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691 Black Bear Road, Jamaica, VT 05343

$1,475,000
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Active
BEDS2 BATHS2 full SQUARE FEET1,601 MLS#5095401
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Winhall Real Estate
Agency Phone: 802-297-1550
Associate Name: Carrie Mathews
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Property 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.

691 Black Bear Road | MLS# 5095401

This single family home located at 691 Black Bear Road, Jamaica, VT 05343 is currently listed for sale with an asking price of $1,475,000. This property was built in 2009 and has 2 bedrooms and 2 full baths with 1601 sq. ft. Search Jamaica real estate on markyule.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Concrete, Crawl Space, Full
Basement: Yes
Cooling: None
Heating: Propane, Solar, Baseboard, Radiant
Home Style: Contemporary
Lot Size: 199.73 Acres
Roof Type: Membrane
Stories: 1.0
Taxes: $8,216
Year Built: 2009

Amenities

Dining Area
Wood Fireplace
1 Fireplace
Furnished
Kitchen/Dining
Kitchen/Living
Living/Dining
Primary BR w/ BA
Natural Light
Natural Woodwork
Patio
Shed

Feature Descriptions

Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom, 1st Floor Laundry
Appliances: Dishwasher, Dryer, Refrigerator, Washer, Gas Stove
Baths Full: 2
Color: Brown
Construction: Wood Frame
Construction Status: Existing
Days on Site: 33
Driveway: Dirt, Gravel
Electric: Off Grid
Exterior: Wood Frame
Flood Zone: No
Flooring: Bamboo, Slate/Stone
Foundation: Concrete
Lot: Country Setting, Field/Pasture, Secluded, Near Skiing, Private
Number of Rooms: 6
Roads: Public, Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 1601
Sq. Ft. Total Finished: 1601
Total Stories: 1
Water: Drilled Well
Zoning: RES

Listed By / Shown By

Listed By

Agency Name: Winhall Real Estate
Agent Name: Carrie Mathews
Agency Phone: 802-297-1550

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Estimated Payment

$ 4,397.59 per month $3,282.71 Principal & Interest $684.67 Property Tax $430.21 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 07/21/2026. The listing information on this page last changed on 07/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 07/21/2026 8:46:05 AM EST) or MLSPIN MLS (last updated Tue 07/21/2026 8:42:58 AM EST) or Prime MLS (last updated Tue 07/21/2026 8:45:32 AM EST) or MREIS (last updated Tue 07/21/2026 8:45:15 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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. Data Last Updated 2026-07-21 08:45:32

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