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$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

$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

$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

$585,000
5102573 MLS
A rare opportunity to own over 91 private acres just a short walk from the charming Village of Jamaica. Tucked away off a private right-of-way, this remarkable parcel offers the perfect balance of peaceful seclusion and convenient access to local shops, dining, and community events. The property features a beautiful mix of mature forest, gently rolling terrain, and serene natural surroundings. With selective clearing, there is potential to open up lovely mountain views. Existing trails currently traverse the property as part of a mountain biking trail network, adding immediate recreational appeal, and the land is also enrolled in a forest management plan. Ideally located just minutes from Stratton Mountain and within easy reach of Bromley, Magic, and Mount Snow, the property provides convenient access to year-round recreation, including skiing, hiking, biking, kayaking, fishing, and more. Large parcels offering this level of privacy within walking distance of a quintessential Vermont village are increasingly difficult to find. No engineering or permitting has been completed, and buyers are encouraged to conduct their own due diligence regarding potential development, the forest management plan, and continued trail use. The Seller’s estate is in the process of obtaining the required License to Sell, which is expected to be issued within 30 days.

Water St, Jamaica

$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

$28,000
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

$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

$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

$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

$110,000
5099250 MLS
Nestled just behind 117 Fuller Drive, with privacy and easy access from the street, this property is the perfect spot for the tiny home you have been longing for. Water, sewer, and electric are all at the street, and the seller will help to keep the access accessible :)  The subdivision has received preliminary approval from the town, with finalization to be completed prior to sale—giving you peace of mind as you plan. Downtown Brattleboro is just about a mile away,  while everyday essentials are close by as well. Close to hospital, public transportation, schools, and shopping!  Perhaps the best perk of all? Fantastic neighbors and a rare opportunity: buyers have the option to rent the seller's ADU while building their new home, making the transition seamless and stress-free. Whether you're a first-time builder, downsizing, or a dreamer chasing simplicity, this thoughtfully positioned and convenient lot is a rare find. Come imagine the possibilities and stake your claim in wonderful Brattleboro, Vermont. Deed, taxes, and final acreage to be determined but will be at least .12 acres. NOTE- BS&L offers special tiny home loans!

117 Fuller Dr, Brattleboro

$395,000
5099194 MLS
Motivated Sellers! Rare opportunity to own 133 +/- acres of Vermont land near the village of Putney, Vermont. Whether you are seeking a residential retreat, recreational escape, hunting terrain or exploring subdivision/development opportunities, this property offers exceptional possibilities. The 133+/- acres is pleasantly interrupted by the East Putney Brook and offers 3 points of access, including frontage on Route 5 as well as E Putney Brook Rd and the Old Stage Rd. An existing internal road traverses the property paralleling the brook, leading to several clearings ideal for building, recreation, or enjoying scenic views. A state-issued Vermont wastewater permit for a 5 bedroom residence is in place near the remains of an old home site surrounded by tall pines with a roughed-in driveway accessed from E Putney Brook Rd. This surveyed 15 acre area is naturally separated by brook frontage and has potential for subdivision. There are multiple potential home sites including near the Route 5 entrance/driveway with brook frontage. With so much acreage, there is potential for enrollment in the Vt Forestry Current Use program for tax savings. Close to Landmark College, the historic Putney Coop, the Putney Green where you can enjoy The Putney Diner and General Store and convenient to Brattleboro, Keene, NH and I91.

40 E Putney Brook Rd, Putney

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