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$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
$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
$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
$219,000
5098094 MLS
Discover the possibilities on this exceptional 16.9-acre Vermont property, where privacy, natural beauty, and year-round recreation come together. With nearly 300 feet of town-maintained road frontage and accessible utilities, this parcel is ready for your vision. Thoughtfully shaped by nature, the land offers three potential building sites, making it ideal for a family compound, multi-generational retreat, or a custom home with guest accommodations. Mature trees, rambling stone walls, a charming pond, a gentle stream, and patches of wild blueberries create a setting rich in character and Vermont tradition. Follow the land to its highest point to enjoy long-range views that provide a spectacular backdrop in every season. Whether you envision morning walks through the woods, listening to the soothing sounds of the stream, evenings around a fire, or creating a legacy property for generations to enjoy, this property offers the space and flexibility to bring your plans to life. Outdoor enthusiasts will appreciate the convenient access to Bromley Mountain, with Stratton, Magic Mountain, Mount Snow, and Okemo all within an easy drive for outstanding skiing, snowboarding, hiking, mountain biking, golf, and endless four-season adventure. The nearby town of Manchester offers excellent shopping, dining, galleries, and everyday conveniences, while the welcoming community of Jamaica provides a classic Vermont village with a local general store, consignment shop, coffee cafe, community events, farmers markets, and a relaxed pace of life. Conveniently located just 2.5 hours from Boston and approximately 3.5 hours from New York City, this is a rare opportunity to enjoy a private Vermont retreat with easy access to world-class recreation and small-town charm.

00 Howe Farm Rd, Jamaica
$50,000
5094910 MLS
This is a land locked parcel. There is no right of way or easement to access it. This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property, they must call a special Town meeting, so the voters can decide whether to approve or reject the sale. No engineering has been done on this lot.

non Non Pikes Falls Rd, Jamaica
$195,000
5094902 MLS
This is a town sale property. There is a 30-day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residents object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the town's registered voters, the Select Board cannot just sell the property. They must call a special Town Meeting so the voters can decide whether to approve or reject the sale. No engineering has been done on this lot.

1036 Dalewood Rd, Jamaica
$2,500
5094564 MLS
This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property, they must call a special Town meeting, so the voters can decide whether to approve or reject the sale. No engineering has been done on this lot.

Clayton Ln, Jamaica
$45,000
5094563 MLS
This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property, they must call a special Town meeting, so the voters can decide whether to approve or reject the sale. No engineering has been done on this lot.

W Hill Rd, Jamaica
$45,000
5094562 MLS
This is a town sale property. There is a 30 day waiting period after a fully executed contract. The 30 days is a window for public feedback. Under the statute, if Town residence object to the sale, they have 30 days from the date of the notice to submit a petition to the Town. If a petition is signed by at least 5% of the towns registered voters, the select, Board cannot just sell the property, they must call a special Town meeting, so the voters can decide whether to approve or reject the sale. No engineering has been done on this property.

Edie Ln, Jamaica
$86,000
5093083 MLS
Unique! Do you love to camp? swim? fish?.....this may be it for you....Over 2000 feet of West River frontage with electric on site and just off pavement and at the intersection of 2 major access road to skiing and recreation! Much of the frontage is in flood plain and it is subject to flowage rights of the dam, but an amazing site! The current owner has had a Jamaica cottage for camping and the previous owner had a little trailer and shed. Put your feet up and watch the canoes go by in the white water of the spring dam release...or join them and take the challenge. You will love this little piece of Vermont, but do your due diligence for your own intended use so there are no surprises!

1297 River Rd, Jamaica
$139,000
5092583 MLS
Nestled in the heart of Jamaica, this pristine wooded lot offers a quintessential Vermont building canvas where privacy meets accessibility. As you pull off the quiet road onto the roughed-in driveway, you are immediately enveloped by a mature hardwoods that leads directly to a cleared homesite. This dedicated building envelope allows you to drive your car right to the center of your future footprint, offering a clear vision for your home's placement without the immediate worry of heavy site clearing. With underground power already on-site and a septic permit in place and professionally flagged, the land sits at the intersection of rugged nature and refined convenience. Whether you are seeking a basecamp for the four nearby ski resorts or a quiet retreat near Jamaica State Park, you can stand in your private clearing today and start planning for tomorrow.

14 Sugar, Jamaica
$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
$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
$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
$120,000
5076767 MLS
Double the Lots, Half the Drama. Why buy one lot when you can have two for the price of... well, this one? Here are 4.68 acres of "ready-to-go" land. Permits are secured for a 3 bedroom house on each lot, and the septic is already there, so you don't have to spend your weekends at town hall meetings. Build on both, or build on one and sell the other to that friend who always "forgets" their wallet at après-ski. It’s private enough to forget neighbors exist, but close enough to the mountain that your coffee will still be hot when you hit the parking lot. Minutes from Stratton and Manchester, this is the ultimate Vermont shortcut.

8559 Vt Route 30, Jamaica
$85,000
5076157 MLS
This 1-acre wooded lot in Jamaica permitted for a 3 bedroom , Vermont offers a unique opportunity for peaceful living in a quiet town with no zoning restrictions. Jamaica maintains its own roads and is home to a State Park that provides excellent camping and summer recreational activities. The property is conveniently located near major ski resorts including Stratton, Bromley, Magic Mountain, and Mount Snow, ideal for winter sports enthusiasts. For shopping and dining, nearby Manchester, Vermont ensures you have access to all necessary amenities while enjoying the charm of a small, tranquil community surrounded by nature. Permit # WW-2-8229 for a 3 bedroom.

000f-320 Bourbon Run, Jamaica
$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
$178,000
5067302 MLS
Set amidst a peaceful woodland setting, this 8.0± acre parcel offers the perfect balance of seclusion and convenience—tucked away for privacy yet easily accessible year-round.. Currently being subdivided from a larger tract, this parcel presents a rare chance to shape your vision from the ground up. A five-bedroom Wastewater Permit has been approved, and a professional boundary survey is underway to establish the final lot lines—essential steps that lay the foundation for a smooth transition into planning and development. The gently rolling terrain, mature trees, and the quiet ambiance of the surrounding landscape create an inviting canvas for a variety of uses. Whether your dream is to build a private country retreat or a primary home surrounded by nature, this property delivers both versatility and potential. With the key groundwork already in motion, the stage is set for you to bring your vision to life.

4441 Rte 30, Jamaica
$475,000
5065110 MLS
Discover 30+ acres of coveted Vermont land, offering breathtaking views, open fields, stonewalls, large pond & established driveway. This unique property features an expansive, man-made pond that’s clean, deep, and perfect for paddling, swimming, or even stocking with fish. Excellent southern exposure for solar energy possibilities ,power line access adjacent to the property, this land offers significant development potential. Multiple areas throughout the property provide potential home sites with mountain views, and there is frontage available for additional points of access. Located on West Hill Road in Jamaica, VT, this property not only provides a serene and private setting but also offers convenient access to the area's many attractions. Enjoy nearby Jamaica State Park, hike, bike, and explore the West River. Take in the natural beauty of Hamilton Falls, venture to Stratton, Bromley or Magic Mountain Resorts for year-round activities, including skiing, golfing, & hiking. The charming town of Jamaica is just a short drive away, offering local shops, art galleries, and dining options. The surrounding area is rich in history, with local farms, markets, and antique shops that showcase Vermont's agricultural heritage and artisanal craftsmanship. Whether you're looking for a peaceful retreat or a base to explore all that Southern Vermont has to offer, this property presents a rare opportunity to own a piece of paradise with highly desirable features already in place.

00 W Hill Rd S, Jamaica

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