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$37,000
5082739 MLS
Discover the perfect canvas for your Vermont dream home on this newly created 3.3-acre parcel in Wardsboro. Tucked away in a peaceful, private setting, you’ll enjoy the quiet beauty of the surrounding woods while still being within easy reach of some of Southern Vermont’s most sought-after destinations. Spend your winters skiing at Mount Snow or Stratton Mountain Resort, and take advantage of year-round outdoor recreation including hiking, snowmobiling, and exploring nearby trails and scenic byways. Whether you’re looking to build now or invest for the future, this property offers the rare combination of privacy, convenience, and access to everything that makes Vermont living so special. A potential building site has already been cleared and the owner will be roughing in a driveway soon. Initial contact has also been made with a local engineer to dig test pits for a future septic system and file for a state wastewater permit.

E Dover Rd, Wardsboro

$1,450,000
5082418 MLS
Own this large tract of land, over 200 acres that abuts 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. Currently only 18 of the 200 acres is gravel pit and being reclaimed and closed out on this property. See the Vermont Land Use Permit 2W1316 online for further information. There are multiple drilled wells located throughout the property, an old foundation, multiple wooded locations with rolling hills that sit at higher elevations with the potential for future development should you want to open them up! Views can be had of Stratton Sun Bowl and Mount Snow from the 1800foot elevation on the Western 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 no drive-bys as there is heavy equipment and work being conducted on site regularly.

Forrester Road, Jamaica

$55,000
5082241 MLS
Top of the Hill. Build your dream home! One of 2 remaining lots on the new Fox Mt. Cul de Sac, and the only single lot. These have had recent soil tests showing the lot is suitable for a 3-bedroom home. The Lot is oriented to the Southwest, towards Bennington. Plus, enjoy all the amenities Chimney Hill, the Deerfield Valley and Southern Vermont offer including world class skiing and shredding, fine dining, music, flea markets, festivals, hiking, biking, golfing, breweries, distilleries, wineries, unique shops, artisans, fine artists, theater, boating, snowmobiling, year-round swimming between CHOA's exclusive members-only Clubhouse located at 2,000' on the1,200 Acre Resort Campus, and beach access to Lake Raponda. Pickleball, tennis, basketball, arcade, playground, fishing pond, grill by the outdoor heated pool, or enjoy the hot tub, and fitness room. Chimney Hill just had its 50th anniversary, and has a multi-generational following, something that is rare these days.

404 Fox Mt Rd, Wilmington

$25,000
5081925 MLS
Sweet Spot tucked away in a quiet corner of the Hill, ready for you to build your vacation getaway. Recent soil tests are favorable for a 3-bedroom house. Enjoy all the amenities Chimney Hill offers on its 1,200 Acre Resort Campus, including year-round swimming, seasonal tennis and pickleball, ice skating with a warming hut full of skates to use, hiking, biking, snowmobiling right from your house in some sections, the fishing pond that is stocked with trout for the annual fishing derby, the members-only exclusive Clubhouse with fitness, arcade, hot tub, indoor and out-door heated pools, community room, table tennis, fully-equipped kitchen for members to use, reading nook, après ski lounge, outdoor grill by the pool in summer, and so much more!

28 Upper Howes, Wilmington

$100,000
5081332 MLS
Escape to your own slice of Vermont paradise with this exceptional land offering on Old Haven Lane in highly desirable Putney. This serene, pristine lot offers the perfect canvas for your custom home, tucked away for ultimate privacy yet completely accessible to Putney’s vibrant town center, local schools, and cultural landmarks. Whether you are looking to hold a premium piece of land or break ground on your dream estate, this property offers an unparalleled foundation for your vision. For buyers looking for a seamless, stress-free path to a brand-new home, an incredible turnkey House & Land Package is now available starting at $445,000! Partner with an experienced local builder to construct a stunning, ultra-efficient 1,040-square-foot contemporary ranch tailored beautifully to the lot. The thoughtfully engineered 26’ x 40’ footprint features a bright, airy open-concept kitchen and living area anchored by soaring raised ceilings and premium hardwood flooring. The layout offers a spacious master suite, a versatile second bedroom, two full baths, a massive walk-in pantry, and a seamless sliding door that opens out to a spacious sun-drenched deck perfect for taking in the tranquil surroundings. Why stress over finding an architect and a builder when the perfect modern floor plan is already locked in and ready for your personal cosmetic touches? This build package delivers the pristine, low-maintenance longevity of new construction at an unbeatable price point for the region. Bring your dream to life or purchase the land standalone to build on your own timeline. Envision the possibilities and schedule your walk of the land today!

69 Old Haven Ln, Putney

$195,000
5080889 MLS
This 1.2-acre parcel offers what few properties in Southern Vermont can—a front-row seat to one of the region’s most breathtaking natural landscapes. Abutting the renowned Pikes Falls swimming hole and waterfall, this land enjoys immediate proximity to a setting protected by the Conservation Society of Southern Vermont. Glamping has become one of Vermont’s most sought-after experiences, and this land is ideally positioned to meet that growing demand. The current owner has secured an Act 250 permit for a three-unit, four-season glamping campground, creating an exceptional investment opportunity for a nature-based hospitality concept in the Green Mountains. Future guests—or homeowners—can enjoy evenings under star-filled skies, time spent in the surrounding natural beauty, and easy access to hiking, biking, and outdoor recreation in one of Vermont’s most scenic regions.  The property offers both seclusion and convenience, located just minutes from Stratton Mountain Resort with additional access to Magic Mountain and Bromley. The nearby villages of Jamaica, Londonderry, and Manchester provide year-round dining, shopping, and classic Vermont character.  A state wastewater permit is also in place for a four-bedroom home. Buyers wishing to pursue residential development would need to amend the existing Act 250 permit accordingly. Buyer and buyer’s representatives to verify all permitting and regulatory requirements.  A state wastewater permit is also in place for a four-bedroom home. Buyers wishing to pursue residential development or additional options would need to amend the existing Act 250 permit accordingly, subject to state and local approvals. Buyer and buyer’s representatives to conduct their own due diligence and verify all permitting and regulatory requirements.

4769 Pikes Falls Rd, Jamaica

$189,000
5080077 MLS
Rare opportunity to own the “Spring Lot,” a beautiful 3.6-acre building site overlooking private Laurel Lake in Southern Vermont. This peaceful 17-acre lake is reserved exclusively for landowners—no motorboats allowed—perfect for kayaking, canoeing, fishing, and swimming, with the ability to add your own private dock. With preliminary soil testing & septic design showing positive results, utilities at the road, and a quiet public gravel road for access, the groundwork is in place for your future retreat. In the same family for over 100 years, this land is rich with history and offers the chance to create your own legacy. Enjoy the sounds of nature, brilliant skies, and stunning sunrises and sunsets over the water. The VAST snowmobile trail is about 1,500 feet down beautiful Lake Hill Road, providing direct access to endless winter adventures. A small private association ensures peace and privacy while allowing year-round recreation. Conveniently located just 20 minutes from Mount Snow, close to Wilmington, I-91, and Bradley Airport. For bigger adventures, nearby Harriman Reservoir offers motorboating and water skiing. Build your dream lake estate in the heart of Southern Vermont.

00 Lake Hill Rd, Whitingham

$250,000
5079687 MLS
A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 7.8 acres of land with a home site featuring full panoramic mountain and woodland views to the north and east, including mountain views to undeveloped national forest land. This property is the largest and most private lot in The Peaks community, providing a full immersion in the woods without compromising the convenience of Greenspring's community amenities, which include an indoor pool, hot tub, gym, outdoor tennis courts, on-demand shuttle to and from Mount Snow, turnkey property management, and close proximity to Mount Snow and the Hermitage Club. There is a 29.9-acre recreational easement of private trails for hiking, ATV, snowmobiling, and an indirect connection to the VAST trails via Bluebrook Rd. that can be purchased at an additional price. Come build your dream Vermont estate on this exceptional property!

16 Overlook Dr, Dover

$250,000
5079558 MLS
A rare opportunity to own one of the last remaining lots in the prestigious Peaks/Greenspring community! This home development site offers 5.08 acres of land and features full panoramic mountain and woodland views to the south, including mountain views to undeveloped national forest land. This property is one of the most private lots in The Peaks community, providing a full immersion in the woods without compromising the convenience of Greenspring's community amenities, which include an indoor pool, hot tub, gym, outdoor tennis courts, on-demand shuttle to and from Mount Snow, turnkey property management, and close proximity to Mount Snow and the Hermitage Club. Come build your dream Vermont estate on this exceptional property!

10 Overlook Dr, Dover

$69,000
5077813 MLS
Located just 7 minutes from downtown Wilmington, 8 minutes from the village of Marlboro, 24 minutes from Brattleboro, and less than 20 minutes from Mount Snow and The Hermitage Club, this one-acre parcel blends rural Vermont living with convenient access to year-round recreation, dining, and shopping. In the charming Vermont village of downtown Wilmington, enjoy fresh pastries from the local bakery, small-batch roasted coffee, boutiques, an independent bookstore, and cozy spots to gather for great food and drink. Outdoor recreation surrounds you. Within 15 minutes, you'll have access to Lake Raponda, Harriman Reservoir, and Lake Sadawga for swimming, boating, kayaking, paddleboarding, and fishing. Harriman Reservoir is also home to High Country Marine, where you can launch your own boat or rent a motorized boat for the day. Less than a mile away, Hogback Mountain offers breathtaking 100-mile panoramic views, a classic Vermont country store, seasonal maple creemees, a local brewery, and a distillery. While you're there, hike to the Mt. Olga Fire Tower through the former Hogback Ski Area for another spectacular overlook. Spend weekends exploring the flea market, teeing off at nearby golf courses, or riding the area's extensive network of mountain biking trails. With several significant steps in the preparation process already done, this one-acre lot is truly ready for your vision. A three-bedroom septic design by a Vermont engineer has been completed, with permits filed and approved by the state of Vermont. Plus, the land has already been partially cleared for a driveway and building site and an address has been established. In addition to the lot prep and approved septic design permitting, a town zoning permit has already been approved for a one-bedroom tiny home if that's of interest.

169 Sun And Ski Rd, Wilmington

$500,000
5077252 MLS
Escape to your own private 71-acre Vermont retreat, offering exceptional privacy and possibility plus access to nearby ski mountain villages. Tucked at the end of a town-maintained dead-end road and bordered on two sides by over 1,000 acres of conservation land, this property promises unmatched peace and lasting protection. Only 20 minutes to either Mt. Snow or Stratton, with over 3,300 feet of road frontage and electricity conveniently available at a pad near the beginning, the land provides both accessibility and potential. A ring road winds around the perimeter, complemented by an internal trail through the center, allowing you to explore the entire property by foot or ATV. The diverse topography—a blend of level plateaus, gentle slopes, hills, and steeper elevations—offers multiple potential build sites. Create your dream home with spectacular views of Stratton Mountain or build closer to the road and enjoy private hiking access to scenic overlooks. One of the property’s unique features is a large woodland pond hidden away at the far end—an ideal backdrop for seeing Vermont’s wildlife. The land is not currently enrolled in the Land Use Program, offering flexibility for future development or conservation choices. Located in the town of Jamaica, which has no zoning restrictions, this parcel invites your imagination, with state development laws guiding your vision. Come discover the potential of your personal Vermont sanctuary within reach of the recreational benefits that the state offers.

00 Turkey Mountain Rd, Jamaica

$199,595
5073648 MLS
Located within the prestigious Village at Sawmill Farm, this exceptional homesite presents a rare opportunity to own in one of the Mount Snow Valley’s most sought-after communities. The extremely private property enjoys desirable southeasterly exposure with potential views of surrounding ridgelines, beautifully framed by timeless stone walls and majestic pines. A gentle slope makes it ideally suited for a custom-designed residence featuring a walkout lower level and expansive patio—perfect for refined indoor-outdoor living. Residents benefit from a thoughtfully managed association offering private roadways, underground utilities, and sewer connection. This prime location is just minutes from the Mount Snow Golf Course, fine dining at Farm Road Estate, the slopes at Mount Snow, the village of Wilmington, pristine local lakes, and all the year-round recreation and lifestyle Southern Vermont has to offer.

19 Stone Ridge Loop, Dover

$73,140
5071849 MLS
Lot 4 in the High Peak Development, a .25-acre wooded parcel offering an ideal opportunity to create your own Vermont getaway. Perfectly situated just a short drive from Mount Snow, The Hermitage Club, and the recreational offerings of the Deerfield Valley, this lot provides the charm of a cabin in the woods setting with exceptional convenience. With public sewer and public water access, building your mountain retreat becomes straightforward and efficient. Enjoy nearby access to snowmobiling, plus close proximity to skiing, golf, lakes, hiking trails, and year-round outdoor adventure.This manageable lot is perfectly suited for a cozy home base to enjoy all four seasons in Vermont. Bring your builder and start planning your High Peak hideaway today.

156 High Peak Way, Wilmington

$68,900
5071844 MLS
Introducing Lot #1 in the High Peak Development, .50-acre double lot offering the foundation for your future Vermont home. This wooded parcel provides the peaceful setting of a cabin in the woods while still being just minutes from Mount Snow, The Hermitage Club, and the year-round recreation of the Deerfield Valley. With public sewer and public water access, the building process is made simpler and more convenient. Enjoy access to snowmobiling as well as close proximity to skiing, golf, lakes, hiking, and all the outdoor activities the area is known for. Whether you’re envisioning a cozy mountain getaway or a retreat, this lot offers the spot to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property.

161 High Peak Way, Wilmington

$90,100
5071838 MLS
A opportunity to own this .50-acre double lot in the High Peak Development, offering a double lot for your Vermont getaway. Ideally situated adjacent to the Haystack Golf Course, this parcel provides the perfect mountain convenience. Just a short drive to Mount Snow**, The Hermitage Club, and all the year-round recreation the Deerfield Valley is known for, this property also offers direct access to snowmobiling, hiking, golf, skiing, and nearby lakes. With public sewer and public water access, the building process becomes even more seamless. Whether you’re envisioning a spacious mountain home or a private cabin retreat, this double lot provides the room to bring your ideas to life. Bring your builder and create your ideal Vermont escape on this exceptional High Peak property. .

158/160 High Peak Way, Wilmington

$79,500
5071834 MLS
Discover the perfect opportunity to build your Vermont retreat on this .32 acre lot in the High Peak Development, ideally positioned adjacent to the Haystack Golf Course. This wooded parcel offers the privacy of a cabin-in-the-woods setting while still being just minutes from Mount Snow, The Hermitage Club, and all the four season recreation the Deerfield Valley offers. Charming downtown Wilmington with shops and restaurants is just a short drive away. With public sewer and public water access, building is made even easier bring your builder and start designing your mountain getaway. Enjoy convenient access to snowmobiling directly from the property, golf, hiking, skiing, and lakes, making this an ideal location for both year-round living and vacation enjoyment. Secure your piece of Vermont and build the cabin you’ve always imagined.

162 High Peak Way, Wilmington

$210,000
5070790 MLS
Discover the beauty and tranquility of this picturesque wooded parcel—approximately 35 acres—nestled along the serene Deerfield River and spanning the border of Jamaica and Wardsboro. Perfectly situated within easy reach of Mount Snow, Stratton, and Bromley, the property offers convenient access to year-round recreation while preserving the sense of peace and privacy that only a large forested lot can provide. The upper elevations of the land offer the potential for sweeping mountain views, making them ideal locations for a future homesite, cabin, or scenic overlook. Wander through rolling, mature woodland where wildlife thrives, sunlight filters through the canopy, and each season paints the landscape with its own character. Along the river’s edge, relax to the calming sound of the Deerfield River as it winds gracefully past the property—perfect for quiet reflection, picnics, or simply enjoying the natural beauty that surrounds you. With its mix of river frontage, wooded acreage, recreational access, and development possibilities, this versatile property offers a rare opportunity to create your own private Vermont escape.

00 Rte 100, Jamaica

$250,000
4934983 MLS
Easy to build!!! The land is open, so no fuss with a lot of prep. Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation. See documents for permit comments from zoning. There is a shared maintenance agreement spelled out in the deed. Can be purchased with lot 2 for a very special homestead... two is always better for one...buy them both and preserve the wonderfully special setting. Finally, a lovely spot, just waiting for the right owner to become a neighbor.

000 Fort Dummer Hts, Brattleboro

$150,000
4934978 MLS
Beautiful high meadow, in a nice little neighborhood tucked up against the state park, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation. See documents for permit comments from zoning. There is a shared maintenance agreement spelled out in the deed. Can be purchased with lot 2 for a very special homestead... two is always better for one...buy them both and preserve the wonderfully special setting. Finally, a lovely spot, just waiting for the right owner to become a neighbor.

00 Fort Dummer Hts, Brattleboro

$125,000
4934976 MLS
Manicured into a beautiful high meadow, in a nice little neighborhood....sunny with views, what more could you want? Easy to build!!! The land is open, so no fuss with a lot of prep. This land has gone thru several transitions and plans for development by it's builder owner, but we now have the simplest! There are potentially a couple of options for hooking to town sewer with neighbor cooperation. See documents for permit comments from zoning. There is a shared maintenance agreement spelled out in the deed. Can be purchased with lot 2 for a very special homestead... two is always better for one...buy them both and preserve the wonderfully special setting. Finally, a lovely spot, just waiting for the right owner to become a neighbor.

Fort Dummer Hts, Brattleboro

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