Homes for Sale in Southern Vermont

MLS Number 5015744

• Residential Single Family
• Property Type Single Family
• Bedrooms 6
• Bathroom 10
• Acreage 417.27

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.

Listed by Dia Jenks and T Story Jenks of LandVest,Inc/Woodstock

MLS Number 4963698

• Commercial
• Year Built 2019
• Square Feet 1,760
• Acreage 25.99
• PricePerSqFt 4886.36

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.

Listed by Lawrence Zupan of EXP Realty

MLS Number 5005058

• Residential Single Family
• Property Type Single Family
• Bedrooms 6
• Bathroom 8
• Acreage 141.2

Luxurious 141 acre mountaintop retreat within Stratton Mountain Resort, stunning views of Stratton, Mt Snow, and Bromley. This architectural masterpiece blends comfort and elegance, with multi level interiors harmonizing living areas and en suite bedrooms. Inspired by the graceful arcs of skiing turns, the design features a dramatic entryway leading to a spacious living room and library. An 18-foot stone fireplace and expansive windows flood the space with natural light and breathtaking views. The entry leads to a gourmet kitchen with a large eat-in dining and a formal dining room, perfect for entertaining. The home boasts 6 en suite bedrooms, an expansive primary suite with an office, two custom walk-in closets and a cedar closet. A custom-built bunk room with locker-style cubbies adds playful sophistication. A light-filled hallway connects the upper and lower levels, linking bedrooms, a home theatre, and living areas, enhancing the open and airy feel. Additional amenities include a golf simulator and a movie theatre. Outdoors enjoy mountain views, perennial gardens, natural stone accents, and a bluestone walkways. In warmer months, luxuriate in the gunite pool and hot tub while soaking in views. A gym in the detached three-car garage is perfect for workouts. Tennis and pickleball courts offer additional outdoor activities. This property is a sanctuary where architectural elegance meets mountain tranquility. Discover the epitome of luxury at this stunning mountain retreat.

Listed by Lisa Sullivan of Four Seasons Sotheby's Int'l Realty

MLS Number 5006694

• Residential Single Family
• Property Type Single Family
• Bedrooms 5
• Bathroom 6
• Acreage 7.97

Welcome to High Fields: A Custom-Built Sanctuary in Southern Vermont. Arrive via a private, maple-canopied lane to discover tranquility & breathtaking mountain views. This home features exquisite Vermont oak flooring, custom woodwork & cabinetry, & a charming brick-floored mudroom with garage access & a stairway to a one-bedroom apartment. The heart of the home, the kitchen, is a culinary dream with large windows, floor-to-ceiling cabinetry, a center island, & a spacious pantry. The dining room seats twelve comfortably, & the living space is perfect for entertaining or cozy nights by the wood-burning fireplace. Seamless indoor-outdoor flow is achieved with terraces & a covered porch ideal for alfresco dining. The main floor primary suite boasts a luxurious shower, custom closet, private terrace, vaulted ceiling, & a cozy gas fireplace. The second floor offers two guest bedrooms with a Jack & Jill bathroom, a workout space, & an additional laundry room. The upper primary suite is a private oasis with stunning mountain views, a spacious closet, & a spa-like bath. The lower level features spaces for media, reading, & entertaining, including a wine cellar & full bath. Additional features include a heated garage, geo-fencing, security & door cameras, an Ecobe smart thermostat, & a whole-house generator. High Fields is designed for sophisticated living, blending elegance, comfort, & functionality. Conveniently located just 1 mile from town amenities & 3 hours from Boston & NYC.

Listed by Andrea Kaplan of Four Seasons Sotheby's Int'l Realty

MLS Number 5011880

• Residential Single Family
• Property Type Single Family
• Bedrooms 5
• Bathroom 4
• Acreage 53

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.

Listed by T Story Jenks and Wade Weathers of LandVest,Inc/Woodstock

MLS Number 5011616

• Commercial
• Village Bennington
• Year Built 1890
• Square Feet 5,445
• Acreage 53

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.

Listed by T Story Jenks and Wade Weathers of LandVest,Inc/Woodstock

MLS Number 4971483

• Residential Single Family
• Property Type Single Family
• Bedrooms 5
• Bathroom 6
• Acreage 9.4

Hidden at the top of one of Dorset's quiet lanes you will discover the epitome of timeless elegance & modern luxury in this meticulously renovated 5-bedroom, 6-bathroom 1941 Colonial. On a sprawling 9.4-acre estate, this enchanting property offers a harmonious blend of history and sophistication. 6 fireplaces evoke a warm and inviting ambiance, creating the perfect backdrop for cozy and memorable gatherings. The post & beam great room addition is a breathtaking architectural achievement. With soaring ceilings, exposed beams, and expansive windows; a seamless connection between the interior and the natural beauty of the exterior landscape. Outside, tastefully landscaped grounds beckon you to explore. Stone walls add character, while expertly crafted gardens bloom with color. The tranquil brook that meanders through the property offers a soothing soundtrack to your daily life. A short distance from the main residence you arrive at a remarkable stone and timber barn designed for all your recreational needs, by noted architect, Ramsay Gourd. Continuing down the path you arrive at the private, two bedroom/two bath, elegantly appointed guest cottage, with rear private patio to enjoy some quiet down time. Located close to the main house is the free form pool and exquisite pool house. This property is not just a home; it's a lifestyle, a retreat; an opportunity to own a piece of heaven. Don't miss your chance to make this exquisite retreat your own. More information attached.

Listed by Richard Slocum of Four Seasons Sotheby's Int'l Realty

MLS Number 5001473

• Residential Single Family
• Property Type Single Family
• Bedrooms 6
• Bathroom 6
• Acreage 1928.3

In Southern Vermont's Green Mountains, Owl Hill Reserve is a sanctuary spanning 1,928 acres, an expanse over twice the size of New York City's Central Park. Assembled over half a century, this land has united generations in the celebration of the great outdoors. At the heart of the reserve stands an 1800s brick farmhouse, a testament to earlier days of farming, complemented by two historic barns, a two-bedroom barn apartment and guest house. Surrounding the farmstead are apple trees, stonewalls and a spring fed two-acre swimming pond, creating a quiet retreat or jubilant family gatherings. A 3.5-mile private, gravel road meanders with the brook, unwinding through a carefully managed northern hardwood forest, predominantly Sugar Maple, home to a rich ecosystem including bear, moose, coyote, bobcat, and deer. The changing landscape includes exceptional mountain views and rolling meadows either cut for hay or used for grazing cattle. The clear waters of the brook beckon fly fisherman to cast lines. Cross country skiing, snowshoeing, biking, hiking and equestrian pursuits are all out the backdoor with endless trails to explore. A remote cabin near an apple orchard offers a place to immerse in nature or a place to write. Owl Hill Reserve is a legacy offering. It offers the luxury of simplicity, the wealth of nature, and the bond of family heritage. Less than 3 miles from the village center and skiing nearby: 25 mins to Okemo, 33 mins to Bromley. 2.5 hrs to Boston, 4.5 hrs to NY.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

MLS Number 5017498

• Residential Single Family
• Property Type Single Family
• Bedrooms 5
• Bathroom 7
• Acreage 0.97

One of the most coveted homes on Okemo is ready for its new owner. Welcome to a spectacular, Montana lodge-style retreat nestled in a prime slopeside location on Okemo Mountain, adjacent to Solitude Village Day Lodge. This breathtaking ski-in/ski-out home sits at the top of Daybreak Trail, offering unrivaled mountain views in every direction. Crafted from Montana lodge pole pine and Vermont stone, this five-bedroom estate blends rugged elegance with luxurious comfort. Step inside to a spacious haven, complete with two grand stone fireplaces and an open-concept design. The chef's kitchen, with high-end appliances and a commercial hood, has access to the stone fireplace featuring a pizza oven. The open concept allows a seamless flow into the living and dining areas, creating the ideal apres-ski gathering space. This home offers endless relaxation with its expansive decking, six-person salt water hot tub, Danish sauna, steam room, and an outdoor fireplace. Each bedroom is an oasis of privacy, and many have an en-suite bath. The primary bedroom has dual walk-in closets and views both up Okemo and to the valley below. With immediate access to the Solitude chairlift and steps from Solitude Village's amenities and seasonal restaurant, this one-of-a-kind home delivers the ultimate mountain lifestyle. Experience unparalleled luxury, convenience, and craftsmanship at this slopeside residence. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties

MLS Number 5012831

• Residential Single Family
• Property Type Single Family
• Bedrooms 5
• Bathroom 7
• Acreage 21.53

This extraordinary multi-generational Vermont retreat offers the ultimate in luxury and breathtaking mountain vistas. Nestled on a private 21+ acre estate at the end of a quiet drive, the property boasts sweeping 270-degree views of the surrounding mountains, including the trails of Stratton Mountain Resort. The professionally designed and decorated home features over 10,000 square feet of living space, providing ample room for comfortable and elegant living. The spacious great room, with its soaring 25-foot ceilings, stone fireplace, and expansive windows framing the majestic views, is an ideal gathering space for family and friends. The gourmet kitchen, featuring reclaimed beams and a massive island, is a chef's dream. Step outside onto the stone terrace to enjoy the peaceful ambiance and stunning scenery, or watch the snow groomers at work on the slopes. The primary suite is a true oasis, with two walk-in closets, breathtaking views, and a luxurious en-suite bathroom featuring a walk-in shower and soaking tub. Upstairs, you'll find four generously sized guest bedrooms and a bonus room above the garage. The mudroom and two-car garage provide plenty of space for your outdoor gear, making it easy to enjoy all that the Vermont mountains have to offer. This exceptional property is perfect for those seeking a private, luxurious, and multi-generational retreat. Don't miss this opportunity to own a truly remarkable piece of Vermont real estate

Listed by Robin Apps and Margaret McMahon of Four Seasons Sotheby's Int'l Realty

MLS Number 4971898

• Residential Single Family
• Property Type Single Family
• Bedrooms 6
• Bathroom 3
• Acreage 260

Discover the quintessential Vermont lifestyle at historic Wheeler Farm! Nestled amid its own 260+/- acres of scenic beauty, this 6-bedroom farmhouse embodies rural farmhouse charm. Open meadows, green hay fields and the sugarhouse's steam on spring days barely begin to tell the story of all this special property holds. Boasting a coveted southeast exposure, the home and land are cheerful and whimsical and yes it gets even better-this is waterfront property that offers substantial frontage on the North Branch of the Deerfield River, a haven for fly fishing & serenity. For the farmer in you, two livestock barns provide ample space for your animals or hobbies or envision more-the potential to transform these barns into charming event spaces or the farm into a Bed and Breakfast to blend Vermont's rural allure with modern comfort. This property is an opportunity waiting to be realized. With 5 identified potential new home sites, you may consider creating a family compound or explore development possibilities. Additionally, there's a sugar house and sugar lot, operated with modern efficiency for maple syrup production. Historic Wilmington, is only a stone's throw away and Mount Snow and the prestigious Hermitage Club are just a few miles North. Rarely does an opportunity like this arise. While currently part of Vermont's Current Use program, removal is an option upon sale, making your vision even more attainable. Unlock the limitless posibilities at Wheeler Farm!

Listed by Melissa Ellis of Southern Vermont Realty Group