Windsor County, Vermont Land For Sale (14 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.
07/01/2025
$1,495,000
0.79 ac.
ACTIVE
Windsor County - 7 Slayton Terrace, Woodstock, VT
A rare in-village offering, 7 Slayton Terrace combines walkability, views, and beautifully renovated interiors—just steps from the heart of Woodstock. Sited on an oversized .79-acre lot overlooking Billings Farm, this 4-bedroom home offers the space and flexibility rarely found so close to the village center. The main house features a stunning new kitchen with high-end finishes and beautifully updated bathrooms throughout. Natural light floods the living spaces, which flow easily for everyday living or entertaining. A large, unfinished studio apartment is ready for your design—perfect for an in-law suite, au pair quarters, or as a short- or long-term rental. Above the detached barn, a finished space provides a quiet work-from-home setup or creative studio. With close proximity to the Mt. Peg trail system, this location offers direct access to hiking, mountain biking, and nordic skiing, while the restaurants, shops, and cultural amenities of Woodstock Village are just a short stroll away. A rare opportunity for turn-key living in one of Vermont’s most picturesque towns. Showings begin 7/5 with an open house from 10:30am - 12:30pm.
12/17/2025
$275,000
7.2 ac.
ACTIVE
Windsor County - 6120 Vermont 106, Reading, VT
Step into a great opportunity to embrace peaceful, single-level living on over seven captivating acres in the heart of rural Vermont. This property offers the coveted serenity of the countryside while maintaining a short, convenient distance to all modern amenities. Inside, you'll discover a home thoughtfully prepared for its next owner with fresh updates, including a brand-new metal roof ensuring durability and peace of mind, fresh interior paint throughout providing a bright, clean canvas, new, appealing flooring in key areas, and upgraded bathroom features such as a new toilet and vanity in one bath. Offering a practical layout, this home features three comfortable bedrooms and two full bathrooms, providing both convenience and affordability, and with many updates already in place, just a few finishing touches are all that is needed to truly make this space your forever home. Enjoy reliable infrastructure with a drilled well, private septic system, and the availability of high-speed internet/cable for modern connectivity, inviting you to discover the peaceful potential awaiting you on these beautiful Vermont acres. Ideally located 20 minutes to Claremont, NH (tax-free shopping) and 15 minutes to I-91 for easy access to the Upper Valley (Lebanon/Dartmouth), Western MA, CT, and NYC. Enjoy year-round recreation with Okemo Mtn Resort 20 minutes away and Killington Mtn Resort just 35 minutes. Don't let this opportunity pass you by, schedule your showing today!
01/08/2026
$299,000
1.5 ac.
ACTIVE
Windsor County - 147 South Street, Springfield, VT
Welcome to your own oasis! This lovingly updated, renovated and maintained 4-bedroom, 2-bath home located on a large 1.50 acre lot gives you the convenience of an in-town home and the back yard that looks like your own personal oasis with an above ground pool, landscaped perennial beds, deck with a shade awning, fire pit, fenced for family and pets along with room for a veggie bed beyond the fence and let's not forget the party barn, the attached carriage shed has been transformed into a fun hangout spot while enjoying the back yard and also offers storage on 2 floors. And as a bonus there is heat if you want to use it for a special occasion during the off season. The spacious, eat-in kitchen with cathedral ceiling opens with double doors to the back deck yard. Cozy living room with a pellet stove makes for a great place to cuddle up and kick back. Downstairs has two nicely appointed bedrooms with roomy closets. second floor features two bedrooms and full bath. This home has so much to offer, you will want to take a look soon.
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.
02/10/2026
$158,000
16.5 ac.
ACTIVE
Windsor County - 000 Chateauguay Road, Barnard, VT
Discover a rare opportunity to own a 16.5-acre land parcel nestled in the heart of Barnard, Vermont. This idyllic property features a perfect blend of cleared and wooded areas, providing endless possibilities for your dream home or retreat. Situated on a quiet, town-maintained road, this parcel offers both privacy and accessibility. Imagine waking up to serene pastoral views, surrounded by the natural beauty of Vermont s landscape. The deeded road frontage ensures convenient access while maintaining the tranquility of rural living. Whether you envision building a spacious residence, a charming cottage, or simply wish to create a private sanctuary, this land parcel invites you to explore its potential. Embrace the serenity and beauty of Barnard, where outdoor adventures and peaceful living await. Don't miss your chance to make this picturesque property your own!
02/08/2026
$849,000
10.59 ac.
ACTIVE
Windsor County - 222 Andover Road, Ludlow, VT
Discover the perfect blend of comfort, efficiency, and mountain living in this spacious light filled 5-bedroom, 3.5-bath home, ideally located just 10 minutes from premier skiing and close to popular snowmobile trails. Step inside to a bright, open layout featuring a large gourmet kitchen equipped with an extra-large refrigerator, ample counter space, and room for effortless entertaining. Each bedroom offers private deck access, allowing you to enjoy fresh air and mountain views from every corner of the home. Relax year-round on the expansive covered porch, complete with a hot tub the perfect spot to unwind after a day on the slopes. A 3-car garage and paved driveway provide generous parking and storage options. Designed with efficiency in mind, this home is equipped with solar panels and a backup generator, ensuring reliable and eco-friendly living. Whether you re seeking a full-time residence or a mountain getaway, this property delivers exceptional comfort, convenience, and outdoor adventure right at your doorstep.
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.
11/14/2025
$185,000
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!
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.
02/08/2026
$349,000
9.9 ac.
ACTIVE
Windsor County - 00 Main Street, Ludlow, VT
LOCATION LOCATION LOCATION.... options are unlimited for this large ready to develop parcel. Okemo Mountain views, level (and mostly cleared) parcel with MAJOR ROAD FRONTAGE! You can't beat the spot or the wonderful mountain view!** One of the owners is a licensed Vermont Real Estate agent.
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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