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816 Black Bear Road, 
Jamaica, VT 05343

$4,495,500


4

Beds


6

Baths


5,500

Sq Ft


Single Family

Active

Listed by

Betsy Wadsworth

Four Seasons Sotheby'S Int'L Realty

802-464-1200

Last updated:

June 18, 2025, 10:29 AM

MLS#

5030672

Source:

PrimeMLS

About This Home

816 Black Bear Road

Set atop a scenic Vermont hillside, this five-bedroom custom-built home by The Wadsworth Design Build/Vermont Barns is a stunning 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 Mount Snow ski resorts, it is the ultimate retreat. The moment you arrive; the home’s striking presence is undeniable. A porte-cochère welcomes you, setting the tone for the beauty that lies within. The heart of the home is the gourmet chef’s kitchen, anchored by a La Cornue stove, rich custom cabinetry, and an expansive island. Exposed 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 home’s 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 home’s entertainment offerings. The seamless connection between indoor and outdoor living is one of the home’s greatest attributes. Heated pool, hot tub and fire place sit against a backdrop of vast mountain views. The surrounding landscape is adorned with a sea of peony bushes, adding vibrant color to the meticulously designed gardens.

Home Facts

Single Family

6 Baths

4 Bedrooms

Built in 2010

Price Summary

4,495,500

$817 per Sq. Ft.

MLS #:

5030672

Last Updated:

June 18, 2025, 10:29 AM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

6

Full Bathrooms:

5

Interior

Living Area:

5,500 Sq. Ft.


Structure

Structure

Building Area:

5,500 Sq. Ft.

Year Built:

2010


Lot

Lot Size (Sq. Ft):

1,937,113


Finances & Disclosures

Finances

Price:

$4,495,500

Price per Sq. Ft:

$817 per Sq. Ft.

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Copyright 2025 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 18, 2025

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