Windham Land for Sale

Welcome to Windham County, Vermont—a picturesque gem nestled in the heart of New England. Known for its stunning landscapes, charming villages, and vibrant community spirit, Windham County offers a unique blend of natural beauty and rich history. From the rolling hills and lush forests to the tranquil rivers and scenic mountains, this area is a haven for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

Windham County is renowned for its strong sense of community, with friendly residents who embrace the region's heritage and values. The county boasts a variety of quaint towns, each with its own distinct character, from the artistic vibe of Brattleboro to the historic charm of Newfane. With a thriving local economy driven by agriculture, tourism, and small businesses, Windham County provides an excellent environment for families and individuals alike.

For those looking to invest in their own slice of Vermont paradise, we offer a selection of prime land for sale in this enchanting county. Whether you're dreaming of building your dream home, creating a serene getaway, or starting a new venture, the land available here is as diverse as the landscape itself. Imagine waking up to breathtaking views, enjoying year-round outdoor activities, and immersing yourself in the vibrant local culture.

Don’t miss out on the opportunity to own a piece of Windham County. Explore our listings today and let us help you find the perfect plot of land to call your own in this idyllic Vermont setting!

Newest Windham Land for Sale

$120,000

5106592 MLS

This 5.17-acre wooded parcel in Grafton offers a great opportunity for your future Vermont home, with potential mountain views through selective clearing. The property has been surveyed, and the subdivision has received Town of Grafton approval. Engineering plans for a proposed well and wastewater system have been completed and filed with the State of Vermont. The state wastewater permit is currently pending. The proposed wastewater design is for a 3-bedroom residence. The property offers approximately 200 feet of frontage on Anderson Road and is conveniently located within 20 miles of several major ski areas. Electricity and high-speed internet are available. A great opportunity to create your Vermont home in a peaceful, wooded setting close to year-round recreation.

Anderson Road, Grafton

$699,000

5106482 MLS

1100 Houghtonville Rd, Grafton

$190,000

5105324 MLS

Parcel 2 is a forested 30-acre property situated on Schoolhouse Road in Jamaica, Vermont. From the intersection of Schoolhouse and South Hill Roads, the road winds around a sharp bend and climbs a short hill before reaching the majority of the property, which lies along the north side of the road. A weathered stone wall is found along the entire length of the road frontage, hinting at the land's rich agricultural history. The land itself is level, wooded terrain with several natural clearings near the road offering promising building sites for one or two homes, with power already available at the road. Notably, the town of Jamaica has no zoning restrictions, making this an exceptional opportunity to create a private family compound just minutes from some of the region's best outdoor recreation. An old woods road winds along the level contours of the property and continues onto the neighboring parcel, inviting exploration on foot or by ATV. Beyond the road, the land descends to the north into a wetland area a haven for a wide variety of birds and wildlife. Evidence of a resident beaver family can be seen in the twin ponds found just below the wetland, adding to the property's natural charm and biodiversity. The forest itself is impressive, featuring mature trees, some over a century old, lending a sense of peace and quiet while walking the land. While there may have been selective tree harvesting long ago, little trace of that history remains in the forested hillside today. Crisscrossing through the woods, additional stone walls stand as silent reminders of the property's farming past, adding character and a connection to Vermont's rural heritage. Schoolhouse Road eventually transitions into a Legal Town Trail, making it an ideal route for biking enthusiasts leading roughly 3 miles west to scenic Pikes Falls Road.

Schoolhouse Rd, Jamaica

$120,000

5105314 MLS

The South Jamaica Parcels consist of two contiguous lots situated along South Hill Road and Schoolhouse Road in South Jamaica, Vermont. Each parcel offers an excellent building opportunity, featuring level, buildable terrain and the convenience of power already available at the street making them ideal, low-hassle sites for a future home. Parcel I is a 10-acre building site located on South Hill Road. A grass-covered access road leads from the street to a flat, area just off the road an ideal spot for a future home. Along the entire road frontage, except for the access driveway, an old stone wall runs the length of the property, lending charm and excellent curb appeal to any home built here. Beyond the potential building site, the woods road continues into the forest, extending past the property boundary. The land slopes down the hill to the south toward a small wetland shared with the neighboring parcel. The surrounding forest offers a rich mix of softwoods and hardwoods, including hemlock, fir, and white pine, alongside maple and yellow birch. South Hill Road is paved near the property, offering easy access to the nearby villages of Wardsboro and Jamaica.

S Hill Rd, Jamaica

$450,000

5104960 MLS

Nestled along desirable Winhall Hollow Road in South Londonderry, this beautiful undeveloped Vermont property offers a rare opportunity to create a private mountain retreat, recreational getaway, or explore future development potential. The land features a picturesque blend of gently rolling open meadow and mature forest, with power available along the road and an old seasonal camp already in place. Ideally situated just minutes from the Stratton Mountain access road, the property provides convenient access to Stratton, Bromley, and Magic Mountain, making it an exceptional four-season location for skiing, hiking, biking, and outdoor recreation. Whether you're envisioning a secluded homesite, a long-term investment, or a place to enjoy hunting and the natural beauty of Southern Vermont, this scenic parcel offers endless possibilities. Access to camp on the north side by a shared ROW. South side has its own possible access. Buyers considering development should perform their own due diligence with the Town of Londonderry and the State of Vermont regarding zoning, wastewater permitting, wetlands, and any applicable Act 250 requirements.

1888 Winhall Hollow Rd, Londonderry

$49,000

5104876 MLS

Discover the perfect setting for your Vermont getaway on this 2.01-acre wooded lot, ideally situated between Stratton Mountain and Mount Snow. A beautiful stream meanders through the property, creating a peaceful natural setting and adding to the character of this special parcel. Surrounded by mature woods, the property offers a wonderful opportunity to create your own Vermont retreat. Whether you envision a cozy mountain cabin, year-round home, or weekend escape, this location puts you within easy reach of Southern Vermont’s renowned skiing, hiking, biking, golf, dining, and four-season recreation.

Penny Avenue, Stratton

$189,000

5103738 MLS

Discover this exceptional and private 12+ acre parcel, nestled along a quiet dead-end road and filled with natural beauty. Sun-drenched and serene, the property features a picturesque open meadow framed by timeless stone walls, creating an idyllic setting for your dream home. Thoughtfully prepared for construction, the property already includes many valuable improvements: a State of Vermont wastewater permit with an approved septic design for a three-bedroom residence, a drilled well producing an impressive 15 gallons per minute, 200-amp electrical service installed on-site, and fiber-optic internet available at the road. With generous road frontage and two access points, the gently sloping landscape offers multiple possibilities for siting a home, garage, and outdoor living spaces. Mostly wooded with mature trees, the land provides an ideal balance of open and private spaces. A charming spillway in the southwest corner adds a unique natural feature and enhances the property's peaceful character. Whether you're ready to build now or looking for the perfect location to create your future Vermont retreat, this remarkable parcel offers the rare combination of privacy, infrastructure, and scenic beauty in a truly tranquil setting.

712 Stimpson Hill Rd, Whitingham

$335,000

5103480 MLS

Discover an amazing opportunity to own approximately 79 acres of wooded land in Southern Vermont, offering privacy, natural beauty, and endless possibilities just minutes from a charming Vermont village. Located near Mount Snow and Brattleboro, this expansive parcel is ideal for those seeking a private retreat, recreational property, or the perfect setting to build a Vermont getaway. The land rises gradually from the road to one of the area's local high points, where selective clearing may reveal beautiful views of the surrounding hills and countryside. Recently established logging roads meander through the property, making it easy to explore the diverse terrain, enjoy peaceful walks, or access the upper elevations. The wooded hillside hosts an abundance of wildlife while the property captures the character and beauty that make Southern Vermont such a beautiful destination. Whether you're looking for a secluded homesite, a weekend escape, or a place to enjoy Vermont's four-season outdoor lifestyle, this property offers exceptional space and privacy. Conveniently located approximately 20 minutes from Mount Snow, Brattleboro, and year-round recreation, the property combines a peaceful country setting with easy access to skiing, hiking, dining, local farms, and vibrant village communities. Come see this lot today.

00 Dover Rd, Newfane

$299,000

5103450 MLS

Discover the possibilities with this exceptional 57+ acre parcel in the Town of Jamaica, Vermont, where no local zoning provides incredible flexibility for your vision. Ideally located just minutes from Stratton Mountain, Mount Snow, and within easy reach of Bromley, Magic Mountain, Manchester, and Brattleboro, this property offers the perfect balance of privacy, recreation, and convenience. Multiple elevated building sites showcase stunning long-range mountain views, while both a charming private brook and the scenic Wardsboro Brook border portions of the property, creating a truly picturesque setting. A State of Vermont wastewater permit (WW-2-5317) for a three bedroom home is already approved and on file, allowing you to begin building with ease. Looking for more? The expansive acreage offers exciting potential for subdivision, multiple homes, or a private family compound, subject to any applicable state regulations. Whether you're dreaming of a secluded mountain retreat, an investment opportunity, or a legacy property to enjoy for generations, this remarkable parcel offers endless possibilities in one of Southern Vermont's most desirable four-season destinations. Sellers are related to the listing agent.

Vt Route 100 South, Jamaica

$80,000

5103375 MLS

Nestled along Pine Acres Road in Townshend Vermont, this property offers a breathtaking vista of Stratton Mountain, located just 20 miles down the valley. The land spans approximately seven wooded acres, gently sloping at an elevation of around 1,200 feet, providing an ideal setting for constructing your dream retreat amidst the serene Vermont countryside. Conveniently situated about 20 minutes from Interstate 91 and the charming town of Brattleboro, this location also places you within a half-hour's drive of several renowned ski resorts, including Mount Snow and Stratton, with Magic and Bromley just a bit further. This is a unique opportunity to claim your own piece of Vermont, where natural beauty and outdoor adventure await.

8 Pine Acers Ln, Townshend

$67,500

5102886 MLS

Welcome to your future home in the heart of a picturesque Vermont village! These exquisite land lots, thoughtfully designed by the architect-owner, offer a unique opportunity to build your dream home in a setting that perfectly captures the quintessential charm of small-town Vermont. Each lot is meticulously planned to adhere to the timeless "Vermont Vernacular" style, ensuring that your new home will blend seamlessly with the surrounding landscape and the village's historic character. Imagine living in a community where architectural harmony and natural beauty coexist, creating a serene and inviting atmosphere. Nestled among rolling hills and lush greenery, these lots provide the ideal backdrop for those seeking tranquility, while having over 3 acres maintains comfortable spacing. The owners vision emphasizes traditional New England craftsmanship suitable for the surrounding village. The peaceful village setting is only 20 minutes from Mount Snow and Brattleboro as well as other outdoor recreational areas. If you have dreamt of living in a small Vermont village, these lots offer the perfect canvas for your vision. Don't miss this rare opportunity to become a part of a charming Vermont village with much of the planning already in place including WW permits, established road, and underground power design. Embrace the essence of Vermont living and start planning your future in this idyllic location today. There are 3 buildable lots available as well as the adjacent 79 acre lot.

Dover Rd, Newfane

$499,000

5102813 MLS

Stunning 2 acre building parcel at the prestigious Peaks at Mt Snow directly across from the ski resort. This lot affords tremendous privacy and exposure, but with amazing access and amenities including direct on call shuttle service from your door to the mountain, indoor pool, gym, clubhouse, and game courts. Paved road access, sewer, and water, means total peace of mind. Build your dream home and take away the headaches. One of the few lots remaining in this development with direct ski trail views. The home photos are renderings of a custom architectural home on the site. The price includes these spectacular plans but not actual construction of the home.

70 Overlook Dr, Dover

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