Listing Details

Jamaica, VT 05343 816 Black Bear Road

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Presented By: Betsy Wadsworth with Four Seasons Sotheby's Int'l Realty;
  • PrimeMLS - 85 - NH
  • MLS# 5096846
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Disclaimer: The information contained in this listing has not been verified by Halliday Real Estate and should be verified by the buyer.
  • Beds • 4
  • Full/Half Baths • 5 / 1
  • SQFT • 5,500
  • Garage • 6

Home Details

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.
Presented By: Betsy Wadsworth with Four Seasons Sotheby's Int'l Realty;

Interior Features for 816 Black Bear Road

Bedrooms

Beds4

Other Interior Features

InternetHigh Speed Intrnt Avail
Total Finished Area5500
Basement Access TypeWalkout
BasementYes
Basement DescriptionFinished
FlooringCarpet, Ceramic Tile, Hardwood, Tile, Wood
Interior AmenitiesBlinds, 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

Other Rooms

Room 1 Level1
Rooms: Level BLevel B: 1/2 Bathroom, Level B: Family Room, Level B: Laundry Room, Level B: Media Room, Level B: Office/Study
Rooms: Level 2Level 2: Bedroom, Level 2: Bonus Room
Rooms: Level 1Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Foyer, Level 1: Great Room, Level 1: Kitchen/Living, Level 1: Eat-in Kitchen, Level 1: Laundry Room, Level 1: Primary Bdm Ste, Level 1: Mudroom
Room 9 TypePrimary BR Suite
Room 9 Level1
Room 8 TypeGreat Room
Room 8 Level1
Room 7 TypeDining Room
Room 7 Level1
Room 6 TypeKitchen/Living
Room 6 Level1
Room 5 TypeEat-in Kitchen
Room 5 Level1
Room 4 TypeFoyer
Room 4 Level1
Room 3 TypeBathroom Half
Room 3 Level1
Room 2 TypeLaundry Room
Room 2 Level1
Room 19 TypeBonus Room
Room 19 Level2
Room 19 DimensionsOver Garage
Room 18 TypeLaundry Room
Room 18 LevelBasement
Room 17 TypeFamily Room
Room 17 LevelBasement
Room 16 TypeBathroom Half
Room 16 LevelBasement
Room 15 TypeBedroom with Bath
Room 15 LevelBasement
Room 14 TypeOffice/Study
Room 14 LevelBasement
Room 13 TypeMedia Room
Room 13 LevelBasement
Room 12 TypeBedroom
Room 12 Level2
Room 11 TypeBedroom with Bath
Room 11 Level2
Room 10 TypeBedroom with Bath
Room 10 Level2
Room 1 TypeMudroom
Total Rooms19

General for 816 Black Bear Road

3/4 Baths
AppliancesDishwasher, Dryer, Microwave, Refrigerator, Washer, Dual Fuel Range, Exhaust Fan
Bathrooms6
CityJamaica
Construction MaterialsTimber Frame, Wood Siding
CoolingNone
CovenantsNo
DOM84
DirectionsWest Jamaica Road to Black Bear, Follow up to the top bear right and follow the road until you come to the gate.
ElectricCircuit Breaker(s)
Electric CompanyGMP
Elementary SchoolJamaica Village School
Flood ZoneNo
Full Baths5
GarageYes
Green Energy EfficientHVAC, Water heater
Green Energy GenerationSolar
Green Indoor Air QualityVentilation
Half Baths1
HeatingPropane, Solar, Heat Pump, Multi Zone, Radiant Floor
High SchoolLeland Gray
Last Updated08/12/2026 20:15:41
Middle SchoolLeland Gray Union Middle/High
Other EquipmentHardwired Smoke Detector, Security System, Standby Generator
Price Per Sq Ft Total AG726.36
Property ClassResidential
Property ConditionExisting
Road FrontageTBD
RoofMetal, Standing Seam
School DistrictWindham Central
SeasonalNo
SewerSeptic
Status Detail0
Stories Count2.5
StyleCraftsman, Post and Beam
Tax Year2026
TypeSingle Family
UtilitiesPropane
Year Built2010
ZoningNo zoning

Exterior for 816 Black Bear Road

ColorBrown
DrivewayPaved
Exterior AmenitiesDeck, Garden Space, Hot Tub, Patio, In-Ground Pool, Covered Porch
Foundation Concrete
Garage Capacity6
Lot FeaturesCountry Setting, Landscaped, Mountain View, Orchards, Recreational, Ski Area, Trail/Near Trail, Walking Trails, Wooded, Mountain, Near Skiing, Near Snowmobile Trails
Lot Size Area44.47
Lot Size Square Feet1937113
Road Frontage TypePublic Maintained Road
SurveyedUnknown
Water SourceDrilled Well

Additional Details

Price History

Schools

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

Sadie Halliday

REALTOR
Price $3,995,000
MLS#5096846
Property Type Single Family
Phone 603.660.2321
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