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4 Beds
6 Baths
5,500 sqft

$3,995,000

816 Black Bear Road, Jamaica VT, 05343

Price per sqft$726.36
Built in2010
Property size5,500 sqft
Property typeResidential

Overview

Active

Listed Jun 26, 2026

Updated Aug 14

Set atop the Vermont hillside with stunning views, offering 4 bedrooms with additional sleeping rooms accommodating up to 16 family and friends. A custom-built home by The Wadsworth Design Build/Vermont Barns is an example of craftsmanship blended with modern luxury. Timber-framed architecture, this four-bedroom, six-bath estate offers a warm, rustic elegance that embraces its natural surroundings. Just a short drive from Stratton and Mt Snow ski resorts. The moment you arrive; the homes striking presence is undeniable. A porte-coch?re welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chefs kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island.Douglas fir beams and wide oak floors lend warmth and character, while a masonry fireplace in the great room offers the perfect setting to unwind after a day on the slopes. One of the homes most captivating features is its silo with a winding staircase illuminated by gas lanterns. A bonus playroom above the three-car garage provides additional space for recreation, while a custom wine room and private movie theater elevate the homes entertainment offerings.The seamless connection between indoor and outdoor living is one of the homes greatest attributes. Heated pool, hot tub and fireplace sit against a backdrop of vast mountain views. The landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

$26,579/mo

Est. mortgage payment based on a $3,995,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
5096846
Available since
June 26, 2026

Interior Features

Bedrooms
4
Bathrooms
6
Basement
No

Other Property Details

Taxes
$51,349
Tax Frequency
Annually

 Courtesy of Betsy Wadsworth | Four Seasons Sotheby's International Realty

Based on information from DASH - Sotheby's International Realty (SIR) as of 8/14/2026. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. The display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent. 

©2026 DASH - Sotheby's International Realty (SIR). All rights reserved. 

Data last updated 3:39 AM UTC, 8/14/2026

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