Windsor County, Vermont Land For Sale (18 results)

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.

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.

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.

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.

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.

Welcome to Starry Hill, a fully furnished, handcrafted, solid-timber Colonial privately nestled on 18.9 tranquil acres just 5 miles North of Woodstock. This 3-bedroom, 2.5 bath home was built over 4 years by a family of loggers and master craftsmen. Used recently as an AirBnB rental and ready for occupancy. This exceptional home features Eastern white pine walls, hemlock structural beams, and pine ceilings/flooring sourced from the property. Warm, inviting living spaces include a vaulted kitchen/dining area with skylights, custom cabinetry, farm sink, and Hearthstone brand gas stove; French doors open to an expansive 8 x32 screened porch perfect for gathering. A lovely living room offers great detailing and a Waterford woodstove from Ireland. The main level primary bedroom w/en-suite full bathroom includes a sitting area, gas fireplace, & double closets. Two additional bedrooms upstairs feature small gas stoves, custom closets and a shared full bathroom. There is a lower-level half bath with laundry. Enjoy multiple porches, patio with built-in fire pit, marked woodland hiking trails, and berry-picking. Additional features include drilled well, two woodstoves, four propane corners, high speed internet, and a full basement with ample workshop storage space. There is a Tesla Powerwall for back-up power. Home is Green Built and treated with a non-toxic water based stain. The home is painted inside with Fine Paints of Europe oil based paints. A rare sanctuary offering privacy, craftsmanship, and timeless Vermont charm.

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 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 upcoming dates available for showing in May: 6, 7, 10, 11, 15, 17, 18, 19, 20, 21st. Even these dates will change quickly.

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.

Nestled on over an acre of serene countryside, this 3-bedroom, 2-bathroom home offers endless potential for those seeking a peaceful retreat with room to make it their own. Enjoy the beauty of nature with direct river frontage, perfect for fishing, kayaking, or simply relaxing to the soothing sounds of the water. The home features a spacious layout with abundant natural light, offering a cozy living room, a spacious kitchen ready for updates, two bathrooms, and three bedrooms. While the interior is ready for updates, it provides a blank canvas to customize to your taste and create the home of your dreams. Outside, the expansive lot is ideal for gardening, outdoor activities, or even future expansions. Located just 30 minutes from Killington, this property is a rare opportunity to own a slice of both sides of the coin, a wintertime ski retreat and a summertime riverside paradise. Don t miss the chance to transform this property into your perfect retreat schedule your showing today!

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!

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.

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.

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.

Perched high in the scenic hills of Hartland, this exceptional 3.41 acre parcel offers the perfect balance of privacy, sunshine, and sweeping Vermont beauty. Fully surveyed, the property features a selectively cleared and thoughtfully laid out open house site, positioned to capture big vistas overlooking abutting fields and pastureland. In a neighborhood with multi-million dollar homes nearby, this is an opportunity to build among some of the area s most desirable parcels while maintaining the peace and character that helps define rural Vermont living. The land is exclusively comprised of mature hardwoods, creating a stunning natural backdrop and offering seasonal color, filtered light, and long-term value. The carefully selected building site provides excellent solar exposure, making it ideal for gardens and outdoor living spaces. With septic design and a State of Vermont wastewater permit approval, much of the upfront planning work has already been completed. The road and driveway are in place, and power is nearby, requiring only one additional (already approved) pole for connection. Outdoor enthusiasts will appreciate direct access to the VAST snowmobile trail next door (not on or through), as well as proximity to hiking, biking, and year-round recreation throughout the Upper Valley. Located just minutes to the Hartland Village amenities, and an easy drive to Woodstock, Quechee, and the Dartmouth-Hitchcock Medical Center area, this property offers both tranquility and convenience. Interstate 91 is easily accessible for commuting north or south. Whether you envision a modern retreat, classic Vermont farmhouse, or a peaceful getaway cabin, this ready-to-build parcel offers a rare combination of preparation, privacy, and panoramic views in one of Hartland s most sought-after hillside locations. Bring your plans and start building your Vermont dream.

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.

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.

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.

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.