691 Black Bear Road,Jamaica, VT 05343
Jamaica, VT 05343
Description
A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont’s rugged natural beauty, allowing you to live on the sun’s rhythm while enjoying refined comfort, complete privacy, and breathtaking surroundings. The cedar and metal exterior complements the landscape, while expansive living room windows provide nearly 180-degree views across your own nature preserve-like setting. Inside, a simple and sleek design creates an airy living space filled with natural light, warm bamboo floors, and clean modern lines. Indoor and outdoor wood-burning fireplaces add warmth and ambiance throughout every season. An additional family room offers flexible living space, perfect for gathering with friends and family, a media room, home office, or quiet retreat. Designed for year-round enjoyment, the property features an extensive town trail system that connects directly to the VAST trail network, making it a dream for outdoor enthusiasts. Entertain or unwind on the large bluestone patio surrounded by complete serenity and nature in every direction. In just 15 minutes, you can be enjoying all that Stratton Mountain has to offer, including skiing, golf, dining, and year-round recreation, while Jamaica Village is just 10 minutes away in the opposite direction. Recent improvements include a new boiler and hot water heater, offering peace of mind for years to come. A propane generator provides added convenience and reliability for off-grid living. Currently enrolled in the Vermont Current Use program, this remarkable property offers a rare opportunity to own nearly 200 acres of protected Vermont wilderness paired with sophisticated, sustainable living.
Details
| MLS # | 5095401 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 2009 |
| Days On Site | 63 |
| Listing Provided By | Winhall Real Estate | Carrie Mathews |
Features
| Bed(s) | 2 |
|---|---|
| Bath(s) | 2 Total |
| Basement | Y |
| Story(s) | 1 |
| Zoning | RES |
| Acreage | 199.73 |
Interior
| Rooms Total | 6 |
|---|---|
| Cooling | None |
| Heating | Propane, Solar, Baseboard, Radiant |
| Interior Features | Dining Area, Wood Fireplace, 1 Fireplace, Furnished, Kitchen/Dining, Kitchen/Living, Living/Dining, Master BR w/ BA, Natural Light, Natural Woodwork |
| Appliances | Dishwasher, Dryer, Refrigerator, Washer, Gas Stove |
Exterior
| Exterior Features | Patio, Shed |
|---|---|
| Roof | Membrane |
| Construction Materials | Wood Frame |
| Foundation Details | Concrete |
| Lot Features | Country Setting, Pasture, Secluded, Near Skiing, Private |
| Accessibility Features | 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Laundry |
Parking
| Garage Yes / No | No |
|---|
Utilities
| Utilities | Other |
|---|---|
| Electric | Off Grid |
| Sewer | Septic Tank |
Taxes
| Tax Annual Amount | 8216.09 |
|---|---|
| Tax Year | 2026 |
Area Information
| State | VT |
|---|---|
| County | Windham |
| City | Jamaica |
| Zip Code | 05343 |
| Area | VT Windham |
| Listing VS Median (in 05343) | |
Price: $1,475,000 low | high Med: $2,399,000 On site: 63 low | high Med: 1055 | |
Market Activity 05343
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Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Learn More About This Property
| State | VT |
|---|---|
| County | Windham |
| City | Jamaica |
| Zip Code | 05343 |
| Area | VT Windham |
| Listing VS Median (in 05343) | |
Price: $1,475,000 low | high Med: $2,399,000 On site: 63 low | high Med: 1055 | |
 | $3,995,000816 Black Bear RoadJamaica, VT 05343 |
Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
