Properties Near 0 Black Bear Road Jamaica, VT

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.

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.

Perced in 2025 for a 5 bedroom home! Explore the potential of this beautiful 53.8 acre parcel just 3.5 miles from the scenic Townshend Dam. This expansive property offers a peaceful, wooded setting with ample privacy, ideal for recreation, a possible future homesite, or continued forest management. Currently enrolled in Vermont’s Current Use Program, the land offers significant tax savings and can remain in the program under new ownership. Whether you're looking to invest or simply enjoy a private slice of Vermont, this parcel is full of potential.

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.

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.

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.

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.