Vermont homes for sale starting at Fifty Thousand Dollars

$12,000,000 - Warren, VT

77 Timber Ridge Warren, VT - This is the ultimate multi-family retreat for those looking to experience the Mad River Valley with luxury, comfort, and convenience! Set inside the exclusive Lincoln Ridge, homeowners in this complex have access to a private hiking trail network and direct, ski-on/ski-off access to Sugarbush Mountain via a private, manned snow cat. 77 Timber Ridge is unlike any other home you’ve seen. Custom built by the current owner, the property is designed to allow families and friends to vacation together, giving all parties designated homes while also providing shared social spaces for those times when everyone chooses to be together. In other words, this is three houses in one! The main house in the center has a grand living room with a majestic stone hearth and views of the surrounding mountains. The adjoining oversized kitchen ensures that hosts can entertain while preparing food - or invite everyone to join you in firing up the pizza oven! The primary bedroom with attached full bath is on the first floor, providing indiscriminate accessibility. That being said, the elevator likewise provides an easier way to move between levels! Take the elevator upstairs to find another two bedrooms with bathrooms and designated office spaces. Both the left wing and the right wing of this compound are full houses unto themselves, with their own kitchens, living rooms with woodfired hearths, and two bedrooms with attached baths apiece. All three spaces have combined access to the basement level.

$9,850,000 - Stowe, VT

230 Belle View Stowe, VT - A stunning setting amid unparalleled privacy is the hallmark of this remarkable 68+ acre estate. As you enter from a quiet country road, the property unfolds before you promising serene relaxation, active endeavors, intimate gatherings, and memorable events. Each detail has been meticulously conceived and executed. The estate is comprised ofa 6-bedroom main residence, a 2-bedroom guest house, art gallery with elevator, barn, 6-bay garage, equipment building, and tennis pavilion, all plotted perfectly within the bucolic property, respecting their setting with an understated aesthetic. The estate’s incredible natural attributes, deep twin ponds, streams, vast lawns, and forest paths are a feast for the senses. The indoor and outdoor gathering spaces make it suitable as a private or business retreat with the added bonus of a helicopter landing site, ideal for quick trips to/from Montreal, New York or Boston. This gated estate compound offers serenity and the most desired onsite activities and amenities including an exhilarating zip line, Architect designed championship demi golf course, tennis court, sunken hot tub, and glass cube warming hut, all set in internationally recognized Stowe, Vermont, the “Aspen of the East.” Offered furnished with Seller exceptions.

$9,250,000 - Stowe, VT

1007 Mountain Road Stowe, VT - This is a rare opportunity to acquire a development parcel in what is internationally know as “The Ski Capital of the East”. This sixteen acre Stowe, VT property has a storied history as a resort destination and is centrally located between the downtown and mountain ski area. Current zoning allows up to 72 room keys and 9 homesites. Stowe hosts nearly a million visitors annually, with 60% seen in non-winter months. The town of Stowe has the highest grossing room revenue in the State.

$8,950,000 - Jamaica, VT

370 Fischer Lane Jamaica, VT - Accessible, but miles from the everyday. Camp Endo’s mountain kingdom is minutes from Stratton Mtn. with a 21st century take on a mountain timberframe home, and 417+/- acres threaded with trails and ridgelines. Ski your own glades and rip the eight miles of custom-designed mountain biking terrain, or just pause to enjoy the vast views. The house reimagines a rustic lodge with classic wood, bark and stone detailing combined with complete comfort, great light and welcoming spaces. The property was featured in the book Rustic Living by Ralph Kylloe as one of the great rustic style homes in the U.S. The 13,393-square-foot home has an open floor plan, massive stone great room fireplace, chef’s kitchen and 6 bedrooms en suite, each with magnificent mountain views. Off the kitchen and great room is a screened-in porch and large deck with an outdoor stone fireplace to soak in the panoramic southerly green mountain views. Smaller gathering spaces include a corner office, gym/spa, meditation room and 22-seat home theater. Camp Endo’s extensive trail network provides a daily dose of rugged, natural beauty for mountain biking, walking or snow shoeing and playful options include a paintball course and a six-foot square chessboard. The adjacent barn houses a fully appointed 2 bedroom guest suite, 3-bay garage and half-basketball court with surround sound. Next to the apple orchard is a large swimming pond with views of Stratton Mtn. The property has renewable solar and wind energy.

$8,600,000 - Chester, VT

326 Goodrich Road Chester, VT - This is a first class stone quarry operation which pumps out a beautiful stream of high grade gneiss stone, so indispensable for the building trades in constructing patios, steps, walls, chimneys, and every place beautifully ad naturally colored building stones are needed. The next owner of this business will of course be buying a highly profitable and proven going concern. However, the next owner will have seen the monumental opportunity in the $168,000,000, in unmined, and yet very minable stone as attested to by the attached professionally prepared geological report. Complete with $1.5 M worth of meticulously maintained equipment and an immaculate stone cutting shop, this offering spells opportunity writ large. While the Owner believes the next owner will be someone already in the industry, and he may be correct, I also believe that it could be anyone who sees the brilliance of buying assets for pennies on the currently shrinking and inflated dollar along with a proven and successful method for extracting same. But what do I know? I'm just a Realtor. But an entrepreurial MBA Realtor nonetheless who will be happy to show you this opportunity in person.

$7,995,000 - Stowe, VT

740-2 Edson Hill Road Stowe, VT - Rare Stowe Offering: Luxury Estate + Buildable Lot on Edson Hill Discover a once-in-a-lifetime opportunity in Stowe—Eden, a stunning 22± acre estate paired with an adjacent 3.98-acre buildable lot on exclusive Edson Hill. Eden offers 8 bedrooms, 8 baths, a gourmet chef’s kitchen, vaulted ceilings, and multiple spaces for entertaining, including a great room, sunroom with stone fireplace, and a lower-level wellness retreat with twin spas, sauna, steam shower, and game room. Outdoor living is elevated with twin ponds, tennis court, heated pool, hot tubs, and exquisite gardens—all with breathtaking views of Mount Mansfield and the Worcester Range. The adjacent lot provides a rare chance to expand or build anew. Surrounded by multi-million dollar homes one of Stowe's most exclusive streets. It features mature trees, municipal water, approved wastewater and driveway permits, direct access to Wiessner Woods’ trails, streams, and sugarhouse—and extraordinary views that mirror those from the main estate. Just minutes from Stowe Mountain Resort and top dining, this combined offering delivers unmatched luxury, privacy, and potential.

$7,950,000 - Shelburne, VT

192/194 Adirondack Drive Shelburne, VT - The Residence on Shelburne Farms is the definition of an idyllic retreat and offers a rare opportunity to live within one of Vermont's most treasured landscapes. One of nine private estates in the Shelburne Farms enclave, it is set on the northern portion of the former ±3,800-acre Vanderbilt-Webb estate whose grounds were designed with the assistance of the world-renowned landscape architect Frederick Law Olmstead. The magnificent shingle-style residence (2004) is perched on the ridge among mature hardwood trees sited for maximum views which include the Adirondack mountains to the west, and distant views north to Burlington over the shimmering waters of Lake Champlain. In addition, this ±22-acre property boasts an incredible 836 feet of private shoreline as well as a separate guest house and heated storage barn (2007) with room for 6 cars and could be converted to event space. The estate offers ±6,477 square feet of living space, which includes a beautifully appointed ±1,279-square-foot guest house. With its unparalleled location on Shelburne Farms, this property offers a unique opportunity to experience the best of Vermont living, with easy access to hiking trails, farm-to-table dining, and all the natural beauty that the area has to offer. The Residence on Shelburne Farms could be your own personal sanctuary in the heart of one of Vermont's most beautiful locations. Shelburne Farms ROFR.

$7,900,000 - Morristown, VT

396 Ross Hill Road Morristown, VT - Discover one of Vermont’s most distinguished country estates, ideally situated just 10 minutes from the heart of Stowe. Encompassing approximately 441 acres, this remarkable property offers an exquisite blend of pastoral beauty and refined elegance. Nestled at the end of a private road, the estate is centered around a spectacular 8-acre lake and a tranquil pond—both vibrant with wildlife and natural serenity. The centerpiece of the property is a meticulously restored late-1700s farmhouse that masterfully marries historic charm with modern sophistication. This inviting home features five generously sized bedrooms, a sun-drenched conservatory, and sweeping views of the surrounding landscape and shimmering waters. Designed with equestrian enthusiasts in mind, the estate boasts premier facilities, including a professional-grade indoor championship riding arena, a stable with caretaker’s quarters, and an extensive, manicured trail network for riding or walking. A separate guest house, complete with en suite baths, provides elegant accommodations for visitors. Rarely does a property of this caliber become available. This is more than a home—it’s a legacy estate offering unparalleled privacy, beauty, and lifestyle. Private showings available by appointment only.

$7,750,000 - Shelburne, VT

4064 Harbor Road Shelburne, VT - Perhaps one of the most coveted addresses on Lake Champlain, 4064 Harbor Road in Shelburne overlooks Shelburne Bay to the Green Mountains. This impeccably maintained 4-acre property is accessed by a winding tree-lined drive that leads past the tennis court to the grand Shingle-style, 6 bedroom, 9 bath lakefront residence. Invisible from Harbor Road, one is immediately taken with the extraordinary architectural features and stunning setting of this 10,500+/- sq’ shingle style residence perfectly designed for entertaining and creating family memories. Excellent quality interior finishes and materials include a cherry paneled library with a circular balcony and granite fireplace, a primary bedroom suite with private office and screened porch, separate guest apartment, guest rooms with private ensuite baths, formal dining and living rooms, exercise, family and game rooms, and year-round sunroom. Stunning lake and mountain views can be enjoyed from almost every room. Landscaped sweeping lawns lead to the 400+/- waterfront and the protected private dock while stone walls and mature trees surround the entire property providing excellent privacy. Shelburne Village is nearby with excellent schools, services and shops and is home to the treasured Shelburne Museum. The international airport is within a half hour, Montreal is 90 minutes and Boston 3.5 hours.

$7,250,000 - Woodstock, VT

412 Skyland Lane Woodstock, VT - 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. A 3-bay garage, and stream complete this offering. GMHA, and premier skiing nearby. Showings begin June 7th.

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