Vermont homes for sale starting at Fifty Thousand Dollars

$4,995,000 - Stowe, VT

89 Houston Farm Road Stowe, VT - A stunning mountain retreat offering an enchanting world of its own to explore. Settle in with desirable, luxury amenities within 9.24 sprawling acres, privately sheltered by forest with winding footpaths through nature. This property is ideally located 5 minutes to the village or to the world class Stowe Mountain Resort. The property boasts 3BR/3BA owners house, 1BR/1BA apartment, and 9 meticulously maintained bedroom suites, each with ensuite bathrooms, double sided gas fireplaces, tall ceilings, and outdoor garden terrace access. The living room has an amazing vaulted-ceiling with double sided stone fireplace hearth. Commercial kitchen supports the sunny, elegant dining room. Expansive movie & game room with access to beautiful stone patio and firepit. Numerous laundry facilities throughout. Oversized 4-bay garage/workshop. Professionally designed landscaping and gardens with a tranquil, dramatic outdoor waterfall feature. Winding trails of walking paths through nature on this private property. Property has southern views of the Worcester Mountain Range and northern views of Mt. Mansfield. This property would be a superb private residence, short or long term vacation rental, multi-unit housing, PUD/condo conversion or similar development opportunity, or another business venture for the creative entrepreneur.

$4,975,000 - Manchester, VT

527 Benson Road Manchester, VT - Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould Pleissner lived at the Plaza in New York City and summered here while her husband, celebrated artist Ogden Pleissner, used the barn as his studio—his works now hang at the Met, Shelburne Museum and in private collections. The 1790s farmhouse and 1820s barn underwent extensive renovations by Boston architects Judge, Skelton, Smith. The farmhouse was thoughtfully restored, while the barn was transformed into two living spaces. Modern updates, including new utilities and underground infrastructure, were discreetly integrated to preserve the pristine vistas. The Great Room of the Barn have seen many lively gatherings over the years. Today, this multi-generational sanctuary remains a tranquil retreat, bordered by Bourn Brook and encircled by the GMNF's Lye Brook Wilderness Area. The property retains its pastoral allure with goats grazing the fields and timeless pleasures like fly fishing, hiking and swimming. Currently serving as a family compound and wedding venue, the property holds an Act 250 permit for up to 43 cabins. For more details, refer to the commercial listing.

$4,975,000 - Manchester, VT

507 Benson Road Manchester, VT - Rustic simplicity. Luxury retreat. Complete privacy and surrounded by National Forest. Green Mountain Resort at Boorn Brook Farm in Manchester Center is shovel ready. All town zoning and Vermont State Act 250 permits are in place, along with all other required environmental and state approvals, for developing a 46-cabin, four-season retreat on 53+acres. With big views of Mt. Equinox and the Taconic Range and sited at the end of Benson Road, Green Mountain Resort at Boorn Brook Farm is within the Rural Agricultural zoning district, with a portion in the Forest Conservation zoning district. Just 2 miles from the center of Manchester, the property is bordered to the north by Bourn Brook and surrounded on the east, south, and west by the Green Mountain National Forest and Lye Brook Wilderness. Included in the sale are a C.1790 farmhouse and C.1820 barn, which have been extensively renovated, trout pond, meadows, woodlands threaded with trails and tennis/pickle ball court. Refer to the residential listing for more information. A significant amount of the required infrastructure and project components are already in place. Envisioned as an eco-friendly, experiential retreat, the project aims to provide guests with an opportunity to connect with nature and the community through immersive and educational experiences. Green Mountain Resort at Boorn Brook Farm is also perfect for hosting weddings, corporate retreats, cultural events, and business conferences.

$4,900,000 - Barnard, VT

5893 Stage Road Barnard, VT - "LONG WAY HILL" - An elegant and beautifully constructed residence of the highest quality, privately situated on 54 acres with long-range views, lawns, gardens, fields and trails. Beautiful perennial and wildflower gardens offer charming, private views of woods and hills over a half-acre pond. Architect-designed in the style of a traditional New England country home, the main residence has 5 bedrooms each with ensuite baths, 3 fireplaces, a 4-story elevator, spectacular great room with vaulted ceiling, massive stone fireplace and library bookshelves. A formal foyer greets guests, offering an elegant welcome into the home. The oversized gourmet kitchen has an eat-in dining table, butler’s pantry and adjoining children’s playroom. The formal dining-sitting room has a fireplace. 1st level private library (office) with fireplace, a bar room and private half-bath. The lower level offers a game-theatre room plus a workout room with sauna. The 2 bedroom apartment has full kitchen, laundry, and sitting-dining area - perfect either for guests or as a caregiver or au pair suite. Mud-entry, 3-car attached garage. 1st-rate, over-engineered mechanicals including central AC throughout, automatic whole-house backup generator, and high speed fiber-optic connectivity. 4 open porches, outdoor hot tub, screened-in porch, walking trails, open fields. Located 2 minutes from Twin Farms and Barnard Village/Silver Lake, and 15 minutes from Woodstock village. SEE MORE ON THE PROPERTY WEBSITE.

$4,895,000 - Norwich, VT

101 Old Coach Road Norwich, VT - Positioned to attain the optimum from its striking site, the extraordinary residence enjoys commanding views & full exposure to the South, to include Mt. Ascutney, the hills of Norwich, as well as close by views of the property's idyllic pond and fields. Surrounded by gentle contours, stone walls and lush plantings, the 73+/- ac estate ensures privacy while providing a luxurious retreat. Constructed and conceived by one of the area's finest builders, and designed to foster a sense of warmth and comfort, each & every space has been carefully devised and masterfully realized. The fine millwork, the generous proportions, the 2 handsome Rumford fireplaces serve as a counterpoint to the concentrated light gathered by the spectacular sun spaces bounding the living areas on two levels. Expansive living room with koi pond & substantial adjacent family room with a streamlined high-end kitchen are at the heart of the happenings. 3 ensuite bedrooms & a privately sited guest space allow overnight accommodation. Work from home courtesy of two great offices. Convenience is at one's side with three wet bar areas strategically placed throughout the home's entertaining spaces. Relax, feeling secure, with a generator in place to service the entire property. A 40' heated indoor pool, housed in a spa like setting, allows for year-round enjoyment. (FOR FULL DESCRIPTION CLICK ON CAPITAL LETTER D BELOW HOUSE PHOTOGRAPH.)

$4,750,000 - Charleston, VT

849 Mount Bess Road Charleston, VT - Own a breathtaking slice of Vermont with Mount Bess Farm—1,606+/- acres of pristine land featuring hayfields, pastures, woodlands & meandering streams. Nestled at the top of a dead-end, town maintained road, the charming farmhouse overlooks a stunning 1.5-acre spring-fed pond & sweeping mountain views. Open plan kitchen with huge granite island. The main floor also has a bedroom with a private bath. A two story deck with screened porch to be completed. The second floor offers 2 bedrooms & 2 baths, sauna, clawfoot tub & balcony. The property includes a 2 car garage, a 100x40’ building consisting of a heated workshop with compressor, hoist, an office, ¾ bath & cold storage—perfect for tractors, RVs, or boats. Equestrian enthusiasts will love the heated 54'x80' 12-stall horse barn with a huge hayloft plus a 20x20’ office/tack room & ¾ bath. Behind the barn are multiple power & water hookups which could be converted for RV's. With approximately 2 miles of road frontage & miles of interior trails, this estate is ideal for horseback riding or driving, hiking, snowmobiling (VAST trails), ATVing, Nordic skiing, hunting & fishing. Many spectacular mountain view homesites. Property is enrolled in the Vermont Current Use Program offering tax savings. Nearby, Derby, Newport, Jay Peak & Costco in Sherbrooke. This is Vermont country living at its finest.

$4,500,000 - Shelburne, VT

141 Pheasant Hill Road Shelburne, VT - Framed by sunrise views of Camel’s Hump and the Green Mountains to the east, and sunsets over Lake Champlain and the Adirondacks to the west, 141 Pheasant Hill Road was conceived with an eye toward maximizing the beauty of its location. The 5,100± sq.ft, architect-designed home and 900± sq.ft guest house is one of a handful of properties adjacent to the protected enclave of Shelburne Farms. Surrounded by 1,400-acres of conserved land, the property itself encompasses 11.31± rolling acres overlooking woodlands and meadows. Secluded yet accessible, the home is steps from 10 miles of scenic walking trails through Shelburne Farms. A morning coffee at the Farm Store or a dinner at the Inn is just a short golf cart ride away. Known colloquially as “The Meadows,” the painted-cedar and brick main home contains 3 bedrooms and 4.5 baths. Constructed by renowned Vermont architect Marcel Beaudin, the home was designed in the Arts & Crafts style, with a nod to the materials and 19th century silhouette of the Inn at Shelburne Farms. In the years since its construction in the late 80’s, this move-in ready home has been meticulously renovated by its current owners. This includes the addition of a turnkey, 2-bedroom, 2 bath guesthouse. The property is anchored by graceful landscape and a spring-fed pond. Three patios offer a range of outdoor spaces and flexibility. Pheasant Hill Road is just 5 minutes from Shelburne village and Shelburne Bay Park, and 7 miles from downtown Burlington.

$4,490,000 - Barnard, VT

5685 Vt Route 12 Barnard, VT - SEE PROPERTY-SPECIFIC WEBSITE FOR DETAILS, HIGH RESOLUTION PHOTOS, VIDEOS AND MORE. If you’ve been looking for the iconic Vermont home, rarely does an opportunity like this present itself. Welcome to HIGHLAND GLEN, an idyllic Vermont home situated on 12 picturesque acres in the quaint town of Barnard, VT. Upon arrival at Highland Glen, you'll immediately sense the special charm of this property, from the red barn to the mature apple orchard and sugar maples - your eyes will be drawn to the stunning gardens and meandering stone walls and walking paths. Multiple serene spots throughout the property invite you to sit under willow trees and enjoy the tranquility of the flowing stream, trout-stocked ponds, waterfall, and fountains. The interior of Highland Glen is equally impressive. You will want to spend many holidays cooking with friends and family in the magnificent chefs kitchen or cozying up with a loved one or a good book next to one of the five fireplaces. Conveniently located on a well maintained road for easy access. Short walk to Barnard General Store and Silver Lake. Furniture may be negotiable, making Highland Glen move-in-ready. Recently renovated and extremely well maintained. HIGHLAND GLEN is an extraordinary family home, both as a tranquil retreat and a hub for outdoor and indoor activities. Don't miss this opportunity to own your piece of Vermont paradise. SHOWINGS START JUNE 8, 2025

$4,300,000 - Stratton, VT

141 West Ridge Road Stratton, VT - Experience the charm of this renovated, ski-in/ski-out 6-bedroom, 5-bathroom retreat, perched as the second-highest home on Stratton’s iconic Lower Wanderer Ski Trail. Immerse yourself in the rustic elegance of this space, where expansive windows invite breathtaking outdoor views inside. This mountain sanctuary seamlessly combines modern comfort, solar technology, and nature’s serene beauty, offering an unparalleled living experience and lifestyle. Located in one of the most sought-after spots on Stratton Mountain, this home is designed to cater to your every need. Enjoy the outdoor slopeside hot tub, pergola, and firepit – ideal for après-ski relaxation or a quick lunch break. Access the Ski School within minutes or take the shuttle to the Base Lodge on winter weekends and holidays. A STRATTON CLUB MEMBERSHIP IS AVAILABLE, allowing you to bypass the 4-year waitlist. See the attached documents for a detailed list of upgrades and features. With easy access to VAST trails and the popular Stratton Pond hiking trail just steps away, this is a rare turnkey opportunity for an effortless Stratton lifestyle. The home comes fully furnished and includes two like-new snowmobiles. (Note: Showings start Monday, March 24. This property falls under ACT 250 jurisdiction due to its elevation over 2500 feet. Waiting on Stratton for road maintenance and security fee-last year was $1451.71/year. Room measurements are approximate.)

$4,000,000 - Manchester, VT

15 Wind Hill Road Manchester, VT - This exceptional 136-acre farm in Manchester Center, Vermont, has been in the Beattie-Forrest family for over a century and offers a rare combination of history, beauty, and opportunity. Anchoring the property is the original five-bedroom, two-bath farmhouse, built circa 1800, featuring a vintage kitchen and hand-hewn timbers. A second farmhouse, constructed in the 1830s–1840s, presents a remarkable renovation opportunity for those looking to restore a piece of Vermont’s past. The land itself is a diverse blend of open pasture, sugar bush, wooded terrain, and mountain views. It includes barns, two gravel pits, and a modern sap house with RO evaporator built around 2007. A portion of the property is currently being operated as North Meadow Farm by tenant farmers. Road frontage extends for half a mile along North Road, from the intersection with Wind Hill Road to just past Mt. Aeolus Lane.

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