Windham Land for Sale

Windham 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 Land for Sale

$99,000
5101763 MLS
Discover the perfect blend of privacy, natural beauty, and convenience with this exceptional 6.4-acre parcel featuring river frontage in the heart of Southern Vermont. Tucked away in a peaceful setting, this unique property offers a rare opportunity to enjoy the serenity of nature while being just a short walk to both Jamaica State Park and the charming Village of Jamaica. Spend your days hiking, biking, kayaking, fishing, or simply relaxing by the river. Jamaica State Park is just steps away, while the village offers a restaurant, local market, and year-round community events. The property also enjoys easy access to Stratton, Bromley, Magic, and Mount Snow, making it an ideal base for four-season recreation. Surrounded by mature trees and abundant wildlife, this parcel offers the privacy and tranquility that make Vermont so special. Whether you're looking for a peaceful retreat, recreational property, or a long-term investment, opportunities like this are increasingly hard to find. Riverfront acreage within walking distance of both a quintessential Vermont village and one of the state's most beloved parks is truly a rare offering. No engineering or permitting has been completed on the property. Buyers are encouraged to perform their own due diligence regarding potential development and suitability for their intended use. If you've been dreaming of owning a piece of Vermont where privacy, recreation, and small-town charm come together, this remarkable property is ready to inspire your next adventure. The Seller's estate is in the process of obtaining the required License to Sell, which is expected to be issued within 30 days.

Worden Road, Jamaica
$35,000
5101723 MLS
Nice building lot located in the Two Brook community, conveniently situated near Haystack Golf Course and just minutes from skiing, golf, lakes, and snowmobiling. This attractive parcel offers a peaceful setting with common land bordering the rear of the property and a stream flowing through the lot, adding to its natural appeal. Power, public water, and public sewer infrastructure are available nearby making this an excellent opportunity to build your Vermont getaway or year-round home. The property is ideally located for enjoying all that the Deerfield Valley has to offer, with easy access to outdoor recreation in every season. The Davis Brook Association fee is $75 per year for a vacant lot and $595 per year once a house is built. The Cold Brook Fire District fee is $75 per year for a vacant lot. A sewer hookup fee of $7,500 applies, followed by an annual fee of $1,443 once a house is connected.

8 Two Brook Rd, Wilmington
$136,000
5101508 MLS
Escape to your own private Vermont retreat on this beautiful 14-acre wooded parcel, tucked away along the path less traveled. A thoughtfully established clearing is home to a travel trailer sheltered beneath a well-built pavilion, creating a comfortable, all-weather basecamp for weekends and seasonal getaways. The sale includes the camper complete with generators, tools and more making this a true turnkey opportunity. A storage shed provides convenient space for outdoor gear and supplies, while a seasonal brook meanders through the property, adding to the peaceful setting. Enjoy the sights and sounds of nature with exceptional privacy yet remain less than two miles from Vermont Route 30 for easy access to nearby towns and recreation. Set equally between the bases of Stratton or Mount Snow - be at either lodge in 25 minutes! Currently equipped with water accessed from a new pump and generator-powered electricity. This property is ready to enjoy immediately while offering plenty of potential for future plans. Whether you're seeking a quiet camping retreat, a hunting camp, or a future homesite, this special property offers the peace, privacy, and simple pleasures that define the Vermont lifestyle.

182 Partridge Ln, Jamaica
$290,000
5101033 MLS
Windham Woods Forest offers 289.12 acres of productive, predominantly hardwood timberland in the scenic southern Green Mountains of Jamaica, VT, an area prized for sparse development, strong wildlife habitat, and proximity to the Green Mountain National Forest and Stratton Mountain Resort. The property boasts significant Legal Trail frontage on both Black Bear and Melis Roads and sits directly on VAST Trail 710, offering outstanding snowmobile access. A recent F&W Forestry timber inventory (April 2026) documented 1,409 MBF of sawlog volume and 5,449 cords of pulpwood, for a Capital Timber Value of $290,100 ($1,031/commercial acre), a well-stocked, diverse forest managed for decades with excellent regrowth potential. Terrain rises to 2,040' at the property's high point, with a former log landing offering a ready building site. The land will be conveyed subject to a conservation easement held by the Vermont Land Trust, permitting sustainable forestry, agricultural use, and recreation, including rights to build an 800 sq ft off-grid camp, use ATVs, and post against trespassing. Nearby amenities include Jamaica village (5.5 mi), Stratton (6.6 mi), Mount Snow (14 min), and Manchester (24 mi), plus renowned fishing on the West River and Battenkill, swimming at Pikes Falls, and hiking to Hamilton Falls and the Long Trail. Boston is 3 hours away; Albany is 1.75 hours away. A rare blend of recreation, timber investment, and conserved Vermont character.

Black Bear Rd, Jamaica
$30,000
5101005 MLS
Section B building lot! 1/2 Acre of level, flat land at the end of the cul-de-sac. Site is untested. Build your dream home and start planning your vacation getaway design! As a Lot owner, you may enjoy all of the recreational amenities Chimney Hill Resort offers on its 1,200 Acre Campus. Once you start building, Chimney Hill Owners Association also supplies a water line at the street for you to connect to your home. The Deerfield Valley and Southern Vermont offer so many things to do, so if you decide to venture out from the CHOA Resort, you will find world class skiing and shredding, music, festivals, events, kayaking, paddleboarding, sailing, pontoon boating, golf, hiking, mountain biking, an extensive trail network, fine and casual dining, breweries, distilleries, and pickleball, flea markets, unique shops, an escape room, and so much more!

118 High Top Rd, Wilmington
$45,000
5100462 MLS
Secluded 12.5 acre lot with over 1700 foot on frontage on Ranney Brook. This lot is accessed by a deeded Right of Way off Robin Hill Rd. The ROW is somewhat improved and is passable by trucks or other vehicles with higher ground clearance. The mature mostly hardwood forest is open under the canopy with nice open views through the woods. There is a snowmobile trail passing through the property that connects with nearby Route 35 on the VAST trail system. With no zoning in Townshend, the lot could be developed and a seasonal cabin or possilbe year round residence constructed. To do so would likely require some ROW improvements and solar power. The level to mildly sloping nature of the property, along with existing trails, provides lots of opportunities for ATVs, dirt bikes, snowmobiling, hunting and shooting on this land. Hard to find secluded, tranquil lot with decent access and no restirctions. All Showings must bewith a Real Estate agent present.

Off Off Robin Hill Rd, Townshend
$135,000
5100378 MLS
Nestled just half a mile from the renowned Mount Snow Resort, this exquisite 4.50-acre property offers a remarkable opportunity to create your dream home in a prime location. With a cleared driveway and an essential permit already secured (Waste Water Permit for a mound wastewater disposal system and a Potable Water Permit for a drilled bedrock water supply), this lot is ready for development. The property is conveniently situated along Route 100, providing easy access to the towns of Dover and Wilmington, golf courses at Mount Snow and Haystack, and boating/kayaking at Harriman's Reservoir, Lake Raponda, and Grout Pond. A WW permit is secured for a 3-bedroom single-family residence, with electricity and Duncan Cable fiber internet available at the street, ensuring modern conveniences are within reach. Located on the West side of Route 100, this parcel with a gently sloping driveway leads to a picturesque setting, perfect for a mountain retreat. Embrace the Vermont lifestyle you've always envisioned in this convenient location.

Rte 100, Dover
$115,000
5100022 MLS
Discover the perfect setting for your Vermont getaway or future home on this beautiful 4-acre lot located at the end of a quiet dead-end road with direct access to a private pond. The gently sloping, wooded landscape offers privacy, natural beauty, and an ideal mix of mature trees and usable terrain for your vision. A Vermont wastewater permit is already in place, making it even easier to start planning your build. Enjoy year-round recreation right from your doorstep, with opportunities for hiking, snowmobiling, gardening, and relaxing in the peaceful surroundings. Spend weekends exploring the area's charming antique shops, scenic back roads, and local attractions. Just minutes from Wilmington and Dover, you'll find shopping, restaurants, cafes, golf, Lake Whitingham for boating and fishing, and everyday conveniences, while nearby Mount Snow and The Hermitage Club provide outstanding skiing and four-season outdoor activities. Despite its tranquil setting, the property is easily accessible from major metropolitan areas including Boston and New York City, making it an ideal destination for weekend escapes or full-time living. Whether you're dreaming of a cozy cabin or a custom mountain retreat, this exceptional property offers the privacy, convenience, and Vermont lifestyle you've been looking for.

00 Ryder Pond Rd, Whitingham
$338,000
5100016 MLS
Fantastic eastern views of NH mountains & valleys. A super roadway already exists, providing access to places around the 47 private acres. Several places to build, affording long range views & glorious sunrises. Perfect location for that magical place you've been waiting to build. Ski area resort amenities are a short drive right around the corner, while Brattleboro & the CT River Valley resources are just down the hill. Truly a convenient majestic site worthy and complementary of your new home!

Higley Hl, Dover
$139,000
5099951 MLS
Rare opportunity to own a beautiful 5-acre wooded parcel in a peaceful country setting. Set back from the paved public road, this property offers privacy while remaining easily accessible year-round. A state Wastewater Permit for a 4-bedroom home is already in place, making it easy to begin planning your dream home or Vermont getaway. The land features a gentle, slightly sloping topography that's well suited for construction, with utilities conveniently available at the road. Wild raspberry and blackberry bushes are scattered throughout the property, and with selective clearing, there is the potential to open up attractive local views. Outdoor enthusiasts will appreciate the nearby Cheney Brook Trail, offering easy access to hiking and the VAST snowmobile trail network right down the road. When winter arrives, Mount Snow is just a 10-minute drive away for some of Southern Vermont's best skiing and snowboarding. Whether you're looking to build a full-time residence or a vacation retreat, this exceptional parcel combines privacy, convenience, natural beauty, and four-season recreation in one outstanding location. Opportunities like this are becoming increasingly hard to find!

185 Valley View Rd, Dover
$49,900
5099555 MLS
Welcome to your opportunity to own a picturesque half acre of land in the charming town of Grafton, VT. Nestled in the heart of nature, this serene parcel boasts a gentle slope, providing the perfect canvas for your dream home or getaway retreat. Enjoy the tranquil sounds of Hinkley Brook as you overlook its scenic beauty from your future property. Whether you're seeking a peaceful escape from the hustle and bustle of city life or yearning for a place to build your forever home, this parcel offers endless possibilities. Don't miss out on this rare chance to own a slice of Vermont's pristine landscape.

000 Hinkley Brook Rd, Grafton
$825,000
5099261 MLS
Imagine 216 acres of rolling fields, peaceful woodlands, and a productive sugarbush tucked along a quiet country dirt road near the Massachusetts border in Halifax, just a short drive to Brattleboro and Wilmington. Held by the same family for generations, this remarkable Southern Vermont property offers an exceptional opportunity for those seeking a private estate, working farm, equestrian property, recreational retreat, or investment in Vermont land. The property's greatest asset is the land itself, featuring expansive open fields, a productive sugarbush, marketable timber, historic stone walls, and a tranquil wetland that provides excellent wildlife habitat. Existing structures include a farmhouse, barns, a sugarhouse in great condition, and several additional outbuildings that present an opportunity for thoughtful renovation or could serve as the foundation for your future plans. Infrastructure is already in place with electricity, a drilled well (2011), an existing septic system, and a newer roof on the farmhouse, providing a valuable head start for your vision. Whether you're looking to farm, establish an equestrian estate, tap the maple trees, build your dream homestead, enjoy outdoor recreation, or conserve a truly special piece of Vermont, this extraordinary 216-acre property presents endless possibilities.

6036 Jacksonville Stage Rd, Halifax
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