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816 black bear road

Jamaica, VT 05343

$4,495,500

4 BEDS 5-Full 1-Half BATHS
5,500 SQFT44.47 AC LOT
Residential
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Bedrooms 4
Total Baths 6
Full Baths 5
Square Feet 5500
Acreage 44.47
Status Active
MLS # 5030672
County VT-Windham
More Info
Category Residential
Status Active
Square Feet 5500
Acreage 44.47
MLS # 5030672
County VT-Windham
Listed By: Listing Agent Betsy Wadsworth
Four Seasons Sotheby's Int'l Realty
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.
Location not available

Exterior Features

  • Construction Single Family
  • Siding Timber Frame, Wood Siding
  • Exterior Deck, Garden, Hot Tub, Patio, In-Ground Pool, Covered Porch
  • Roof Metal, Standing Seam
  • Garage Yes
  • Water Drilled Well
  • Sewer Septic Tank
  • Lot Description Country Setting, Landscaped, Mountain View, Orchard(s), Recreational, Ski Area, Trail/Near Trail, Walking Trails, Wooded, Mountain, Near Skiing, Near Snowmobile Trails

Interior Features

  • Appliances Dishwasher, Dryer, Microwave, Refrigerator, Washer, Dual Fuel Range, Exhaust Fan
  • Heating Propane, Solar, Heat Pump, Zoned, Radiant Floor
  • Cooling None
  • Basement Finished
  • Living Area 5,500 SQFT
  • Year Built 2010
  • Stories 2.5

Neighborhood & Schools

  • School Disrict Windham Central
  • Elementary School Jamaica Village School
  • Middle School Leland Gray Union Middle/High
  • High School Leland Gray

Financial Information

  • Zoning No zoning

Additional Services

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Listing Information

Listing Provided Courtesy of Four Seasons Sotheby's Int'l Realty
Copyright 2025 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 12/17/2025.
Listing data is current as of 12/17/2025.

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