691 Black Bear Road Jamaica, VT $ 1,475,000
691 Black Bear Road
$ 1,475,000
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691 Black Bear Road

Jamaica, VT, 05343
$ 1,475,000
Bedrooms2 Baths2.0 Sq 1,601

Monthly Estimate*

$ 9,313

Listed by Carrie Mathews, Winhall Real Estate, 802-236-8458, carrie@winhallrealestate.com
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Single Family Home for sale in Jamaica, VT

for $1,475,000 with 2 bedrooms and 2 full baths. This 1,601 square foot home was built in 2009 on a lot size of 199.73.

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.

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Single Family Active

Price

$ 1,475,000

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

199.73

Year Built

2009

Town/City

Jamaica

County/Region

Windham

MLS | Web ID

5095401

Features
Interior
Basement Description Concrete Crawl Space Full
Interior Amenities Dining Area Wood Fireplace 1 Fireplace Furnished Kitchen/Dining Kitchen/Living Living/Dining Primary BR w/ BA Natural Light Natural Woodwork
Basement Yes
Flooring Bamboo Slate/Stone
Beds 2
Total Rooms 6
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General
Road Frontage TBD
Sewer Septic
Heating Propane Solar Baseboard Radiant
Cooling None
Utilities Other
Roof Membrane
Appliances Dishwasher Dryer Refrigerator Washer Gas Stove
Garage No
Flood Zone No
Zoning RES
3/4 Baths 0
Full Baths 2
Half Baths 0
Bathrooms 2
Year Built 2009
Electric Off Grid
Style Contemporary
Stories Count 1
Construction Status Existing
Type Single Family
Accessibility Features 1st Floor Bedroom 1st Floor Full Bathroom 1st Floor Laundry
Auction No
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Wood Frame
Directions From Jamaica town center take Pikes Falls for 4.7 miles then stay left on West Jamaica Road for 2.3 miles. Make a left onBlack Bear Road for 1.7 miles. GPS will stop you here. There will be the snowm
City Jamaica
Seasonal No
DOM 8
Price Per Sq Ft Total AG 921.3
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Exterior
Lot Features Country Setting Field/Pasture Secluded Near Skiing Private
Exterior Amenities Patio Shed
Driveway Dirt Gravel
Lot Size Area 199.73
Water Source Drilled Well
Foundation Concrete
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* Excluded Features
List By
Carrie Mathews

Listing Agent

Winhall Real Estate

Broker

(802) 236-8458

Phone

carrie@winhallrealestate.com

Email

Affordability Calculator

$9,313
Per Month
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Monthly Principal & Interest
$9,313
Monthly Property Taxes
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
451920 Elementary School
452237 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
6/18/2026$1,475,000 Listed Price

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691 Black Bear Road, Jamaica, VT, 05343 is a Single Family Home for sale at $1,475,000 with 1,601 sqft and a lot size of 199.73. 691 Black Bear Road has 2 bedrooms, 2.0 baths, and was built in 2009. The property's zip code is 05343 which is in Jamaica, VT