$3,995,000

816 Black Bear Rd Jamaica, VT 05343

Jamaica Area

Estimated payment $25,641/month

Total Views 4,217
4 Beds
5.5 Baths
5,500 Sq Ft
$726 Price per Sq Ft

Highlights

  • Ski Accessible
  • In Ground Pool
  • Primary Bedroom Suite
  • Media Room
  • Solar Power System
  • 44.47 Acre Lot

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.

Listing Agent

Betsy Wadsworth

Four Seasons Sotheby's Int'l Realty License #081.0133973 Listed on: 06/26/2026

Four Seasons Sotheby's Int'l Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $44,455

Year Built

  • Built in 2010

Lot Details

  • 44.47 Acre Lot
  • Landscaped
  • Mountainous Lot
  • Orchard
  • Wooded Lot
  • Garden

Parking

  • 6 Car Garage

Home Design

  • Craftsman Architecture
  • Post and Beam
  • Concrete Foundation
  • Wood Frame Construction
  • Metal Roof
  • Wood Siding

Interior Spaces

  • 5,500 Sq Ft Home
  • Property has 2.5 Levels
  • Woodwork
  • Cathedral Ceiling
  • Ceiling Fan
  • Wood Burning Fireplace
  • Natural Light
  • Drapes & Rods
  • Blinds
  • Mud Room
  • Entrance Foyer
  • Great Room
  • Family Room
  • Combination Kitchen and Living
  • Dining Room
  • Media Room
  • Den
  • Bonus Room
  • Mountain Views

Kitchen

  • Hearth Room
  • Eat-In Kitchen
  • Walk-In Pantry
  • Gas and Electric Range
  • Microwave
  • Dishwasher
  • Kitchen Island

Flooring

  • Wood
  • Carpet
  • Radiant Floor
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Primary Bedroom Suite
  • En-Suite Bathroom
  • Walk-In Closet
  • In-Law or Guest Suite

Laundry

  • Laundry Room
  • Laundry on main level
  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Laundry in Basement

Home Security

  • Home Security System
  • Fire and Smoke Detector

Eco-Friendly Details

  • Energy-Efficient HVAC
  • Ventilation
  • Solar Power System
  • Solar Heating System

Pool

  • In Ground Pool
  • Spa

Outdoor Features

  • Deck
  • Covered Patio or Porch

Schools

  • Jamaica Village Elementary School
  • Leland Gray Union Middle/High School
  • Leland Gray High School

Utilities

  • No Cooling
  • Zoned Heating
  • Vented Exhaust Fan
  • Heat Pump System
  • Heating System Uses Propane
  • Propane
  • Drilled Well
  • High-Efficiency Water Heater
  • Septic Tank

Community Details

  • Snowmobile Trail
  • Trails
  • Ski Accessible

Home Details

Home Type

Single Family

Est. Annual Taxes

$44,455

Year Built

Built in 2010

Lot Details

44.47 Acres

Parking

6

Listing Details

  • Directions: West Jamaica Road to Black Bear, Follow up to the top bear right and follow the road until you come to the gate.
  • Seasonal: No
  • Property Type: Residential
  • Year Built: 2010
  • Display On Internet: High Speed Intrnt Avail
  • Architectural Style: Craftsman, Post and Beam
  • ResoLotFeatures: Country Setting, Landscaped, Mountain View, Orchard(s), Recreational, Ski Area, Trail/Near Trail, Walking Trails, Wooded, Mountain, Near Skiing, Near Snowmobile Trails
  • Road Frontage Type: Public Maintained Road
  • PropertySubType: Single Family Residence
  • MLS Status: (10) Active - Active
  • Above Grade Finished Sq Ft: 5500.0
  • Reso Interior Features: Blinds, Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, Draperies, Wood Fireplace, Hearth, In-Law Floorplan, Kitchen Island, Kitchen/Living, Master BR w/ BA, Natural Light, Natural Woodwork, Vaulted Ceiling(s), Walk-In Closet(s), Walk-in Pantry, 1st Floor Laundry, Basement Laundry
  • Unit Levels: 2.5
  • ResoPropertyCondition: Existing
  • Flood_Zone: No
  • Foreclosed_Or_Bank_Owned_Or_REO: No
  • Mobile_Home: No
  • Pre_Construction: No
  • Room_1_Type: Mudroom
  • Room_10_Type: Bedroom with Bath
  • Room_11_Type: Bedroom with Bath
  • Room_12_Type: Bedroom
  • Room_14_Type: Office/Study
  • Room_15_Type: Bedroom with Bath
  • Room_17_Type: Family Room
  • Room_18_Type: Laundry Room
  • Room_19_Type: Bonus Room
  • Room_2_Type: Laundry Room
  • Room_4_Type: Foyer
  • Room_5_Type: Eat-in Kitchen
  • Room_6_Type: Kitchen/Living
  • Room_7_Type: Dining Room
  • Room_8_Type: Great Room
  • Room_9_Type: Primary BR Suite
  • Timeshare_Or_Fract_Ownrshp: No
  • Basement_Access_Type: Walkout
  • Room_13_Type: Media Room
  • Total_Finished_Area: 5500
  • Total_Area: 5500
  • Above_Grade_Unfinished_Area: 0
  • Below_Grade_Unfinished_Area: 0
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer, Dual Fuel Range, Exhaust Fan
  • Total Bedrooms: 4
  • Flooring: Ceramic Tile, Carpet, Hardwood, Tile, Wood
  • Basement: Finished
  • Other Equipment: Standby Generator, Hardwired Smoke Detector, Security System
  • Basement YN: Yes
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Exterior Features

  • Driveway: Paved
  • Exterior Features: Deck, Garden, Hot Tub, Patio, In-Ground Pool, Covered Porch
  • Roof: Metal, Standing Seam
  • Construction Type: Timber Frame, Wood Siding
  • Foundation Details: Concrete

Garage/Parking

  • Garage Spaces: 6.0
  • Attached Garage: Yes

Utilities

  • Electric: Circuit Breakers
  • Sewer: Septic Tank
  • Heating: Propane, Solar, Heat Pump, Zoned, Radiant Floor
  • Cooling: None
  • Utilities: Propane
  • Water Source: Drilled Well

Schools

  • Elementary School: Jamaica Village School
  • High School: Leland Gray
  • Middle Or Junior School: Leland Gray Union Middle/High

Lot Info

  • Surveyed: Unknown
  • Zoning: No zoning
  • Lot Size Acres: 44.47
  • Lot Size Sq Ft: 1937113.0

Green Features

  • Efficiency: HVAC, Water Heater
  • Green Power: Solar
  • Green Indoor Air Qlty: Ventilation

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 44455.0

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $44,455 $1,722,400 $237,300 $1,485,100
2024 $44,455 $1,722,400 $237,300 $1,485,100
2023 $36,050 $1,722,400 $237,300 $1,485,100
2022 $35,264 $1,722,400 $237,300 $1,485,100
2021 $36,046 $1,722,400 $237,300 $1,485,100
2020 $35,495 $1,722,400 $237,300 $1,485,100
2019 $34,453 $1,722,400 $237,300 $1,485,100
2018 $34,627 $1,722,400 $237,300 $1,485,100
2017 $27,562 $1,623,300 $265,600 $1,357,700
2016 $27,562 $1,623,300 $265,600 $1,357,700
2015 -- $16,233 $0 $0
2014 -- $15,874 $0 $0
2013 -- $15,874 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
06/26/2026 06/26/26 For Sale $3,995,000 +52.7% $726 / Sq Ft
11/20/2013 11/20/13 Sold $2,617,000 -18.1% $582 / Sq Ft View Prior Sale
10/22/2013 10/22/13 Pending -- -- --
05/24/2012 05/24/12 For Sale $3,195,000 -- $710 / Sq Ft
Source: PrimeMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $2,617,000 --
Deed $2,617,000 --
Interfamily Deed Transfer -- --
Source: Public Records

Source: PrimeMLS

MLS Number: 5096846

PrimeMLS

APN: 324-101-11593

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