAST trail for extended adventures. After a day in the snow, warm up by one of the two cozy fireplaces or take a soak in the hot tub out on the deck. In summer, enjoy a swim or cast a line in the stocked pond, or gather berries from the 80+ blueberry bushes and raspberry patch. The fall season brings apple picking, perfect for homemade pies and sauces. The land is also suitable for livestock, offering versatility for a variety of uses. Chase Brook weaves in and out along the border to the East. Additional features include an attached one-bay garage for the main house, a three-bedroom caretaker’s house with a three-bay garage, and fiber optic internet. 19 min from Weston Playhouse; 40 min from Killington and Bromley; 57 min from Vermont Summer Festival (equestrian event in Dorset); 2h 15m from Hartford; 2h 45m from Boston.

3.1 miles from GMHA, 3.8 miles from South Woodstock Country Store and Post Office, 28 minutes from Killington, 2.5 hours from Boston. Fiber optic internet. 157 acres conserved with Vermont Land Trust.

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!

Londonderry’s Under the Mountain Road is one of the area’s most beautiful country roads, meandering along the lower western edge of Glebe Mountain, home to Magic Mountain Ski Area and thousands of acres of conserved lands. Here you’ll find Fairmount, one of Londonderry’s cherished historical properties, featuring one of – if not THE – best view in southern Vermont, with panoramic views looking over the West River Valley to the majestic Green Mountains between Stratton and Bromley. The c.1810 farmhouse was thoroughly and thoughtfully renovated in 1987 and offers historic architectural details that are now integrated into a more contemporary layout, all with an eye to maximizing the interior spaces while enjoying outdoor areas, perennial gardens, and spectacular four-season views. The spacious 5BR house offers a traditional floorplan with rooms to gather in and others to relax and enjoy quiet time – perhaps by the fire in winter months or in the charming “Summer Room” during the warmer months. An adorable but rustic one-bedroom guest cottage is nearby; and there are barns and sheds for vehicles, tools and gear (or animals). The 42+ acre parcel is enrolled in VT’s Current Use program for managed forestry and enjoys reduced property taxes. Londonderry is a special community and you’ll be just a few miles from the farmer’s market, outdoor recreation ranging from hiking and biking, to kayaking at nearby Lowell Lake, to skiing at four major ski areas. Make this special spot yours!

Truly one of the most beautiful properties in Vermont. Welcome to your very own equestrian farm that has everything you need. From the moment you enter the paved driveway lined with beautiful wood post and lighted lanterns, you can feel the magic of this place. Current owners took this 1850’s farmhouse down to the studs and meticulously brought it back to life. This magnificent 28.73-acre property sits on a flat piece of land with amazing views of Killington and Pico mountains. You enter the home into a gorgeous kitchen with granite countertops, cherry cabinets and ample seating at the island. Dining room is large enough to host family gatherings and opens nicely into the living room for conversations to flow. The first floor features a flex space, bedroom, laundry and half bath. Up the beautiful stairway you will find a large office, two bedrooms with Jack and Jill bathroom and the large and inviting primary suite. The primary bath is stunning with a large soaking tub, double sink vanity, steam shower and his and her walk-in closets. Above the heated four car garage is a stunning apartment. Currently being offered on Airbnb, but could be used as in-law quarters or a wonderful place for visiting family members to stay. Outdoor amenities: 40 ft. inground heated saltwater pool, screened in pool house with bar, patio featuring a stone fireplace and relaxing spa. Horse farm amenities: 17-stall horse barn, 120’ x 66’ indoor riding arena, and several paddocks.

Nestled on nearly 260 acres, this exquisite 18th-century solid post & beam 4 bedroom 2 bath cape offers a harmonious blend of historic charm and modern convenience. Boasting original features like fireplaces, wood flooring, and exposed beams, the home is filled with character. Spacious rooms create a perfect setting for gatherings. Recent updates include a new roof, windows, furnace & oil tank; ensuring comfort and peace of mind. Additionally, a charming one-bedroom, one-bath guest cape style house (500 sq feet) with 2 2-car garages and an additional storage bay with a private deck to backyard and pool. The property is a diverse mix of woodlots and picturesque open fields, with trails that meander past streams, waterfalls, and stone walls. Outbuildings enhance the property’s functionality, including a barn with silo, chicken coop, generator garage, and a newer 40x60 Morton metal building ideal for equipment and storage. With frontage on three roads, this property is perfect for a private compound. Passed down through three generations, this peaceful retreat presents a rare opportunity to own a truly unique piece of history. Wardsboro's town center is in close proximity, ensuring convenient shopping experiences. It is conveniently located just minutes away from Mount Snow and Stratton ski resorts, this homeallows for quick access to recreational activities.

In the 1940s, the farm became home to Camp William James, a base for the Civilian Conservation Corps (CCC). Inspired by William James' essay The Moral Equivalent of War, the camp brought together in winter Dartmouth and Harvard students for apprenticeships with local farm youth, promoting national service in peacetime. This ethos later influenced the creation of the Peace Corps in 1961. It is said that Eleanor Roosevelt visited the camp one winter and famously used the two-holer outhouse in the backyard. Tunbridge is the home of the Tunbridge World's Fair and The Ranger, a gravel bike ride. 39 minutes from Dartmouth College, and less than 2.5 hours from Boston.

An Outdoor enthusiasts dream!! A horse lover's dream! Property comprises 10.75 acres with approx. 3 acre hayfield at back of property, approx. 3 acres of fenced pasture, and approx. 1.5 acres yard around house. Views and property include a nature area with mountain views in the backyard that is not buildable, so the view will not be blocked by neighbors, including access to Otter Creek for fishing, canoeing, kayaking, etc.!

78 acres pristine Vermont land with updated, well-maintaned Cape built in 1986 with 3 bedrooms, 2 bathrooms, and attached 2 car garage. 4 stall barn w/ 500 bale hay loft and attached 2 stall run-in. 60’ x 120’ outdoor riding arena, large chicken coop, sugar house. Hay fields, fenced pastures, 69 acres mixed hardwood with trails. 5.6 kilowatt ouput Solar panels Property in Current Use program. High speed Fiber optic internet Sugar house Large Chicken coop 30 minutes to Dartmouth Hitchcock Memorial Hospital (DHMC) and shopping 10 mins to Lake Fairlee for boating, fishing, swimming, etc. 1 hour to Canadian border

62 acres pristine Vermont land with updated, well maintained historic home built in 1791 with 3 bedrooms, 2 bathrooms, and 1 car garage. 2 horse stalls with tack room and hay loft. Fenced pastures, 54 acres mixed hardwood with trails. Property in Current Use program. High speed Fiber optic internet She-shed with a wood stove and electric. Above ground pool. Cultivated perennial gardens.