816 Black Bear Road Jamaica, VT $ 3,995,000
816 Black Bear Road
$ 3,995,000
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816 Black Bear Road

Jamaica, VT, 05343
$ 3,995,000
Bedrooms4 Baths5.1 Sq 5,500

Monthly Estimate*

$ 24,598

Listed by Betsy Wadsworth, Four Seasons Sotheby's Int'l Realty, 802-579-8689, betsy.wadsworth@fourseasonssir.com
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Single Family Home for sale in Jamaica, VT

for $3,995,000 with 4 bedrooms and 5 full baths, 1 half bath. This 5,500 square foot home was built in 2010 on a lot size of 44.47.

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.

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Single Family Active

Price

$ 3,995,000

Bedrooms

4

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Craftsman,Post and Beam

Lot Size

44.47

Year Built

2010

Town/City

Jamaica

County/Region

Windham

MLS | Web ID

5030672

Features
Interior
Basement Description Finished
Interior Amenities Blinds Cathedral Ceiling Ceiling Fan Dining Area Draperies Wood Fireplace Hearth In-Law Suite Kitchen Island Kitchen/Living Primary BR w/ BA Natural Light Natural Woodwork Vaulted Ceiling Walk-in Clo
Basement Yes
Flooring Carpet Ceramic Tile Hardwood Tile Wood
Beds 4
Total Rooms 19
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General
Road Frontage TBD
Sewer Septic
Heating Propane Solar Heat Pump Multi Zone Radiant Floor
Cooling None
Utilities Propane
Roof Metal Standing Seam
Appliances Dishwasher Dryer Microwave Refrigerator Washer Dual Fuel Range Exhaust Fan
Garage Yes
current use No
Flood Zone Unknown
Zoning No zoning
3/4 Baths 0
Full Baths 5
Half Baths 1
Bathrooms 6
Year Built 2010
Electric Circuit Breaker(s)
Style Craftsman Post and Beam
Stories Count 2.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2024
Status Detail 0
Covenants No
Construction Materials Timber Frame Wood Siding
High School Leland Gray
City Jamaica
Other Equipment Security System Hardwired Smoke Detector Standby Generator
School District Windham Central
Seasonal No
Elementary School Jamaica Village School
Middle School Leland Gray Union Middle/High
DOM 357
Price Per Sq Ft Total AG 726.36
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Exterior
Lot Features Country Setting Landscaped Mountain View Orchards Recreational Ski Area Trail/Near Trail Walking Trails Wooded Mountain Near Skiing Near Snowmobile Trails
Exterior Amenities Deck Garden Space Hot Tub Patio In-Ground Pool Covered Porch
Driveway Paved
Lot Size Area 44.47
Water Source Drilled Well
Garage Capacity 6
Foundation Concrete
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* Excluded Features
List By
Betsy Wadsworth

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

(802) 579-8689

Phone

betsy.wadsworth@fourseasonssir.com

Email

Affordability Calculator

$24,598
Per Month
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0%
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Monthly Principal & Interest
$24,598
Monthly Property Taxes
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Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4262484 Elementary School
4245373 Middle School
Leland Gray High School High School
Pricing History
DatePricePrice ChangeDescription
1/1/2026$3,995,000 -11.13% Price Down
3/1/2025$4,495,500 Listed Price

Map


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816 Black Bear Road, Jamaica, VT, 05343 is a Single Family Home for sale at $3,995,000 with 5,500 sqft and a lot size of 44.47. 816 Black Bear Road has 4 bedrooms, 5.1 baths, and was built in 2010. The property's zip code is 05343 which is in Jamaica, VT