Horse Farms For Sale in Londonderry Windham County, Windham County Vermont

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!

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.

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!

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.

Be part of 200+ years of history at this modernized, working homestead equipped with a charming 4,000 sq ft home, two new barns, a chicken coop, lighted basketball court, 3 tree houses, 4 distinct patios featuring gas lamps, fireplaces and pizza ovens. To say this home is one-of-a-kind is a vast understatement! The home has several unique features for those who want an off-the-grid experience, like a wood burning boiler, generator hookup, space for dozens of animals, a tractor barn, frost-free water hydrants throughout the property for your raised garden beds. The land produces countless types of produce and fruit trees like apple, pear, peach, plum, raspberries, grapes to name a few. The lower barn has animals stalls, hayloft, 3+ auto bays, a root cellar & greenhouse foundation if you wanted year-round produce. Remove the beds and have a lovely horse property. The gourmet kitchen offers granite and butcher block counters, Sub Zero fridge, Wolfe commercial range, built-in warming drawer, custom cabinetry and a Vermont Bun Burner double chamber wood stove. With 5 fireplaces, 4+ bedrooms and SEVERAL large bonus spaces, this could be a small scale Bed & Breakfast, AirBNB, Bridal Party rental space or just your dream party spread. The home also offers custom blinds, wine cellar, 4 bathrooms and suitable layout for secondary living quarters. The mix of charm and quality make this an undeniable opportunity for someone looking for life in the country and is only 10 minutes to center of Keene.

Very convenient location to all the amenities of the Upper Valley!! If you have horses and animals, or if you are thinking of getting animals, this property is for you! With open fields, a 7 stall barn (32' x 49'), a large private pond (20' deep at its deepest point), you can enjoy the sunsets and the view of your own farm from the rear deck, or the gazebo on the pond. The home has 2 bedrooms and 2 baths, with an open kitchen, dining, and living area. The kitchen has granite counter tops with a spacious island. The walkout lower level is fully finished with a large family room, one bedroom and a bath. There is a large detached 2 car garage(20'x36') with storage above, and an additional bay (28'x32') off the back. There are several garden spaces and established blueberry bushes. What a great property to call home. Come and turn your dreams into an address!!

~ This home is located on a famous scenic drive ( from the movie The Judge which was filmed here ) & offers over 6 usable acres & 375' of rare River Frontage, easily accessed.

Spectacular equine farm in excellent condition on 60 acres with breathtaking panoramic views located 35 mins from Saratoga Springs! Property is a well-known, successful Thoroughbred broodmare-nursery operation.

Have you been looking for a well maintained equestrian facility with large pasture turnout but nothing seems to check all the boxes? This one will! With almost all of the 64-acres in lush green pasture this property is a horse's dream come true. Each pasture is safely fenced with wood fencing and back up electric. All of the pastures have run in sheds for the horses, hay huts and automatic heated waters. These pastures, and their well thought out features, help save on hay, labor and bedding costs. When it is time to come inside the barn, there are 18 (10x12) stalls, with electric and water at each stall. One aisle is a gorgeous cobble “stone” style rubber matted aisle which helps keep the horses, people and barn warm in the winter. The barn is immaculately maintained and because of that would work well supporting a high-end equine business. There is a heated feed room, a heated tack room and a hot and cold wash stall. Ride year-round in the 72x142 indoor arena with sprinkler system for dust control. Looking out over the indoor is a large heated viewing room with attached office and bathroom. When the warm weather arrives the 100x200 outdoor arena is waiting. There is also an outdoor wash stall. The large newer parking lot will accommodate trailer ins for horse shows or training. Have a client who wants to stay awhile? There is an RV hookup as well! In addition to the large barn there is an original, rebuilt barn on the property with new electric and new loft. This barn has a newly added overhang off the back which will hold up to 140 round bales. In addition to this hay storage there is a loft in the barn that holds 600 bales. After a day of riding relax on the porch of your gorgeous log home. Or put your feet up at the fire-pit! The 2,674 sq ft newly constructed log home built in 2020 offers the same luxury to the humans that this property offers the horses! The gorgeous stone floor to ceiling fireplace and mantel grace the living room. Imagine coming inside on a snowy day to a warm fire waiting for you. The kitchen has custom cabinets with stainless steel appliances. Granite counters, ample pantry and cabinet space, double ovens and a window over the farmers sink looking out over the farm. There is a main floor primary suite with a private bathroom and a second main floor bedroom that is currently being used as an office. Both these rooms walk out onto the large composite back deck. The first floor also has a second full bathroom. Upstairs is a large loft area that would be a great den. Upstairs there are two additional large bedrooms and a third bathroom. The back deck runs the length of the house and looks out over the pastures and steps down onto a patio area with large fire pit. There is an oversized attached two car garage. Need a second home for farm help or generational living? This farm has that also! The 1700+ sf farmhouse has been completely remodeled and full of charm and character. There are four bedrooms one of which is a main floor bedroom and 1 1/2 bathrooms. The main floor laundry makes it easy for one floor living. The cozy and inviting living room has a propane stove. The yard is completely fenced and dog safe. Windows and interior paint all new. If you are looking for extra income, this home is currently used as a short-term rental on Airbnb and is booked out 12 months. If you choose to continue to use this home as a rental property the Airbnb bookings and rental income will convey with the sale. All of this is located in the quaint quiet town of Northfield. Northfield is home of the private school, Mount Herman and the college, Thomas Aquinas College, both these provide an excellent source of income for the Airbnb and has potential to provide an excellent source on income for a riding lesson, boarding facility. Northfield is also very convenient to I-91 and Route 2, show destinations like Saugerties, Saratoga and Woodstock VT, and Bradley International Airport. If you are looking to put your best foot forward with a high-end equestrian facility in a fantastic location then this property is a must see!

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.!