Bennington County, Vermont Land For Sale (26 results)
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AcreValue offers multiple types of land for sale in Bennington County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's Vermont land for sale page to find more potential opportunities in Vermont that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
01/31/2026
$1,650,000
52.35 ac.
ACTIVE
Bennington County - 276 Wilcox Hollow Road, Sandgate, VT
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.
05/06/2026
$200,000
58.01 ac.
ACTIVE
Bennington County - 1073 Chapel Rd, Bennington, VT
Unlock the potential of this spectacular 58.1 +/- acre woodland property in historic Bennington. The groundwork for your future home or getaway is already laid with a State-approved wastewater permit in place for a three-bedroom single-family residence, allowing you the flexibility to design your build. Further simplifying your plans, the property offers the rare advantage of connecting to the municipal water supply at the road. Essential utilities are right at your fingertips, with power readily available along the town-maintained, plowed Chapel Road near utility pole #25, and Xfinity providing high-speed cable internet, TV, and phone services. An existing roughed-in driveway provides a solid starting point for accessing the expansive acreage. Backing directly up to the 926-acre state-owned Bald Mountain recreational area, this woodland is an outdoor enthusiast's dream. The diverse landscape features approximately 30 acres of manageable hardwood timber and 28 acres of softwoods on the higher ground. Beech and red oak provide excellent wildlife habitat, while existing woods roads offer private trails for cross-country skiing, hiking, and ATVing with distant views of the Green Mountain National Forest. The land benefits from reduced taxes by being enrolled in Vermont's Current Use program, with six acres thoughtfully excluded to accommodate your development. Conveniently located just minutes from downtown Bennington, you have quick access to local dining, the Bennington Museum, and the historic Bennington Battle Monument. Seize the rare opportunity to craft your perfect Vermont lifestyle on this expansive woodland canvas!
03/27/2026
$220,000
54 ac.
ACTIVE
Bennington County - 399 Bard Rd, Bennington, VT
Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington, VT! Nestled among a lush mix of hard and softwoods teeming with wildlife, the property features a charming quarter-acre pond, perfect as a future homestead centerpiece, with your home set back just beyond the pond. Good access via a paved, town-maintained road leading to level Class IV gravel frontage (gravel portion is not plowed or maintained by the town 400+/- ft). A gate is currently in place, but the town will remove or relocate upon request. Essential utilities are highly accessible: town water runs along the frontage with confirmed adequate pressure for development, while power and high-speed cable internet sit just 250 feet west. State mapping indicates favorable conditions for a wastewater system and a previous purchaser performed soils test indicating a 6-bedroom residential mound system but opted not to purchase; they wanted a home much closer to the road, where the State maps indicate a small wetland. This should be easily avoidable. Experience the best of both worlds - a secluded, off-the-beaten-path atmosphere with immediate access to the Route 7 corridor. You are just minutes from historic downtown Bennington's shops, dining, and the iconic Bennington Battle Monument. For outdoor lovers, enjoy proximity to the Green Mountain National Forest and premier skiing at Mount Snow and Stratton. Whether dreaming of an expansive recreational haven or a brilliant investment opportunity, this versatile acreage is ready for your vision.
04/04/2025
$4,975,000
53 ac.
ACTIVE
Bennington County - 527 Benson Rd, 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 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.
07/06/2025
$20,000
1.2 ac.
ACTIVE
Bennington County - Oberdorf Rd, Readsboro, VT
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.
05/23/2026
$1,450,000
5.7 ac.
ACTIVE
Bennington County - 39 Eagle Ridge, Dorset, VT
5.7 beautiful acres just off of Morse Hill Road where the southern exposures are to behold, a warm and inviting modern designed residence, post and beam barn and sweeping mountain views await your attention! The 5 Bedroom mostly ensuite house features the grand open concept where living areas are spacious and distinctive areas yet transition beautifully from space to space with newly refinished white oak flooring and all areas are walking out to a great deck that overlooks the bucolic 5.7 acres. There's stone walls, easy perennial gardens, the classic red barn, some fruit trees, a small pond, and meadow. Plenty of room to maximize it's potential for vegetable beds... a pool... or any lifestyle whimsy. The great-room marble cooks kitchen has vast cabinetry and upgrade stainless appliances, the dining room would entertain large or small gatherings with ease and the step down living room with cathedral wood ceiling and massive stone hearth wood burning fireplace is lovely with warm natural light. There's an office, powder room and laundry room convenient to the central family command center. The primary suite is quite luxurious with the soaking tub, separate stone shower, double vanity and walk in closet. There are two ensuite bedrooms upstairs boasting new baths. The lower level sun soaked family room can work for recreation, lounging, media, or exercise... there's two other lower level bedrooms or one is considered more in line with flex-space such as a second office. There is a new bath there as well! All baths are just finished. Add central air, the three car attached garage, with and work-shop/studio extension, the fantastic barn that also has a work-shop addition where parties can be had with a separate drive. The possibilities are endless in how this property and house can be utilized. Easy single floor living for the empty nester with plenty of room for the generations to reappear, or a terrific family home. Welcome to 39 Eagle Ridge!
04/11/2026
$875,000
40 ac.
ACTIVE
Bennington County - 636 Dexter Road, Shaftsbury, VT
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.
05/22/2026
$765,000
1.79 ac.
ACTIVE
Bennington County - 2677 Route 30, Dorset, VT
Myrick Mountain serves as the inspirational backdrop views over a private landscaped 1.8 acre yard for this continuous period architectural "Rambler" beginning with the 18th Century center colonial with early expanded balanced wings leading up to the most recent oversized garage addition boasting a full 1 Bedroom apartment over that are accessed by half story stairs down to garage or up to the sun-filled apartment. There are 5 bedrooms, 5 baths and myriad living areas offering a west facing great room/kitchen and sunroom dining, formal living room and family room each with decor historic fireplaces. The study nearby the kitchen offers a wet bar that also opens to an office/playroom and mudroom connector to the mother/daughter apartment. The primary suite on the second floor offers three spacious areas with front to back bedroom, dressing room and tub / separate shower bath. There is a main level bedroom suite should this be most desired. The second floor that enters from a second set of stairs offers Jack and Jill bedrooms with shared attached bath. Exterior is recently painted, the septic and chimney's checked. This versatile independent property is ideal for private or mixed use. There's approximately 5000 SF including the apartment measures are approximate... Living steps from Dorset Village amenities this residence provides a fabulous layout for family or multi-generational needs and entertaining. Level yard, gardens, garden shed, and magnificent mountain views are embraced from the front porch or the rear west facing sunset deck. Sunlit all day long one feels the light energy, historic charm and the great spaces accommodating any need... from private get-a-way areas or gathering. The Summer Farmers Market cannot be any more convenient next door... the magnificent H. N. Williams Store is right across the way. Theater, Dining, Deli's and town library or historical society are all at your fingertips... easy living!
05/20/2026
$1,495,000
30.54 ac.
ACTIVE
Bennington County - 1268 Myers Road, Shaftsbury, VT
Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, an oversized 2 car garage, top notch equestrian facilities, a trout pond, playhouse and the list goes on and on. The winding driveway leads one to an enchanting compound, as it opens to overlook the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF home boasts 10 foot ceilings, with reclaimed antique oak pocket doors from a nearby mansion, inlaid floors, stained glass windows, arches and a custom cherry and granite eat in island kitchen. The foyer, gracious leads to the expansive living room and kitchen overlooking the fantastic spring fed pond... there is a main level primary suite, and second floor gathering space with pond-side balcony and 2 bedrooms. The finished basement hosts a family recreation room and a sauna. Equestrian facilities are comprised of a recently built barn with 4, 12 X 12 stalls boasting ThuroBed Matress Systems, as well as a 12 X 18 foaling stall, leaving room for additional stalls. Paddocks and pastures with Ramm Flex Fencing and a USDF regulation 20m X 60m dressage arena with sand and fiber footing. There's a large shed and a 5 acre pasture. There's so much room for storage or lifestyle expansion within the main house or the building hosting the detached garage and guest house as there is a full unfinished second floor that could expand studio, exercise and office needs. This special location is convenient to area amenities yet a total feel of being away from it all! Whether you are an equestrian, or you are looking for an idyllic homestead, a place to enjoy nature and peace, and/or a property that demonstrates Vermont beauty, one shall adore this property. It is conveniently 3 hours from NYC, 1 hour from the Albany airport, and 25 minutes from Manchester, all while still feeling a world away! West Mountain Views are engaged wherever one is on the property!
05/22/2026
$645,000
1 ac.
ACTIVE
Bennington County - 185 Kelleher Road 10-00-99, Dorset, VT
This Pretty White Cape is located on a low traveled dead end road right off Dorset's Morse Hill Road... equidistance to Manchester and Dorset and an easy walk to the newly transitioning Green Ridge Middle school for the 26-27 school year. Beautifully maintained, this residence offers a lovely open Dining/Kitchen /Living great-room with vault that beholds sunlight all day long. The quartz counters and white cabinets brighten up the space with corner windows around the dining area and new light wool carpet in the living room. This is a house that feels easy and light! There's a den/office and main level bedroom and bath. The living area walks out onto a deck... This house is in great condition. On the second level there are two spacious bedrooms and bath. There's a dry concrete basement for domestic mechanics and plenty of storage! The mudroom is quite ample and connects the house to the two car garage. The rear yard is fenced. Keep it Simple, Easy Living is Found Right Here!
05/13/2026
$550,000
17.62 ac.
ACTIVE
Bennington County - 971 S Stream Road, Bennington, VT
Have you been searching for the Vermont farmhouse that truly feels like home? The one with the land, the barns, the mountain views, the wraparound driveway, the screened in porch, and the beautiful front porch where you can sit and enjoy quiet mornings and peaceful evenings? This is that home. Situated on over 17 acres, this property offers not one but two barns, established fenced pastures, and the kind of setting that feels like a Vermont dream. Listen to the breeze move through the grass, watch the leaves change color in the fall, and enjoy the privacy and beauty that surround you. Inside, you ll find five bedrooms and two full bathrooms, with space that invites family dinners, holiday gatherings, and everyday moments that make a house feel special. The usable basement offers excellent storage, workshop potential, tool space, or room for tack and farm equipment. Whether you have horses, farm animals, or simply want the charm and comfort of country living, this property offers the Vermont lifestyle so many people dream about. This is more than a house it s the feeling of finally coming home.
04/25/2026
$389,900
14 ac.
ACTIVE
Bennington County - 250 Shepherd Lane, Arlington, VT
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. Schedule your private showing today!
03/22/2026
$350,000
1.27 ac.
ACTIVE
Bennington County - 93 Russett Drive, Bennington, VT
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!
01/17/2026
$539,000
4.43 ac.
ACTIVE
Bennington County - 211 Rod and Gun Club Road, Shaftsbury, VT
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.
04/11/2026
$710,000
1.21 ac.
ACTIVE
Bennington County - 360 Mending Walls Road, Manchester Center, VT
Mending Walls on the cul-de-sac is a beautifully maintained four bedroom residence offering privacy, peace and mountain views in a highly desirable neighborhood. Set on 1.2 acres, this home features three finished floors, a recent roof, whole-house generator, water softening system, and a backyard gardening shed for hobbyist and outdoor enthusiasts alike. The open great-room kitchen with propane fireplace and comfortable sitting area flows seamlessly to an expansive deck system with attached screen porch, creating exceptional indoor-outdoor living spaces. The flexible formal dining room, located adjacent to a full bath, can easily convert to a main-level bedroom or home office. The extensive mudroom is designed for real life, featuring room for backpack and boot storage, laundry area, utility sink, abundant cabinetry and space for a workshop or hobby table. With convenient access from the backyard, garage, and front of the house, this space serves as a true family command center. A staircase from the mudroom leads to the heated and air-conditioned bonus space above the two car garage-- ideal for a studio, office, workout room, or creative retreat. The second floor offers a spacious primary suite with walk-in cedar closet and bath, plus three additional bedrooms and hall bath. The lower level features radiant heat, generous sunlight with a wall of windows, and extensive storage space. Peaceful, practical, and filled with flexible living options, Mending Walls combines comfort, functionality, and Vermont charm in a truly special setting.
04/20/2026
$100,000
26.2 ac.
ACTIVE
Bennington County - 0 Magee Road 73504013, Stamford, VT
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.
12/18/2024
$115,000
2.9 ac.
ACTIVE
Bennington County - Lot 3 Route 11 30, Winhall, VT
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!
04/20/2026
$100,000
26.2 ac.
ACTIVE
Bennington County - 0 Magee Road 5084341, Stamford, VT
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.
04/11/2026
$925,000
1 ac.
ACTIVE
Bennington County - 171 Mending Walls Rd, Manchester Center, VT
Looking for "NEW"? This residence is as close to new construction as it gets, having been thoughtfully gutted to the studs and tastefully renovated across all three levels. The stunning new quartz island kitchen features all new stainless appliances, new soft gray cabinetry, and an open-concept design flowing seamlessly into the dining room, living room and main-level office. A dramatic two-story tiled foyer with powder room welcomes you inside, while the spacious vaulted living room showcases a propane fireplace and beautiful white oak flooring that extends though the main living areas. The main-level primary suite offers a finished walk-in closet and beautifully updated bath. Upstairs are two additional bedrooms, one of which serves as a second option for primary ensuite, along with 2 additional baths. The finished lower level adds exceptional flexibility with storage, new mechanics an alcove area, another bath and the potential to use as a fourth bedroom or divide to use as a bedroom with additional game room/den, creating a comfortable 3-4 bedroom home configuration. A septic design for four bedrooms is already in place. The oversized attached two-bay garage includes a mudroom/laundry area, plus an additional windowed space ideal for a workshop, studio fitness room room, or private office. Major updates include new heating, air conditioning, roof, and more, providing peace of mind for years to come. Landscaping has intentionally been left open to the purchaser's vision with a $20K allowance in the purchase price, allowing creativity to compliment the property's beautiful stone walls and setting. This is a turnkey residence shall nurture and inspire for many years to come!
04/02/2026
$1,600,000
11.4 ac.
ACTIVE
Bennington County - 397 Fern Hill, Dorset, VT
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.
07/01/2025
$1,500,000
38.57 ac.
ACTIVE
Bennington County - 500 Nims Road, Dorset, VT
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!
11/16/2025
$699,000
7.8 ac.
ACTIVE
Bennington County - 682 E Manchester Road, Manchester Center, VT
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.
05/05/2026
$100,000
26.2 ac.
ACTIVE
Bennington County - 0 Magee Road 202616239, Stamford, VT
Uncover this hidden and exceptional 26.2-acre property featuring two prime lots, perfect for development or creating your personal retreat. Thispicturesque Vermont landscape is highlighted by small streams and even a tranquil pond, complete with wide trails that ensure easy navigation throughout the propertyfor access, exercise and recreational vehicles. Complete with remarkable stone outcrops and walls, the setting is also a haven for abundant wildlife, all while providingprivacy 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.
04/30/2026
$55,000
0.51 ac.
ACTIVE
Bennington County - 24 Asa Way, Bennington, VT
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.
04/30/2026
$55,000
0.48 ac.
ACTIVE
Bennington County - 29 Asa Way, Bennington, VT
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.
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