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Offered at $1,475,000Active
beds
2
baths
2
sq ft
1,601
Built
2009

691 Black Bear Road

Jamaica, VT 05343

Residential · Active · MLS #5095401
Listing Courtesy of Winhall Real Estate | Carrie Mathews

The home

About this home

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.

Property information

Details at a glance

Interior4 property facts
Rooms
6
Heating
Baseboard, Radiant, Propane, Solar
Cooling
None
Flooring
Bamboo
Building3 property facts
Style
Single Family Residence
Year built
2009
Roof
Membrane
Land & utilities4 property facts
Lot size
199.73 acres
Water
Well
Sewer
Septic Tank
Zoning
RES
Financial2 property facts
Annual taxes
$8,216
Assessment year
2026

Plan your purchase

Estimated monthly cost

Explore costs at the $1,475,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$8,143 / monthAdjust
Principal & interest
$7,458
Property tax
$685
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $8,216. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Jamaica.

This home compared with active listings in Jamaica
MetricThis homeLocal listings
List price$1,475,000$825,00079% above local
Price / sq ft$921$368150% above local
Days on market8211025% below local

Active city listing statistics from PrimeMLS as of September 12, 2026. Asking prices are not completed-sale values.

Keep exploring

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About 691 Black Bear Road

Can I request a private showing?

Request a tour of 691 Black Bear Road and a Bean Group agent will help coordinate an available time with the listing side.

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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