For Sale
Single family home for sale at 691 Black Bear Rd, Jamaica, VT 05343 | MLS# 5095401 | Listing updated on 2026-09-22
Photo 1 of Single family home for sale at 691 Black Bear Rd, Jamaica, VT 05343 | MLS# 5095401 | Listing updated on 2026-09-22
Photo 2 of Single family home for sale at 691 Black Bear Rd, Jamaica, VT 05343 | MLS# 5095401 | Listing updated on 2026-09-22
Photo 3 of Single family home for sale at 691 Black Bear Rd, Jamaica, VT 05343 | MLS# 5095401 | Listing updated on 2026-09-22
Photo 4 of Single family home for sale at 691 Black Bear Rd, Jamaica, VT 05343 | MLS# 5095401 | Listing updated on 2026-09-22
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Listed by: Carrie Mathews | Winhall Real Estate (802) 297-1550

$1,475,000

Monthly Est:$7,342

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,601sqft

691 Black Bear Rd, Jamaica, VT 05343

$7,342/moEst:

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  • Single Family Residence

  • Built in 2009

  • $-- HOA

  • 199.73 acres lot

  • $921/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 22, 2026 at 9:12 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5095401 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Jamaica

  • Neighborhood

    --

  • Year Built

    2009

  • HOA Fees

    -

  • Finished Area

    1,601 sqft

  • Lot Size

    199.73 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5095401

  • MLS Status

    (10) Active - Active

  • Days on Market

    138

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Sewer

    Septic Tank

  • Flooring

    Bamboo, Slate/stone

  • Cooling

    None

  • Exterior Features

    Patio, Shed

  • Appliances

    Dishwasher, Dryer, Refrigerator, Washer, Gas Stove

  • Heating

    Propane, Solar, Baseboard, Radiant

  • Interior Features

    Dining Area, Wood Fireplace, 1 Fireplace, Furnished, Kitchen/dining, Kitchen/living, Living/dining, Primary Br W/ Ba, Natural Light, Natural Woodwork

Construction

  • Year Built

    Year Built: 2009

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Roof

    Membrane

  • Construction Materials

    Wood Frame

  • Foundation Details

    Concrete

  • Property Condition

    Existing

Utilities & Energy

  • Basement

    Concrete, Crawl Space, Full

  • Electric

    Off Grid

  • Utilities

    Other

  • Water Source

    Drilled Well

Other Features

  • Lot Features

    Country Setting, Pasture, Secluded, Near Skiing, Private

Price History

DateEventPrice

09/22/2026

Source: mls_logoNEREN/Prime MLS-NH #5095401

Listed for Sale

$1,475,000

$921/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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