Windsor County, Vermont Land For Sale (25 results)
Want to post your listings on AcreValue? View Listing Plans
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.
05/21/2026
$1,395,000
6.2 ac.
ACTIVE
Windsor County - 1522 Barnard Road, Woodstock, VT
Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add warmth and character throughout the home. The flexible floor plan includes 3–4bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage—ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America’s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay—offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England’s most iconic villages.
07/17/2026
$1,599,000
2.21 ac.
ACTIVE
Windsor County - 96 Echo View Drive, Plymouth, VT
Experience the perfect blend of luxury, comfort, and Vermont charm in this exceptional 3,456-square-foot home. Built with superior craftsmanship andmeticulous attention to detail, this residence reflects a commitment to quality where every finish was carefully selected and thoughtfully executed. No detail wasoverlooked, with premium materials and high-end finishes throughout, creating a home that is as enduring as it is beautiful. Inside, soaring 20-foot ceilings create adramatic sense of space and light within the open-concept living areas, ideal for both entertaining and everyday living. Beautiful granite countertops, custom cabinetry,and elegant fixtures enhance the home’s refined yet welcoming atmosphere. The property is also equipped with modern conveniences including a 400-amp electricalservice and an EV car charger, offering both efficiency and future-ready functionality. This stunning property offers 4 generously sized bedrooms and 3.5 beautifullyappointed baths, including custom bathrooms with walk-in showers designed for both style and relaxation. The finished lower level features an expansive game roomcomplete with a full wet bar, creating the ultimate space for hosting family and friends after a day on the slopes or lake. Enjoy peaceful distant mountain views from theexpansive custom wood deck along with deeded access to Echo Lake for year-round recreation and outdoor enjoyment. Perfectly situated just minutes from world-classskiing at Killington and Okemo, this property offers the ideal balance of privacy, recreation, and convenience, making it an outstanding full-time residence, vacationgetaway, or investment opportunity.
06/23/2026
$2,300,000
2 ac.
ACTIVE
Windsor County - 55 Cherry Hill, Springfield, VT
Steeped in history and timeless elegance, this extraordinary circa-1860 Georgian Colonial estate offers over 8,000 square feet of refined living space where classic architecture meets remarkable craftsmanship. From the moment you enter, you are greeted by stunning period details including exquisite crown moldings, grand proportions, soaring ceilings, and beautifully preserved finishes that showcase the home's rich character and sophistication. Designed with both elegance and comfort in mind, the spacious floor plan offers an unparalleled sense of scale and flow, creating exceptional spaces for entertaining, gathering, and everyday living. Every room reflects the quality and artistry of a bygone era while providing the versatility desired for modern lifestyles. Set atop a picturesque 2-acre retreat, the property is complemented by a three-car garage, a charming 1930s greenhouse filled with vintage appeal, and an additional storage building offering endless possibilities. Surrounded by mature landscaping and peaceful grounds, this one-of-a-kind estate presents a rare opportunity to own a truly distinguished and iconic property.
Copyright © 2026 PrimeMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
07/02/2026
$29,000,000
400 ac.
ACTIVE
Windsor County - 650 Francis Road, Barnard, VT
Set across more than 400 pristine acres in the heart of Barnard, Vermont, Monsalvat Farm is a once-in-a-generation legacy estate where natural beauty, architectural brilliance, and timeless craftsmanship converge.
Framed by rolling pastures, ancient stone walls, mature forests, and sweeping mountain vistas, this extraordinary property embodies the very essence of Vermont's enduring landscape and heritage.
Established on land first settled in 1793, Monsalvat Farm has been thoughtfully stewarded through generations and is anchored by one of the most remarkable private residences in the country. Known as "The Sanctuary," the architectural centerpiece is a masterpiece of design and artistry, seamlessly integrated into its surroundings while offering exceptional luxury and comfort.
The residence features a stunning 12-sided cathedral great room, an elegant primary suite with dual bathsincluding one with a fireplaceseven additional fireplaces, a wine cellar, media and music retreat known as "The Cabin," and a breathtaking dining room crowned by a sculptural inverted tree installation illuminated with nested lighting.
Complementing the main residence is an exceptional collection of guest and supporting structures, including the charming stone-built Gilbert's Cottage with two bedrooms and two-and-a-half baths, a restored farmhouse offering four private one-bedroom apartments, the inviting one-bedroom Lodge, and a beautifully restored historic barn with attached five-stall stable, heated tack room, and farm manager's office.
Additional amenities include a fireplace-equipped gazebo with bath and shower facilities, a detached three-bay garage, equipment and cattle barns, and a traditional sugar house.
A private gated entrance leads across a custom bridge built to highway specifications spanning a picturesque pond, creating an unforgettable arrival experience. The estate further distinguishes itself with an FAA-approved private heliport, mature orchard, open fields, and miles of private trails winding through the property's unparalleled landscape.
Rarely does an estate of this caliber become available.
Offering extraordinary privacy, architectural significance, equestrian and agricultural capabilities, and an unrivaled Vermont setting, Monsalvat Farm is more than a propertyit is a landmark legacy destined to be cherished for generations to come.
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.
05/06/2026
$83,000
3.1 ac.
ACTIVE
Windsor County - Vulture Mountain Road, Stockbridge, VT
Two parcels offered together: The headliner is a cliffside building lot with a mesmerizing scenic view of the opposing mountains and the White River winding its way through the valley below.
The second parcel sits diagonally across the road and is beneficial for utility purposes. Currently it has a well with an electrical junction box to power the pump, and this feeds fresh water to many of the neighboring homes.
While the cliffside parcel is technically 3 acres, the actual building envelope is 0.7 acres before it reaches the cliff edge, and this opportunity is priced accordingly. Still this would be the most spectacular location to perch a house looking out over the river valley.
The utility parcel is 2.4 acres, mostly wooded except for a small pond, a short driveway, and some clearing, with a utility pole near the roadside.
Access is via a private dirt road. Plowing and maintenance costs are divided among the owners of developed lots only, not vacant ones.
Asking Price: $83,000
Size: 3.1 acres usable (5.4 acres total)
Address: Vulture Mountain Road
Town: Stockbridge, VT 05772
Property Tax: Approximately $1,200 per year.
Coordinates: Cliffside parcel 43.78902, -72.69512, Utility parcel 43.78935, -72.69665.
Perc Test: Untested.
Water Supply: Well or pump connection needed.
Survey: Not available.
RV Potential: Zoning ordinance does not specify guidelines for RV occupancy.
(For the easiest way to find RV land, try The Home Base Herald.)
Zoning District: Rural Residential
Access: 535 feet of total road frontage. 235 feet on the cliffside parcel, 300 feet on the utility parcel.
Association Dues: Road plowing and maintenance is handled by a road maintenance association, costs are divided among the owners of developed lots. Owners of vacant lots pay nothing. Road maintenance associations do not have the same covenants, bylaws, and restrictions as homeowner's associations.
Terrain: Cliffside parcel has 0.7 acres deep rolling topography with low-density woods. Deeper than that is the sheer cliff face, which is not usable. The utility parcel is densely wooded, generally flat near the road then ascending a moderately steep hillside.
Disclosure: Listing presented by contract-holder of the parcels described. Said contract is advertised herein.
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.
07/27/2026
$500,000
1.2 ac.
ACTIVE
Windsor County - 544 Vulture Mountain Road, Stockbridge, VT
Welcome to Camp Treetops, a one-of-a-kind mountaintop estate perched high above the White River Valley. This fully operating, high-performing retreat conveys COMPLETELY FURNISHED and turnkey, with panoramic mountain and White River views, total privacy, and a proven income stream already in place. At its heart is the original Sears Roebuck kit hunting cabin, beautifully renovated with warm wood interiors, an open living and dining area, a cozy wood stove, and expansive windows framing the mountains. The covered deck is built for sunrises, sunsets, and brilliant fall foliage. Two additional cabins, newly built in 2023 and 2024, are themed to the roaring 1920s and the classic 1950s, each furnished with authentic antiques for a true blast from the past. A vintage camper adds a memorable glamping stay, and a shared communal space brings guests together. The retreat has offered fresh breakfast and dinner service, and the property runs as a thriving Airbnb with strong, established revenue. Smart, low-impact engineering makes it all work. A dedicated septic design serves the main cabin, while the additional cabins are outfitted with NASA-designed bag-system toilets and outdoor showers. There is also room to grow: sites for two more cabins are already cleared with construction under way, allowing a future owner to operate up to five cabins in total, every one capturing the same sweeping mountain and White River views. The setting delivers seclusion with easy access. Close to Route 107 with quick connections to Route 100 and I-89, it sits roughly 30 minutes from Killington Ski Resort and under an hour from Sugarbush Ski Resort. Surrounded by mature forest and dramatic rock outcroppings, Camp Treetops offers rare privacy without sacrificing those long-range views. Whether you want a private family compound, a recreational basecamp, or a turnkey investment with a track record to prove it, 544 Vulture Mountain Road is a truly unforgettable piece of Vermont.
07/27/2026
$279,000
1.6 ac.
ACTIVE
Windsor County - 139 Pleasant Valley Road, Springfield, VT
Original 1800's cape style home situated conveniently between Springfield and Chester. Home has seen updates over the years but continues to show original charm of an 1800's period home, exposed beams in primary bedroom, mixed wood floors, post and beam shed/garage with usable and accessible second floor. The enclosed front porch leads you to the comfortable, sunlit eat in country kitchen which features a large island for cooking, a picture window onto the back deck and access to the garage. Good sized living room runs front to back taking advantage of views of the quiet back yard and the small neighborhood where the home is located. First floor bedroom with exposed beams has a bonus room attached that might be a great spot for a primary bath. Second floor has the standard layout of a bedroom on either side of the stairs one featuring a witch window, somewhat common in New England. The expansive grounds are landscaped with perennials, fruit trees, open and shaded areas and is bordered by a stream. While the home has seen updates over the years for comfort such as newer windows and updated kitchen, drilled well, it has retained its original charm, and the family is ready to move the home on to its new family for the next chapter of its life. This is an estate home and offer "AS IS"
07/15/2026
$385,000
62 ac.
ACTIVE
Windsor County - 3051 Vt Rt 107, Stockbridge, VT
A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering privacy, recreational potential, and timber value. On the north side, you'll find stunning riverfront acreage where the property abuts both the White River and Stony Brook, offering exceptional access to fishing, swimming, and peaceful water views that are hard to come by. The property includes an existing house in need of rehab, a blank canvas ready for your vision, and made all the more appealing by a drilled well and up-to-date septic system already in place. Plenty of locations on the property to build away from the road. A large 4-bay equipment garage adds valuable storage and workspace,ideal for tractors, toys, vehicles, or a commercial operation. Whether you're envisioning a commercial venture, a working sugarbush, a renovation project with income potential, or a long-term investment in Vermont land, this property offers the space, natural beauty, water frontage, and zoning flexibility to make it happen. With Route 107 frontage for easy access and two distinct landscapes to explore, the possibilities here are as varied as the terrain itself. This property has been in the same family for generations, and the heirs have retained a section of the riverfront for family get-togethers and summertime camping. Don't miss your chance to own this exceptional piece of the Green Mountains, zoned for opportunity, ready for your ideas. Also being marketed as MLS #5099811 and #5099827.
07/17/2026
$985,000
20 ac.
ACTIVE
Windsor County - 2865 Bridgewater Hill Road, Bridgewater Corners, VT
Welcome to "Green Shutters," an exceptional 20-acre Vermont homestead that seamlessly bridges late-1800s heritage with state-of-the-art, sustainable luxury. While technically a two-bedroom, this highly versatile property offers far more space, featuring a fully renovated circa 1895 farmhouse and a striking modern addition with an oversized heated two-car garage, private guest suite, and multiple bonus sleeping areas. Perfectly situated for recreation and convenience, the home sits less than six miles from Killington s Skyeship Lodge and Long Trail Brewery, and just 14 miles from historic Woodstock. Outdoor enthusiasts will love the direct access to VASA and VAST trail networks, as well as the property's own private trails, brooks, historic foundations, and refreshing outdoor shower. Inside, the architecturally designed floor plan optimizes natural light through premium Marvin windows and features custom wood trim milled directly from trees harvested on the property. Refinished original wood floors blend beautifully with locally sourced slate. The main level offers a chef's kitchen, open dining, and a cozy living area with a vintage Vermont Castings wood stove. The primary suite serves as a peaceful sanctuary with forest and mountain views, radiant floor heat, and a luxury ensuite, while all three bathrooms boast high-end finishes by Frank Webb Home. Rebuilt from the studs up between 2017 and 2026, this high-efficiency, all-electric home is entirely fossil-fuel-free. It features three zones of ducted heat pumps for heating and cooling, electric radiant heat in key areas, a solar-ready garage roof, and buried one-gigabit fiber internet. Built for absolute longevity, the exterior boasts Canadian steel wood-look siding, a metal standing seam roof, and Western cedar decks. This property is a rare masterpiece of green building and classic Vermont charm. Schedule your private showing today.
07/11/2026
$199,900
3 ac.
ACTIVE
Windsor County - 165 Dutton Farm Road, Springfield, VT
Bring your vision to this private 3-bedroom, 2-bath home with a bonus room, nestled in a sought-after location. Surrounded by nature, this property offers the peace and privacy you've been searching for while providing endless potential to make it your own. Enjoy beautiful views from the large living room windows, or venture outdoors to explore the near-by walking trails. Established herbs and fruit-bearing plants add to the charm, creating a wonderful opportunity for anyone who enjoys spending time outdoors. The detached two-bay garage and additional shed provide ample space for vehicles, tools, equipment, or hobbies. While the home is in need of updates and repairs, it offers a great opportunity for buyers looking to build equity and create a home that reflects their own style. This property is being sold as is, offering a great opportunity for buyers who can see the possibilities it has to offer.
05/01/2026
$535,000
12.92 ac.
ACTIVE
Windsor County - 298 Jenneville Road, Windsor, VT
PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character, and sun-filled spaces. The 1.75-story home (2,212+ sq ft) includes 4 bedrooms and 2 full baths. The charming country kitchen features an expansive family area and breakfast nook with a view of the rear meadows. The adjoining pantry, pellet stove, and coat closet make for practical Vermont living. A south-facing dining room and inviting south and west facing living room with fireplace and tongue-and-groove paneling complete the main living areas. The first-floor primary bedroom suite includes a bay window, walk-in closet, and full bath. First floor laundry room. Upstairs are 3 bedrooms with generous storage, a full bath, and potential expansion for a private bedroom suite opportunity. Attached garage leads to dog kennels (with water and concrete floor) and a 3-4 stall horse barn with grooming area. Both spaces could be repurposed for a fancy workshop/recreational storage and there is a wired Generator outlet for power outages. Large detached sheep barn with hay storage above. Ideal for those seeking the charm of rural Vermont with horse/farm amenities. The house needs rehab and the neighborhood will support a substantial investment, or chip away over time. Close to all the Upper Valley offers.
05/01/2026
$795,000
96.39 ac.
ACTIVE
Windsor County - 211 Wood Road, Hartford, VT
100 ACRE WOODS!! - Complete turn-key package for vacation rentals and a second home. Tucked away on 96+ protected acres spanning Hartford/Quechee, and a portion of Hartland, this fully furnished 3-bedroom, 2-bath log home offers exceptional privacy, quiet, & year-round recreation.... Includes a robust (optional) rental program close to Woodstock. There is an existing subdivision in place if you ever decide to sell off a portion (10 acres with House/86 acres land). A network of private walking & hunting trails winds through the woods, perfect for hiking, snowshoeing, or ATV use. We will even throw in the fancy $20K, 4-wheel 5 seater dump gator & trailer for the right offer! The home s warm and inviting main level features wide pine floors, cathedral ceilings, and an open layout that blends kitchen, pantry, dining, and living areas around a handsome central chimney with a Vermont Castings woodstove. Upstairs, the spacious primary bedroom enjoys a private sunny bath with a clawfoot soaking tub. Downstairs in the finished lower level, two additional bedrooms share a full bath and are complemented by two laundry/utility rooms offering plenty of storage. Relax on the large wrap-around deck or retreat to the screened porch to enjoy the quiet & wildlife. Ample parking, including space for a motorhome. Includes all furnishings and built-in recreation! Please view the video for the most accurate furnishings list. The property is an active short-term vacation rental with the following June rental dates blocked out: Current rentals 6/25-6/29. Even these dates will change quickly. Property CAN be shown the day someone leaves or arrives.
05/01/2026
$579,000
2.16 ac.
ACTIVE
Windsor County - 583 HAWK SPUR RD, Plymouth, VT
Looking for a property with HUGE equity possibilities?? Your dream mountain retreat perfectly nestled between Okemo/Vail and Killington awaits! This contemporary diamond in the rough boasts mountain views and sits on a double lot in the desirable Hawk resort area. You will fall in love with the floods of natural light that bring the outdoors in. This home is ready for your ideas and finishes allowing you to create the perfect Vermont home. Do you need some extra living space for family or guests?? There is a completely separate entrance to the auxiliary living quarters Whether you're seeking adventure or relaxation, Hawk Spur offers the perfect blend of style and location it just needs your willingness to put some love in. It is ready for the new flooring, fresh paint, new light fixtures and appliances and this home will be stunning and will be well worth your investment. Don't wait to check out this great opportunity in the Okemo/Killington Lakes region.
05/02/2026
$2,195,000
207.24 ac.
ACTIVE
Windsor County - 9671 VT ROUTE 12, Barnard, VT
SPRING HILL FARM A Storied Vermont Estate with Timeless Appeal. Set amidst the rolling hills of Barnard, Vermont, Spring Hill Farm is a distinguished country estate where historic charm and thoughtful stewardship come together across 207 acres of beautifully maintained landscape. Anchoring the property is a stately brick residence dating to 1795, offering a refined sense of heritage and permanence. A later addition introduces a striking post-and-beam great room, with soaring cathedral ceilings and a fieldstone fireplace that brings warmth, scale, and a sense of rustic elegance to the home s traditional architecture. The result is a sophisticated yet approachable interior, ideal for both intimate gatherings and relaxed everyday living. The grounds are equally compelling. A series of manicured ponds adds visual interest and tranquility, drawing wildlife and reflecting the changing sky. Meandering through the property is a spring-fed stream, which courses gently across the land its flow punctuated by small waterfalls. The estate also includes a variety of well-preserved outbuildings,including a potting shed, sugar house, and a recently renovated guest cabin nestled high up in a quiet meadow with big views. While the estate enjoys gentle visibility within the surrounding landscape, it offers a unique sense of openness, rhythm, and retreat perfect for those seeking a connection to land, light, and legacy.
07/27/2026
$99,000
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.
07/02/2026
$299,000
116.2 ac.
ACTIVE
Windsor County - 00 Grout Road, Weathersfield, VT
A large private parcel of land located in Cavendish on the Weathersfield line. This 116+- acres is a mix of woods and cleared areas that has beautiful mountain views that can be accessed from Grout road. There is road frontage on scenic vermont route 131 that can access the land with grading. These 2 lot have been surveyed and there are multiple possible building sites. This property is close to Ludlow for skiing, golfing and shopping, also adjacent to the black river for the best trout fishing or hunting on your property. There is no zoning in Cavendish so you may choose your own structure(s), may have solar potential. This is a one of a kind, large parcel of land to make your dreams come true.
07/15/2026
$385,000
62 ac.
ACTIVE
Windsor County - 3051 Vt Rte 107, Stockbridge, VT
A rare chance to own a substantial slice of Vermont's countryside, with commercial upside built in. This 62-acre property spans both sides of VT Route 107, offering a diverse landscape along with the flexibility of a commercial zoning designation, opening the door to a range of business and development possibilities. On the south side, mature forested acreage includes a former sugarbush offering privacy, recreational potential, and timber value. On the north side, you'll find stunning riverfront acreage where the property abuts both the White River and Stony Brook, offering exceptional access to fishing, swimming, and peaceful water views that are hard to come by. The property includes an existing house in need of rehab, a blank canvas ready for your vision, and made all the more appealing by a drilled well and up-to-date septic system already in place. Plenty of locations on the property to build away from the road. A large 4-bay equipment garage adds valuable storage and workspace,ideal for tractors, toys, vehicles, or a commercial operation. Whether you're envisioning a commercial venture, a working sugarbush, a renovation project with income potential, or a long-term investment in Vermont land, this property offers the space, natural beauty, water frontage, and zoning flexibility to make it happen. With Route 107 frontage for easy access and two distinct landscapes to explore, the possibilities here are as varied as the terrain itself. This property has been in the same family for generations, and the heirs have retained a section of the riverfront for family get-togethers and summertime camping. Don't miss your chance to own this exceptional piece of the Green Mountains, zoned for opportunity, ready for your ideas. Also being marketed as MLS #5099792 and MLS#5099827.
05/10/2026
$325,000
2 ac.
ACTIVE
Windsor County - 397 River Street, Chester, VT
Some properties just radiate a certain warmth, charm and magic and this home is definitely one of them. Imagine sitting on the front porch and listening the soft rustle of the willow tree leaves and the babbling brook trickling by, then you step inside and feel that you have walked into a home that was truly loved. The large kitchen offers nice upgrades including tile floor, granite countertops and appliances. The main level offers a bedroom, dining room, office space and living room. All of the windows have been replaced (except in the attic), updated electric panel, insulation done by Efficiency VT, new stoves in the barn room and living room (see MLS docs for the complete list). This property is perfect for anyone looking for a TRUE Vermont home with loads of potential. Great natural light, large bedrooms, hardwood floors and attached garage. One of the features I personally love is the screened stone patio (barn room) off the back of the house. The rustic beams and barn boards with wood stove is a wonderful space to relax and entertain. Above is unfinished space ready for your ideas, work out space? yoga studio? game room? There are pretty perennials and gardens surrounding the home. The back yard is private with attached shed space and back deck. Chester is a wonderful community and this home is perfectly situated for easy access to I91, Grafton, ski resorts, shopping and walking to the village green. The sellers have loved owning this home and have created many many memories here. Don't miss your chance to be the next stewards of this truly special property.
05/01/2026
$525,000
1 ac.
ACTIVE
Windsor County - 30 Vermont Route 12, Hartland, VT
Classic 1880 New Englander set on a level 1 acre lot in downtown Hartland. Walk to everything! This 1.75-story Cape offers approximately 2,238 SF with 4 Bedrooms and a welcoming wraparound covered porch that adds both charm & functional outdoor living space. Interior features include a traditional layout with a nice flow from room to room. The Laundry/Mudroom area provides pantry storage and easy access to a recently remodeled Kitchen offering quality KraftMaid cabinetry, granite countertops, and a cozy breakfast nook. The adjacent Dining Room features maple floors, while the sunny Living room has warm wood finishes and a hearth for a future wood/pellet stove. The Study just off the Living Room is ideal for a home office. The second floor includes four bedrooms, a half bath, and a bonus room. The large Primary bedroom has a newer mini-split (heat and air cond.) and closet, with an additional bonus room that can be expanded for future use (bath/closets). The remaining three bedrooms are also suitable for more office, guest, or flex use. The half bathroom on the second level includes tile flooring & double sinks, and the first floor full bathroom features tile flooring with radiant heat. Recent improvements include a gas fired forced hot air furnace (approx. 2021), updated double insulated windows, and the impressive Kitchen remodel (3 yrs ago). Mechanicals include an 80G electric water heater, primary bedroom mini-split, and 150 Amp Service. Exterior highlights include a "supersized" heated 26 x 30 detached 2-bay garage with 12 ceilings, 2x6 insulated construction, 10 x 10 doors, torsion spring door openers, and 50 Amp power. Additional features include a pressure-treated private rear deck with hot tub (negotiable), garden shed, and level yard ideal for gardening, recreation, and outdoor enjoyment. Convenient in-town location with super quick access to Upper Valley amenities, and only 20 minutes to Dartmouth Hitchcock, in a town that allows high school choice.
02/18/2026
$1,650,000
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.
07/02/2026
$399,000
1.5 ac.
ACTIVE
Windsor County - 40 Fenton Road, Chester, VT
This property is a handy man's dream for someone who has a vision of finishing a house and turning it into their own sanctuary. The bones of the house are in place, furnace and piping for heat are in, rough plumping and wiring are done, and most sheet rock is completed. Gas fireplace is mounted and vented to outside and kitchen cabinets are on site. It boasts a little over 2000 square feet of living space 4 bedrooms, 2.5 bathrooms. It sits on the banks of the Williams River on a dead end street and treed backyard area. First floor consists of a large kitchen and livng room and a half bath. The second floor has a beautiful sized primary bedroom with ensuite bathroom. There are also 3 bedrooms and a 3/4 hallway bathroom.
05/07/2026
$429,000
7.11 ac.
ACTIVE
Windsor County - 1 Church Street, North Springfield, VT
An in-town home with 7 acres! Imagine the fun you could have with all of this open land. Three-bedroom two bath ranch home with outdoor space to garden, farm, explore and more. Home has fresh interior paint, new carpets, extra tall basement with a deep bay for campers, boats, toys or workshop. The kitchen island is a cook's dream with plenty of space to cook and easy layout for lots of people in the kitchen. Open concept kitchen-dining-living room and sunroom make this home great for entertaining or just relaxed living. Primary bedroom is generous in size and has attached 3/4 bath. Property has an older outbuilding that needs work but sturdy. Seller will remove at buyer's request.
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.
1