Jamaica Land for Sale

Welcome to Jamaica, Vermont – a hidden gem nestled in the picturesque Windham County. This charming town is a haven for nature lovers and outdoor enthusiasts alike, offering a perfect blend of serene landscapes and vibrant community life. With its stunning mountain views, lush forests, and crystal-clear rivers, Jamaica is an ideal spot for those seeking tranquility away from the hustle and bustle of city life.

Jamaica is steeped in history, with a rich heritage that reflects the spirit of New England. The town is known for its quaint, small-town charm, featuring classic New England architecture and friendly locals who embody the warmth of Vermont hospitality. Whether you’re exploring the scenic trails of the nearby Jamaica State Park or enjoying a peaceful afternoon at the local farmer's market, there’s always something to appreciate in this idyllic setting.

Now is the perfect time to invest in land for sale in Jamaica. Imagine building your dream home surrounded by breathtaking views and the soothing sounds of nature. With a variety of parcels available, you can find the perfect piece of land that suits your vision, whether it’s a cozy cabin in the woods or a spacious estate with sweeping vistas. This is not just a purchase; it’s a chance to create a lifestyle that embraces the beauty of Vermont living.

Don’t miss out on this opportunity to own a slice of paradise in Jamaica, VT. Explore our listings today and take the first step towards your future in this enchanting town!

Newest Jamaica Land for Sale

$995,000

5110773 MLS

130 acre tract, this parcel backs up to over 1100 additional acres of Green Mountain National Forest lands. This private setting is less than 3 miles to Stratton Mountain Resort. Being subdivided off a larger 200+ acre parcel. Overhead power currently existing on premise, multiple drilled wells also already on premise and there will be access to this and other lots via existing road/driveway access into this parcel that is currently in use. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 130 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 67 acres at $799k and a 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion. Currently only 15 acres of the 200+ acres is gravel pit and being reclaimed on this property. See the Vermont Land Use Permit 2W1316 online for further information. Views of both Stratton and Mountain Snow can be had from the 1800 foot elevation on the westerly plateau of this lot. Roughed in driveway has been cleared to the location with potential views and future building site(s). 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. Stratton Jamaica Town Line is a partial boundary line of this parcel. Residential and recreational opportunities on this parcel are worthy of exploring. Please, we request in advance, no drive-bys as there is heavy equipment and work being conducted on site daily.

Forrester Road, Jamaica

$799,000

5110766 MLS

Own this large 67 acre tract of land just minutes to Stratton Mountain Resort with direct access to Forrester Pond. This parcel backs up to 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. Being subdivided off a larger 200+ acre parcel. Power existing on current right of way and is also access to this lot. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 67 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 130 acres at $995k and a 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion. Currently only 18 acres of the 200+ acres is gravel pit and being reclaimed on this property. See the Vermont Land Use Permit 2W1316 online for further information. There is an old foundation overlooking Forrester Pond with rolling hills that sit at higher elevations! Local mountain views can be had from the 1800 foot elevation on the northeastern 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, we request in advance, no drive-bys as there is heavy equipment and work being conducted on site daily.

Forrester Road, Jamaica

$250,000

5110757 MLS

Lot 4 IS 4 acres! This private setting is less than 3 miles to Stratton Mountain Resort with easy access in the no zoning town of Jamaica. Five Bedroom Existing State Issued Wastewater Permit WW-2-2200 along with survey already in place for this lot. Being subdivided off a larger 200+ acre parcel. Power existing on current right of way and is also access to this wooded lot. Residential and recreational opportunities are worth exploring here. See also MLS#5082418 for more information. Taxes are reflective of entire parcel, 4 acre lot will be reflected differently once subdivided and transferred. Multiple parcels being offered for sale, 201 acres at $1.45mil, 130 acres at $995k, 67 acres at $799k and this 4 acre parcel at $250k. Owners are willing to discuss owner financing as well. Reclamation of existing pit is well underway and nearing completion.

Forrester Road, Jamaica

$500,000

5109880 MLS

West Hill Road is situated prominently on a mountainside, offering breathtaking views that stretch across the valley to the north, with clearing there will be scenic beauty of the area. This property presents an exceptional opportunity for individuals looking to construct their dream home or a private compound, with an abundance of possibilities limited only by one's imagination. Located just over the town line in Jamaica, Vermont, this parcel of land is accessible via a Class 3 road, ensuring a balance of seclusion and convenience for future residents. The combination of stunning natural surroundings and the potential for development makes this location a truly remarkable investment for those seeking a serene retreat in the mountains

W Hill Rd, Jamaica

$975,000

5107954 MLS

Enjoy Vermont in all the seasons!! This land has a number of options! With 235 acres to call your own! Build somewhere on the property. A stream runs through for your enjoyment! Part of the West River Trail passes through as well. Harvest timber from this lot and make some $$. Pratt Bridge Road is a close drive to Stratton, Magic or Bromley in the winter and enjoy spring, summer and fall exploring your land. Road access and power is close by on the road. Start you Vermont adventure today!!

00 Pratt Bridge Rd, Jamaica

$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

$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

$129,200

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

$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

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