816 Black Bear Road, Jamaica, VT 05343
Local realty services provided by:ERA Key Realty Services
816 Black Bear Road,Jamaica, VT 05343
$3,995,000
- 4 Beds
- 6 Baths
- 5,500 sq. ft.
- Single family
- Active
Listed by: betsy wadsworth
Office: four seasons sotheby's int'l realty
MLS#:5030672
Source:PrimeMLS
Price summary
- Price:$3,995,000
- Price per sq. ft.:$726.36
About this home
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 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.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 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.
Contact an agent
Home facts
- Year built:2010
- Listing ID #:5030672
- Added:357 day(s) ago
- Updated:February 22, 2026 at 11:25 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:6
- Full bathrooms:5
- Living area:5,500 sq. ft.
Heating and cooling
- Heating:Heat Pump, Multi Zone, Radiant Floor, Solar
Structure and exterior
- Roof:Metal, Standing Seam
- Year built:2010
- Building area:5,500 sq. ft.
- Lot area:44.47 Acres
Schools
- High school:Leland Gray
- Middle school:Leland Gray Union Middle/High
- Elementary school:Jamaica Village School
Utilities
- Sewer:Septic
Finances and disclosures
- Price:$3,995,000
- Price per sq. ft.:$726.36
- Tax amount:$41,949 (2024)
New listings near 816 Black Bear Road
- New
$500,000Active71 Acres00 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5077252Listed by: BARRETT AND VALLEY ASSOCIATES INC. - Open Sun, 12 to 2pmNew
$539,000Active4 beds 3 baths3,081 sq. ft.3996 Route 30, Jamaica, VT 05343
MLS# 5076624Listed by: WINHALL REAL ESTATE
$55,000Active1 Acres000F-320 Bourbon Run, Jamaica, VT 05343
MLS# 5076157Listed by: MICHAEL ENGLAND REAL ESTATE
$8,200,000Active6 beds 10 baths10,763 sq. ft.557 Trager Road, Jamaica, VT 05343
MLS# 5076041Listed by: WOHLER REALTY GROUP
$325,000Active2 beds 2 baths976 sq. ft.9047 VT Route 30, Jamaica, VT 05343
MLS# 5075664Listed by: WINHALL REAL ESTATE
$449,000Active4 beds 1 baths1,730 sq. ft.83 Depot Street, Jamaica, VT 05343
MLS# 5075529Listed by: WINHALL REAL ESTATE
$379,000Active12.05 Acres101 Catherine Road, Jamaica, VT 05343
MLS# 5074686Listed by: STRATTON REAL ESTATE
$319,000Active3 beds 2 baths1,468 sq. ft.756 Turkey Mountain Road, Jamaica, VT 05343
MLS# 5074237Listed by: SOUTHERN VERMONT REALTY GROUP
$57,000Active2 beds 1 baths844 sq. ft.2036 VT RT 30, Jamaica, VT 05343
MLS# 5072288Listed by: MICHAEL ENGLAND REAL ESTATE
$625,000Active4 beds 2 baths2,764 sq. ft.768 VT Route 30, Jamaica, VT 05343
MLS# 5071319Listed by: LOWE'S REAL ESTATE, LLC