For Sale
Single family home for sale at 816 Black Bear Rd, Jamaica, VT 05343 | MLS# 5096846 | Listing updated on 2026-06-26
Photo 1 of Single family home for sale at 816 Black Bear Rd, Jamaica, VT 05343 | MLS# 5096846 | Listing updated on 2026-06-26
Photo 2 of Single family home for sale at 816 Black Bear Rd, Jamaica, VT 05343 | MLS# 5096846 | Listing updated on 2026-06-26
Photo 3 of Single family home for sale at 816 Black Bear Rd, Jamaica, VT 05343 | MLS# 5096846 | Listing updated on 2026-06-26
Photo 4 of Single family home for sale at 816 Black Bear Rd, Jamaica, VT 05343 | MLS# 5096846 | Listing updated on 2026-06-26
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Listed by: Betsy Wadsworth | Four Seasons Sotheby's Int'l Realty (802) 464-1200

$3,995,000

Monthly Est:$19,885

  • Beds Icon4 Beds
  • Beds Icon
    6 Baths
  • Beds Icon5,500sqft

816 Black Bear Rd, Jamaica, VT 05343

$19,885/moEst:

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  • Single Family Residence

  • Built in 2010

  • $-- HOA

  • 44.47 acres lot

  • $726/sq.ft

Description

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 Cor...

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  • Houzeo last checked: 8 minutes ago
  • Listing updated: June 26, 2026 at 1:01 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5096846 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Jamaica

  • Neighborhood

    --

  • Year Built

    2010

  • HOA Fees

    -

  • Finished Area

    5,500 sqft

  • Lot Size

    44.47 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5096846

  • MLS Status

    (10) Active - Active

  • Days on Market

    84

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 6

Interior

  • Sewer

    Septic Tank

  • 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

  • Appliances

    Dishwasher, Dryer, Microwave, Refrigerator, Washer, Dual Fuel Range, Exhaust Fan

  • Exterior Features

    Deck, Garden, Hot Tub, Patio, In Ground Pool, Covered Porch

  • Heating

    Propane, Solar, Heat Pump, Zoned, Radiant Floor

  • Flooring

    Carpet, Ceramic Tile, Hardwood, Tile, Wood

  • Cooling

    None

Construction

  • Year Built

    Year Built: 2010

  • Home type

    Single Family Residence

  • Construction Materials

    Timber Frame, Wood Siding

  • Architectural Style

    Craftsman, Post And Beam

  • Roof

    Metal, Standing Seam

  • Property Condition

    Existing

  • Foundation Details

    Concrete

Utilities & Energy

  • Electric

    Circuit Breakers

  • Utilities

    Propane

  • Basement

    Finished

  • Water Source

    Drilled Well

Other Features

  • Lot Features

    Country Setting, Landscaped, Mountain View, Orchard(s), Recreational, Ski Area, Trail/near Trail, Walking Trails, Wooded, Mountain, Near Skiing, Near Snowmobile Trails

Price History

DateEventPrice

06/26/2026

Source: mls_logoNEREN/Prime MLS-NH #5096846

Listed for Sale

$3,995,000

$726/sqft

04/20/2026

Source: mls_logoNEREN/Prime MLS-NH #5030672

Off Market

$3,995,000

$726/sqft

Based on information from PrimeMLS Inc. through Sep 19, 2026, 03:31AM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Sep 19, 2026, 03:31AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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