Windsor County, Vermont Land For Sale (11 results)
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AcreValue offers multiple types of land for sale in Windsor 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.
11/21/2024
$8,000,000
68.92 ac.
ACTIVE
Windsor County - 115 Eastman Road, South Woodstock, VT
Sorgenfrei, or "Carefree," was built by Ennis Construction in 2015, and this extraordinary property truly embodies that sobriquet. A stunning and uncommon confluence of the finest materials and the most energy efficient techniques, this home was carefully constructed to maximize worry-free enjoyment. The most advanced systems and a focused commitment to the highest quality make this home a testament to elegant durability. From the mahogany exterior to the handcrafted front doors and custom-wrought iron hardware, this spacious and meticulously considered home celebrates the skill of Vermont's most talented craftspeople. The unparalleled 180-degree views over the Woodstock valley are spectacular in every season, offering year-round sunlight and ever-changing vistas. With a gourmet kitchen custom-built for entertaining, a 1,000-bottle wine cellar, and a double-sided great room fireplace, Sorgenfrei perfects conviviality. The measures taken to ensure the property’s efficiency and durability are too numerous to name - among them: an 18kw solar array, Pella Architect-Series windows, and custom mortise and tenon fir construction. At home among Woodstock's most lauded residences, and gorgeously situated in one of the area's most prestigious neighborhoods, this home is a testament to uncompromising vision and a paean to unparalleled enjoyment of Vermont's Green Mountains.
01/23/2026
$3,150,000
506 ac.
ACTIVE
Windsor County - Markham Mountain, Andover, VT
Red Top is a breathtaking 506 +/- acre parcel in the town of Andover and on the border of Weston. Here, the rugged grandeur of the Green Mountains unfolds, offering extraordinary views to the South, where the mountain silhouettes stretch across the skyline and the imposing profile of Glebe Mountain asserts its presence.This land's historical roots run deep, originally belonging to the Marsh family for over 200 years, and presently in the hands of a family devoted to its restoration. Inspired by John Marsh who first settled here in 1797, the owners have worked for more than 15 years to bring the abandoned meadows and woodlands back to life, rejuvenate the soil and increase the productivity of the land.As you traverse the quiet country lane leading to the base of Markham Mountain, Red Top includes 53 acres of rolling meadows, bound by historic stone walls that suggest a pastoral past, where sheep and cows once grazed under the watchful eye of the Marsh family. A brook winds through the edge of the property and the Vast Trail runs through another section.With no existing structures to limit the imagination, this property stands as an exceptional site for building a home, offering endless possibilities for both regenerative farming and equestrian interests. Hay meadows managed according to organic principles--with two cuts annually--echoes a commitment to sustainable living. It's a place where gravel biking, long walks, and the delights of snowshoeing or cross-country skiing become everyday joys, not just occasional pastimes.For skiing, Bromley, Okemo, and Stratton are within 20 - 30 minutes. Boston is 3 hours away, and New York is 4.5 hours away. The nationally renowned Weston Theater and The Vermont Country Store are 4.5 miles away.The property is enrolled in current use.Make sure to watch the video.
01/13/2026
$590,000
61.49 ac.
ACTIVE
Windsor County - Wild Apple Rd, Pomfret, VT
One of the most sought-after locations in the Woodstock area, this 61-acre property is accessed off of Wild Apple Road with a building site oriented to the south and east. At 1,600 feet in elevation, it enjoys sweeping views of Killington, Mount Ascutney, and the surrounding hills. The land offers complete privacy with a blend of woodlands, open fields, a stream, and a pond site. Bordering the property to the north are 112 acres of land conserved in perpetuity by the Upper Valley Land Trust with trails for hiking, mountain biking and cross-country skiing. Iconic neighboring properties with large acreage leading up to the parcel help preserve the enduring value in this exceptional setting.
03/24/2024
$799,000
52.3 ac.
ACTIVE
Windsor County - 00 Granite Ledge, North Pomfret, VT
Pristine land with views of Ascutney! Build your dream home on this unspoiled parcel in one of Pomfret's most beautifully preserved and scenic locales. Surrounded by large landholdings and conserved farmland, but only ten minutes from Woodstock and with excellent access to Route 4and Quechee, the land comprises historic rock walls, mature hardwoods, a stream, and offers the potential for pastoral and mountain views. Held for decades by one family, this land is an uncommon opportunity. Offered for sale subject to receipt of State and Local subdivision permits.
03/25/2026
$519,999
65.6 ac.
ACTIVE
Windsor County - Old Route 12, Barnard, VT
Large wooded parcel ascending two hillsides, with a creek-carved valley in the middle. The eastern side is easy to explore thanks to over 1,500 feet of dirt roads cut through the trees. The western side ascends to a summit with sparse tree cover and amazing scenic views. Beyond this the land continues up and over the ridge line then downhill once again to the Stockbridge town line.
This would make an ideal residential subdivision, a dramatic estate with potential 360-degree views, or perhaps a commercial use such as timber or sugaring.
In fact a large-scale commercial maple sugar operation is currently in full-swing on the property, so when viewing please take care not to disturb sap lines or equipment.
Asking Price: $519,999
Size: 65.6 acres
Address: Old Route 12
Town: Barnard, VT 05032
SPAN: 030-009-10626
Property Tax (2025, Current Use): $229.73
Coordinates: 43.78979, -72.65332
Perc Test: n/a
Water Supply: Well needed.
Survey: n/a
RV Potential: RVs not connected to water and located on a lot for fewer than 12 consecutive months are exempt from permitting.
(For the easiest way to find RV land, try The Home Base Herald)
Zoning District: Rural/Forest/Farmland
Access: Dirt right-of-way from Old Route 12. From there a road ascends up the southeast side of the property.
Association Dues: n/a
Terrain: All wooded. Terrain straddles a valley between two hillsides to the southeast and northwest. To the northwest the boundaries extend over the ridge line and begin descending again on the opposite side.
Disclosure: Listing presented by contract-holder of the parcel described. Said contract is advertised herein.
02/09/2026
$500,000
5.52 ac.
ACTIVE
Windsor County - 789 Hammond Hill Road, Fieldsville, VT
"The Hideaway House - A Private Sanctuary : This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home with attached 2-car garage is a personal refuge with ultimate forest immersion situated just minutes from Mt. Ascutney's world-class trails. Boasting high-end architectural features including original wood finishes, fir/oak flooring, and three fireplaces, this home's sun-drenched interiors possess soaring cathedral ceilings and a plethora of windows that pull the forest scenery into every room. Each bedroom is a private suite with an en-suite bath. The property is ideal for an idyllic remote work lifestyle powered by high-speed fiber optic Internet. The topography is primed for a lifestyle transformation. The gently sloping lot is perfectly graded for a future multi-tiered deck or cascading entertainment area flowing seamlessly from the living room or kitchen. Imagine your private woodland backdrop as the focal point for picturesque summer hosting. Located on a scenic "private carriage road," this Vermont gem is secluded enough for total serenity, but also conveniently near the culture of Hanover and Woodstock. High-speed, high-altitude, and high-end privacy... at a moderate price.
02/18/2026
$1,895,000
108 ac.
ACTIVE
Windsor County - 196 Cowdrey Outlook, Bethel, VT
For the first time in over half a century, this extraordinary 100+ acre estate-level property in Barnard is being offered for sale. Cherished by the same family for generations, the property presents a rare opportunity to own one of Vermont s most scenic and versatile landscapes. Commanding long-range mountain views define the setting, while several picturesque spring-fed ponds, rolling meadows, and a network of maintained trails create a private sanctuary for recreation and relaxation. Acres of mature maple trees could support maple syrup production, and an expansive blueberry patch and apple tree collection offers a seasonal bounty. Every detail of the land reflects thoughtful stewardship and a deep connection to Vermont s natural beauty. Anchoring the property is a charming 3-bedroom, 1-bath residence cozy and welcoming in its simplicity along with several outbuildings providing flexible space for storage, farming, or future vision. Whether preserved as a generational retreat, developed into a grand country estate, or enjoyed as it is, the property embodies both history and possibility. A true legacy offering, this unique Barnard property captures the essence of Vermont living at its most timeless and refined. Please, no drive-by's.
01/24/2026
$399,000
6 ac.
ACTIVE
Windsor County - 158 Macintosh Hill Rd, Randolph, VT
Charming 1820's antique farmhouse with handcrafted cabinets and wide board floors. The home has updated systems including Viessmann on demand water heater, holding tank, pressure tank, newer electrical. Fabulous upgraded bathroom. There is a space of many uses that could be a studio, master suite, in law/guest suite. Also the most lovely screened in back sitting porch overlooking the pastures. Many fruit bearing trees on a lovely 6 acre country setting.
11/21/2025
$170,000
10.04 ac.
ACTIVE
Windsor County - 00 Will Dean Road, Springfield, VT
Nice piece of land with some selected clearing done but more could be done with the potential of views. Land is both clear and wooded, level and sloping. Located on a quiet gravel road with a mix of single-family homes and small farms it is the perfect reflection of rural Vermont. Just minutes to I91and downtown Springfield makes this a great spot to set down roots.
11/14/2025
$172,000
4.3 ac.
ACTIVE
Windsor County - 51 Loveland Road, Norwich, VT
Fantastic opportunity to build your dream home on this 4.3 -acre lot in Norwich, Vermont, complete with full architectural plans for the exact home the sellers were planning to build, as shown in the photos and renderings. The property has already undergone significant preparation, including completed building designs and preliminary plans for the water and septic system along with other essential infrastructure. While no contractors are formally in place, local contractors have been involved in the planning process, and the sellers are willing to provide all information and plans they have. The owner will also provide full documentation related to planning and the home designs completed to date. Enjoy privacy and natural beauty while being just six minutes from Hanover, New Hampshire, close to Dartmouth College and the Medical Center, and only minutes from Norwich village and all the amenities of the Upper Valley. Don t miss this rare chance to bring your Vermont home vision to life!
02/08/2026
$160,000
6 ac.
ACTIVE
Windsor County - 1901 Royalton Hill Road, South Royalton, VT
Great opportunity to turn this private lot into your dream Vermont retreat. Just 10 minutes from the highway. Current owner has started some clearing and land prep.
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