Windham County Land for Sale

Welcome to Windham County, Vermont, a hidden gem nestled in the heart of New England. Known for its breathtaking landscapes, charming small towns, and vibrant community spirit, Windham County offers a unique blend of natural beauty and rich cultural heritage. With the Green Mountains to the west and the Connecticut River to the east, outdoor enthusiasts will find endless opportunities for hiking, skiing, and exploring the great outdoors.

Windham County is home to picturesque towns like Brattleboro, known for its eclectic arts scene and thriving local markets, and Wilmington, which boasts a quaint village atmosphere and access to stunning lakes. The area is also renowned for its historic architecture, vibrant festivals, and warm hospitality, making it a wonderful place to call home.

For those seeking land for sale, Windham County presents a fantastic opportunity. Whether you're dreaming of building your own secluded retreat surrounded by nature or looking to invest in a parcel of land for future development, this region has something for everyone. With diverse landscapes ranging from wooded lots to open fields, you can find the perfect spot to create your vision.

Imagine waking up to the sound of chirping birds and the sight of rolling hills right outside your window. Here, you can enjoy a peaceful lifestyle while still being close to essential amenities and cultural attractions. Don’t miss the chance to own a piece of this enchanting county—explore the available land for sale in Windham County, Vermont, and start your journey towards a fulfilling life in this beautiful corner of the world.

Newest Windham County Land for Sale

$55,000

5112849 MLS

Build your Vermont retreat on this oversized lot in Section B of Chimney Hill! A recent perc test indicates suitability for a three-bedroom single-family home, offering a great starting point for your plans. Enjoy full access to Chimney Hill’s amenities, including indoor and outdoor pools, a hot tub, tennis and pickleball courts, basketball, an arcade, and a trail system for hiking and exploring. Nearby boating, golf, and skiing put year-round recreation within easy reach. Conveniently located close to the Hermitage Club, Mount Snow, and the shops and restaurants of downtown Wilmington, this property offers an ideal base for enjoying Southern Vermont in every season.

123 High Top Rd, Wilmington

$135,000

5112729 MLS

Build your Vermont home on 3.25 +/- relatively level acres in Londonderry. Lot 4A Stoney Brook Road offers an appealing opportunity with a State wastewater permit in place for a five bedroom residence and power available at the road. Located in the heart of Southern Vermont, the property offers convenient access to Londonderry, Stratton Mountain, Magic Mountain and Bromley Mountain, along with skiing, hiking, outdoor recreation, local shops and restaurants, and the surrounding mountain communities. Whether you envision a full time residence, ski home or Vermont vacation home, this 3.25 acre Londonderry property combines acreage, location and five bedroom wastewater capacity with easy access to everything that makes Southern Vermont such a special place to call home.

4a 4a Stoney Brook Rd, Londonderry

$219,000

5111500 MLS

17+/- Acres of Vermont Country Living in Jacksonville. Discover the possibilities on this beautiful 17+/- acre parcel in the charming village of Jacksonville. With frontage on both Parsons Road and Gates Pond Road, the property features a wonderful mix of open, south-facing pastureland and wooded areas, offering plenty of room for horses, farming, gardens, recreation, or creating your own Vermont family retreat. The rolling open land is well suited for animals and outdoor activities, with a year-round brook adding to the property's natural appeal. A woodshed and former milk house remain on the property, adding character and potential for future use. The existing septic system from the former 5-bedroom home is also in place, subject to verification and approval by a Vermont-licensed engineer. Water is provided by a deeded spring, locally known for its excellent-tasting water. Parsons Road is a quiet, tree-lined country road, while the property is just a short walk from the village and general store, making it easy to enjoy the convenience and charm of Jacksonville. Outdoor recreation is abundant throughout the area, including hiking, boating, fly fishing, snowmobiling, skiing and more, with Mount Snow and the surrounding Deerfield Valley just a short drive away. Whether you're looking for a small farm, an equestrian property, a recreational retreat, or a place to build your Vermont home, this property offers an exceptional opportunity to create something of your own. A special property with open land, water, privacy and village convenience, ready for someone with the vision to bring its next chapter to life

292 Parsons Rd, Whitingham

$295,000

5111403 MLS

A special piece of Vermont awaits you. Less than 12 minutes to Magic, 25 minutes to Bromley, and 35 minutes to either Okemo or Stratton. This parcel is such a varied offering, it truly has something for everyone. Peace and quiet is the first thing you will notice. Cross Road is a quiet spot off Windham Hill. There is over 1000 feet of road frontage. Choose your homesite, and your driveway will take you to your private retreat where you will not have any other houses in sight. The acreage is varied and has the type of forest diversity you might expect to find on a much larger parcel. There is a wetland at the low point at the beginning of the property where you will see visiting wildlife. As you travel up the road further, the stonewall along the road appears. The land is all woodland in various age classes of regeneration. The property is in the Current Use program where benefit is a managed forestland that will continue to provide a reduction in your property taxes. There are several species of both hardwood and softwood trees. The property is flat and sloping. Depending on where you choose to site your home, you have some great view potential. You will share the property with a variety of creatures...turkeys, deer, grouse, woodcock, fox, bear, and maybe even moose. Come see if this is the spot for you.

Cross Rd, Windham

$299,000

5110994 MLS

Discover nearly 75 acres of pure Vermont: an expansive, wooded lot with a nice sized cleared and level section that is located off a public-maintained paved road. This property is a dream come true for outdoor recreation enthusiasts, offering endless opportunities for hiking, hunting, exploring, and immersing yourself in nature. With rolling forestland and room to roam, it’s the perfect backdrop for anyone seeking adventure right outside their door, tent, or yurt. Besides the potential of being a private getaway, a future homestead, or simply a place to escape the noise, this land is also conveniently located less than 15 minutes from I-91, and the historic downtowns of Bellows Falls and Chester, VT.

1475 Brockways Mill Rd, Rockingham

$995,000

5110773 MLS

130 acre tract, this parcel backs up to over 1100 additional acres of Green Mountain National Forest lands. This private setting is less than 3 miles to Stratton Mountain Resort. Being subdivided off a larger 200+ acre parcel. Overhead power currently existing on premise, multiple drilled wells also already on premise and there will be access to this and other lots via existing road/driveway access into this parcel that is currently in use. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 130 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 67 acres at $799k and a 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion. Currently only 15 acres of the 200+ acres is gravel pit and being reclaimed on this property. See the Vermont Land Use Permit 2W1316 online for further information. Views of both Stratton and Mountain Snow can be had from the 1800 foot elevation on the westerly plateau of this lot. Roughed in driveway has been cleared to the location with potential views and future building site(s). Don't miss your opportunity to see this amazing large tract of land that is being offered so close to Stratton yet located in Jamaica, which is a no zoning town. Stratton Jamaica Town Line is a partial boundary line of this parcel. Residential and recreational opportunities on this parcel are worthy of exploring. Please, we request in advance, no drive-bys as there is heavy equipment and work being conducted on site daily.

Forrester Road, Jamaica

$799,000

5110766 MLS

Own this large 67 acre tract of land just minutes to Stratton Mountain Resort with direct access to Forrester Pond. This parcel backs up to over 1100 additional acres of Green Mountain National Forest. This private setting is less than 3 miles to Stratton Mountain Resort with easy owned access on Forrester Pond. Being subdivided off a larger 200+ acre parcel. Power existing on current right of way and is also access to this lot. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 67 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 130 acres at $995k and a 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion. Currently only 18 acres of the 200+ acres is gravel pit and being reclaimed on this property. See the Vermont Land Use Permit 2W1316 online for further information. There is an old foundation overlooking Forrester Pond with rolling hills that sit at higher elevations! Local mountain views can be had from the 1800 foot elevation on the northeastern plateau. Don't miss your opportunity to see this amazing large tract of land that is being offered so close to Stratton yet located in Jamaica, which is a no zoning town. Residential and recreational opportunities on this parcel are worth exploring. Please, we request in advance, no drive-bys as there is heavy equipment and work being conducted on site daily.

Forrester Road, Jamaica

$250,000

5110757 MLS

Lot 4 IS 4 acres! This private setting is less than 3 miles to Stratton Mountain Resort with easy access in the no zoning town of Jamaica. Five Bedroom Existing State Issued Wastewater Permit WW-2-2200 along with survey already in place for this lot. Being subdivided off a larger 200+ acre parcel. Power existing on current right of way and is also access to this wooded lot. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 4 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 130 acres at $995k, 67 acres at $799k and this 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion.

Forrester Road, Jamaica

$500,000

5109880 MLS

West Hill Road is situated prominently on a mountainside, offering breathtaking views that stretch across the valley to the north, with clearing there will be scenic beauty of the area. This property presents an exceptional opportunity for individuals looking to construct their dream home or a private compound, with an abundance of possibilities limited only by one's imagination. Located just over the town line in Jamaica, Vermont, this parcel of land is accessible via a Class 3 road, ensuring a balance of seclusion and convenience for future residents. The combination of stunning natural surroundings and the potential for development makes this location a truly remarkable investment for those seeking a serene retreat in the mountains

W Hill Rd, Jamaica

$135,000

5109235 MLS

Welcome to the last building lot on the desirable Meetinghouse Lane! This property offers a blank slate to bring your vision to life; small efficient home? Forever family home? You name it! With an acre and a half you'll have plenty of space for your creation, plus space for privacy. The location is ideal; right off the beloved East Orchard Street walking loop, 5 minutes to downtown, 7 minutes to the hospital and grocery stores, while being just enough off the beaten path for a country feel. The sellers have done some preliminary work, a septic design and permit have been done, building plans have been done by a local builder. Come take a look and see where your imagination takes you!

Meetinghouse Ln, Brattleboro

$40,000

5108921 MLS

Searching for that perfect Vermont Mountain retreat? Look no further. This beautiful level lot, in the Snow Mountain farms development it is the perfect site to build your dream home! Located on a quiet dead end cul-de-sac, it includes a state wastewater permit and Building plans for a 5 bedroom residence. With association membership you can enjoy the indoor heated swimming pool, outdoor tennis courts and recreation areas. The Property is close to both Mount Snow and Stratton Mountain Ski Resorts! Not to mention close proximity to VAST snowmobile trails. Make this your Mountain Home!

G6 Timber Ln, Wardsboro

$29,900

5108221 MLS

Located in the desirable Dover Hills area, this attractive lot offers a wonderful opportunity to create your Vermont getaway. Situated on the uphill side of the road with gently sloping terrain, the property provides an appealing setting. Buckboard Drive has been newly paved, providing easy access to nearby dining, shopping, and local conveniences. Outdoor enthusiasts will appreciate the nearby snowmobile and hiking trails, while Mount Snow is less than five miles away, making it easy to enjoy skiing, golfing, mountain biking, and all that the Deerfield Valley has to offer.

45 Buckboard Dr, Dover

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