Bennington County, Vermont Land For Sale (19 results)

Luxury Timber Frame Estate on 52+ Acres in Southern Vermont. This exceptional custom post-and-beam retreat is privately set amid rolling hardwood forestland, offering expansive mountain views, remarkable privacy, and a rare sense of peace and connection to nature. Designed for both elegance and efficiency, the home features solar panels with two Tesla Powerwalls for optional off-grid independence, paired with energy-efficient mini-split systems providing low-cost heating and air conditioning throughout the seasons. The residence offers three bedrooms and three baths, two versatile lofts, bonus room, gym and a spacious attached two-car heated and insulated garage, complemented by a flexible office, studio, or guest space above perfect for today s work-from-home lifestyle, supported by high-speed internet in a truly serene setting. A newly designed chef s kitchen with premium appliances flows effortlessly into refined living spaces anchored by a Vermont stone fireplace, blending warmth, craftsmanship, and timeless Vermont character. Outdoor living is equally impressive, featuring a bluestone patio, in-ground heated pool with integrated hot tub, all surrounded by sweeping 360-degree mountain vistas and complete privacy an idyllic environment for both entertaining and quiet retreat. The expansive acreage includes a separately deeded 10.53 acre parcel located at the intersection of Wilcox Hollow Road and Sandgate Road, featuring approximately 25 apple trees and a tranquil softwood stand, presenting the perfect opportunity for a second family residence or guest home. Ideally located near Manchester fine dinning and shopping while enjoying the benefit of affordable Sandgate taxes, the town offers full school choice from Pre-K through 12th grade. Four Vermont Ski resorts are within one hour, and both New York City and Boston are just three hours away. A rare Southern Vermont offering where privacy, community, and breathtaking mountain vistas exist in perfect harmony.

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 studiohis 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. Friends from near and far came together at Boorn Brook Farm for evenings filled with plays, and parties and the simple joy of being together.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 in Bourn Brook, hiking miles of trails (including the Appalachian Trail), foraging for mushrooms, tennis/pickleball, and swimming in the pond or hidden brook pools. 7.9 miles from Bromley and 20 miles from Stratton. 3 hours from Boston and 4:15 hours from NYC. 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.

1.2 Acres of Scenic Land for Sale in Bennington County, VT Escape to the beauty of Bennington County, Vermont, with this stunning 1.2-acre parcel of vacant land. Offering 350 ft of road frontage on Oberdorf Rd, this lot provides easy access and is nestled within the private Alpenwald Village, a peaceful community ideal for your dream home or vacation retreat. Surrounded by nature, this property offers the perfect balance of seclusion and convenience. Property Highlights: Location: Bennington County, VT Size: 1.2 acres Access: 350 ft road frontage on Oberdorf Rd Community: Private Alpenwald Village Ideal for: Dream home, vacation retreat, or investment Why Its a Great Buy: Private Setting: Enjoy peace and tranquility in the exclusive Alpenwald Village. Ideal for Development: Perfect for building your dream home or a vacation retreat. Scenic Location: Surrounded by nature, offering both seclusion and proximity to local amenities. Whether youre looking for a quiet getaway or a place to build your ideal home, this scenic lot offers endless possibilities. Contact us today to learn more! Attractions Walking distance to Dutch Hill Ski Area 25-minute drive to Mt. Snow 30- minute drive to Bennington and Appalachian Trail 45-minute drive to Brattleboro 50-minute drive to Jiminy Peak Mountain Resort Zoning The property is zoned Rural Residential Alpenwald, with HOA regulations governing the development. The zoning allows for residential use only, including the construction of one single-family dwelling and accessory structures. The home can have a maximum of 2 stories, with a minimum 600 sq ft floor area. HOA fees cover essential services, including road maintenance, ensuring the community remains well-maintained.

Looking for "NEW"? This is as close to new as any residence can be since it was "gutted to studs" and completely tastefully renovated on three levels! New quartz island kitchen, all new stainless appliances, new soft gray painted cabinetry, and completely open to dining and living areas. The foyer is two stories tile entrance with powder room. Peer through from the foyer, and a spacious vaulted living room with propane fireplace presents itself, as the white oak plank flooring transitions throughout the living areas. The main level primary suite offers a finished walk-in closet and 2/3 bath. Up stairs to two bedrooms (one of which is a second option for primary ensuite) and 2 baths. Lower level is beautifully finished and offers storage, new mechanics and alcove area and another bath. The laundry is on the main level, mudroom area in the oversized two bay garage, and adding a space with windows and egress this easily creates space to support a workshop, studio or a private office space. Landscaping is left to the purchaser that allows creativity along stone walls. There's a septic design for 4 BRS leaving expansion or create a 4th bedroom with egress in the comfortably dry basement. All new Air conditioning and heating... roof and beyond... This residence shall nurture for many years to come!

Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops and walls, the setting is also a haven for abundant wildlife, all while providing privacy and serenity abutting the Massachusetts border, just a stone's throw from the amenities and attractions of Bennington and Berkshire Counties. By appointment only so as not to block the road for neighbors.

Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops and walls, the setting is also a haven for abundant wildlife, all while providing privacy and serenity abutting the Massachusetts border, just a stone's throw from the amenities and attractions of Bennington and Berkshire Counties. By appointment only so as not to block the road for neighbors. Sat and Sunday 5/2 and 5/3 Magee Rd will be having yearly spring repairs with little to no access with machinery working.

Looking for privacy with The National Forest right in your backyard?Welcome Home to a 3 bedroom, 2 bath home that offers the perfect blend of peaceful country living and everyday convenience. Set on a private retreat like setting, this property gives you the space and flexibility to live the lifestyle you want. Dreaming of building a barn or having horses? There s room to make it happen. Prefer quiet mornings and nature all around you? You ve got that too. Despite the privacy, you re never far from what you need groceries and essentials are just 15 minutes away, and you can be shopping and dining in Manchester, Vermont in about 20 minutes, with easy access to designer outlets, dining, and year-round activities like skiing and hiking. Whether you re looking to relax, explore, or enjoy the best of both worlds, this home truly has it all. Open House: Sunday, 12 2 PMSchedule your private showing today!

Build your future in the heart of North Bennington at 24 Asa's Way. This 0.51 acre corner lot offers a rare opportunity to create a custom home in a well established neighborhood surrounded by beautifully maintained properties. With mountain views and underground utilities already in place, the setting combines natural beauty with modern convenience. Public water and sewer are available, making the lot ready for development and easy to build on. Ideally located just minutes from downtown North Bennington, you ll enjoy close proximity to local shops, dining, and everyday amenities, along with quick access to major routes for commuting to Albany, New York City, Boston, and beyond. Situated within a desirable school choice embrace the Vermont lifestyle with nearby walking trails, scenic outdoor spaces, and a peaceful country setting, all while being conveniently close to local amenities and the area hospital. This property offers the perfect balance of quiet surroundings and accessibilities, set in a welcoming neighborhood that captures the charm and character Vermont is known for. A prime, build ready parcel bring your vision and get started.

Build your dream home at 29 Asa's Way, ideally situated at the top of the hill in a desirable North Bennington neighborhood. This 0.48 acre lot offers a level, build friendly setting with beautiful mountain views, providing the perfect backdrop for your future home. Public water and sewer are available, along with underground utilities, making for a smooth and efficient building process. Located on a publicly maintained road, this property combines convenience with a peaceful, well kept neighborhood setting. Enjoy close proximity to local amenities including shopping, dining, and the hospital, while also benefiting from easy access to major routes connecting you to Albany, Boston, and New York City. Outdoor enthusiasts will appreciate nearby walking and biking trails, along with year round Vermont recreation including hiking, skiing, and exploring the natural beauty of the area. Set within the North Bennington area and served by the local elementary school, this lot offers the ideal blend of location, lifestyle, and readiness. A prime opportunity to bring your vision to life in a scenic Vermont setting.

Spectacular West and Southerly Views over Manchester Valley and boasts a bird's eye view across to the Equinox Mountain!Located on the Manchester side of Winhall, this property is at the end of a private lane offering privacy... engineered and offering VT Waste Water and Potable Water Supply Permit: WW-2-3614, design for 3 BR single family residence. Bordered by the Green Mountain Nat'l Forest, the long trail is a short walk away. Area amenities: Downhill Skiing 5 minutes to Bromley and under 20 min to Stratton, Cross Country Skiing 15 minutes away... VAST Trails nearby, The Long Trail stretches just above the location... Manchester Amenities are ever present only 10 minutes from the site... The Art's, Golf, Tennis, Dining, Shopping and Fly Fishing all a matter of minutes from the house site. Precautions entering and exiting the drive please! A beautiful Perch above Manchester Awaits!

Welcome to this charming mid-century home set on 1.27 acres, offering 4 bedrooms and 3 bathrooms. This property blends character, functionality, and unique design throughout. At the heart of the home, a beautiful open concept kitchen and living area creates the perfect space for gathering and entertaining. A stunning fireplace anchors the room, offering warmth and ambiance whether you re hosting guests, enjoying family dinners, or settling in for a cozy evening. Natural light pours through the home, highlighting the striking cathedral ceilings and gorgeous parquet hardwood floors. The inviting entryway features classic slate flooring, setting the tone for the thoughtful details found throughout. The lower level offers a truly unique bonus space with a spacious family/game room featuring a show stopping two sided fireplace, along with a convenient half bath and laundry area ideal for flexible living and entertaining. Step outside and enjoy the peaceful setting, where birdsong and nature surround you perfect for those who appreciate wildlife and the simple joy of feeding birds right from your own yard. This home offers the best of both worlds privacy and convenience. Set in a quiet location, yet just minutes to shopping, schools, and local hospitals, it s perfectly positioned for today s lifestyle. Whether you re looking to be close to town or tucked into a private neighborhood, this is the home you ve been waiting for. Additional features include town water, private septic, and a spacious two-car garage with extra workspace. With its unique mid-century charm, desirable amenities, and prime location, this home is priced to sell. Don t miss your opportunity schedule your showing today before it s gone!

In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the timeless beauty of rural Vermont. With sweeping vistas, peaceful surroundings, and a perfect balance of seclusion and convenience to all the Northshire region has to offer, this property is a rare gem. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship, including wide pine flooring, original moldings, classic woodwork, and a gracious entrance hall. Traditional wall and ceiling boards further enhance the home's authentic farmhouse allure. With 40 acres more or less and a picturesque skating pond, there's ample room to explore, garden, or enjoy the pastoral landscape. The spacious layout features 4 bedrooms, 3 bathrooms, an inviting country kitchen, a formal dining room, a living room with a wood-burning fireplace, a library, and a bonus room. The windowed office on the lower level overlooks the pond and includes a Murphy bed. We invite you to discover the timeless appeal of this exceptional property, explore the quiet beauty of Shaftsbury, and consider making this charming farmhouse your home in Vermont.

Take a drive up Nichols Hill Road to Fern Hill and head to the very top of the long bending driveway to find a serene, picturesque artist s retreat 3 minutes from historic Dorset Village. Refreshingly private, quiet and secluded, drenched in natural light. With broad mountain vistas of Mother Myrick and Merck Forest, the top of the property backs gently into a beautiful private forest. The entire property has been carefully curated to encourage wildlife, a rewilding effort in place for 9 years, toxin and poison free. The large, pristine, spring fed swimming pond is the year round home to approximately 50+ healthy colorful Koi and overlooks a soft meadow bordered by old growth forest habitat, much to the delight of birds, butterflies, dragonflies, bees and abundant wildlife. The house is large, eclectic and rustic with a lodge feeling. A simple open concept design with lots of room and a farmhouse kitchen. Abundant windows throughout invite in and embrace the changing light and glistening view all day long. Distressed wide-plank floors, repurposed barn wood walls and beams, natural wood tray ceilings, curving wooden bookshelves and a curving staircase that leads to a half moon studio filled with natural light and sweeping views. Off the farmhouse kitchen find the very substantial screen porch and long sitting porch overlooking the gorgeous, vibrant, spring fed pond which reflects the changing light and soft scenery all day long. Natural beauty and peace, completely private and yet so close to everything.

Manchester Village... an award winning architect transformed this "Sears & Roebuck" mini farmstead indo Living Art! Masterful execution of architectural detail at every turn. Circular landscaped drive ties the residence, garages, and the an impressive party barn together for year round use. The substantial covered stone porch enters the arts & crafts foyer.. with study to one side, ahead the vaulted kitchen offering 8 foot slider doors to creative decking bringing the out-doors in! Meander through to the sun room stretching across the rear of the house or the south facing living room with fireplace embracing comfort. Welcomed privacy leads to the main level primary suite featuring elegant lighting tying together a sitting area and finely tuned bath. A classic staircase to the upper levels serves family and guests well, boasting 2 additional suites of architectural delight and a lofty perch! The vaulted lower level entrance leads to a stone accented room, beyond, an in-law suite that provides textured amenities w/ nooks, crannies, and adjacent bath. Efficiency through 8 heating zones and Central A/C. Custom sconce lighting, soft curves, stone, clerestories, patios & decks. Circa.1915 Party Barn expands to 1200 SF of recreational use and stall inspired tavern centered upon the 25" massive stone field stone fireplace! Heated 2.5 bay garage plus additional bay under barn. Spectacular, Imaginative & Inspiring Mountain Views in Manchester Village! Appt around Rentals pls. Inquire!

Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. This picturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the property for access, exercise and recreational vehicles. Complete with remarkable stone outcrops and walls, the setting is also a haven for abundant wildlife, all while providing privacy and serenity abutting the Massachusetts border, just a stone's throw from the amenities and attractions of Bennington and Berkshire Counties. Sat and Sunday 5/2 and 5/3 Magee Rd will be having yearly spring repairs with little to no access with machinery working both days.

Mending Walls on the cul-de-sac, a three bedroom family residence that provides a quiet location in a great neighborhood... There are three finished floors. Open great-room kitchen with propane fireplace and comfy sitting area that extends to a very large deck system with attached screen porch. There is a formal dining room if needed or office and den on the main level, the expansive mudroom area also provides a rear entrance and sink area for studio or myriad possibilities. a stairway leads from this area to a partially finished space which could host a 4th Bedroom over the two car garage. The second floor has a primary suite with walk in closet and bath, hall bath and two additional bedrooms. The lower level offers radiant heat and a ton of sunlight with a window wall and storage. Generator. Peace and quiet on 1.2 acres and Mountain Views at Mending Walls!

This Majestic and Private 38 + acre parcel located nearby the Dorset Village, is tucked away on an elevated and prepped site which just happens to be one of the most dreamy and picturesque estate quality lands offered in all of Dorset. Just a mile from the Dorset Green and perched up on a knoll with nothing less than amazing mountain views to the south, east and the north. Absolutely stunning building envelope with mature trees and meadow. The waste water permit is a 5 BR mound system ( an extension to the WW permit has been done for the site if a 6 BR with Innovative/Alternate system is used) as in the documents. This property cannot be further subdivided. See schedule A with the deed. A Fabulously Rare offering, Sign at the drive, Come take a look!

Welcome to Rod and Gun Club Rd. Offering 1748 sq ft, with a full useable basement, sitting on 4.43 acres of land, with a 3-bay garage with carport as well as, an attached 2-car garage, a barn with stalls if you want to have some animals. This newly renovated ranch style home with thoughtful design offers 3B,2Bath, with a spacious and flexible layout with a fireplace with a gas insert in the living room. Newer kitchen with granite counter tops and large island all with new stainless-steel appliances. First- floor Primary bedroom offers its own walk out deck for your morning coffee with amazing views. In the basement you will see a new Buderus Boiler and 200-amp electrical service and a large great room with a wood burning fireplace. This home has a new roof as well as a new front porch. This house has been totally renovated top to bottom. Enjoy a large inground pool for your private entertaining, with an amazing large porch for that perfect party day. Call for your personal viewing today.

Welcome to a private Vermont retreat that blends rustic post-and-beam charm with modern versatility. Nestled above the serene Bourne Brook, this property offers the perfect balance of privacy, natural beauty and convenience. The main house exudes warmth and craftmanship, and is complemented by an income producing apartment above the 2 car garage, adding flexibility for extra guests, long term rental, or short term stays. Located just minutes from hiking, skiing, mountain biking, shopping and dining, you'll have everything Manchester and the surrounding area has to offer right at your doorstep - while still enjoying the tranquility of your own wooded glen.