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  • Listed by: Winhall Real Estate
    $570,000

    116 Teacher Road, Jamaica, VT 05343

    4beds
    2,359sqft
    : Get pre-qualified
    Single Family Residence
    Built in 1971
    14.4 Acres Lot
    $543,800 Zestimate®
    $242/sqft
    $-- HOA

    What's special

    South-facing home
    Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time residence. Conveniently located just 20 minutes from Stratton Mountain and Mount Snow. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath, and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and outdoor adventure await right from the property. Energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, Daikin heat pumps and mini splits, rebuilt chimney, generator-ready setup, multiple heating options, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, this is a rare opportunity to own a true Vermont escape.
    15 days
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    1,253
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    111
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    Zillow last checked:

    Listing updated:

    Listed by:

    Carrie Mathews,

    Winhall Real Estate 802-297-1550

    Source: PrimeMLS,MLS#: 5089829MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 1
      • 3/4 bathrooms: 1
      • 1/2 bathrooms: 1
      Heating
      • Propane, Oil, Solar, Heat Pump, Hot Air, Wood Stove
      Cooling
      • Mini Split
      Appliances
      • Included: Dishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer
      Features
      • Dining Area, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light
      • Flooring: Carpet, Tile, Wood
      • Basement: Concrete,Full,Unfinished,Walkout,Exterior Entry,Basement Stairs,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: 1 Fireplace, Wood Stove Insert
      • Furnished: Yes
      Interior area
      • Total structure area: 3,747
      • Total interior livable area: 2,359 sqft
      • Finished area above ground: 2,359
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Paved
      • Garage spaces: 2
      Features
      • Levels: 3
      • Stories: 3
      • Exterior features: Deck, Shed
      Lot
      • Size: 14.4 Acres
      • Features: Country Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails
      Details
      • Additional structures: Gazebo
      • Parcel number: 32410110141
      • Zoning description: res

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame
      • Foundation: Block, Concrete
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1971

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Septic Tank
      • Utilities for property: Satellite, Satellite Internet

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      Location
      • Region: Jamaica

      Financial & listing details

      • Price per square foot: $242/sqft
      • Tax assessed value: $233,600
      • Annual tax amount: $6,412
      • Date on market: 5/20/2026
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        Estimated market value

        $543,800

        $517,000 - $571,000

        $3,415/mo

        Price history

        DateEventPrice
        5/20/2026Listed for sale$570,000+48.1%$242/sqft
        Source: PrimeMLS #5089829 Report a problem
        2/14/2023Sold$385,000+10.3%$163/sqft
        Source: PrimeMLS #4937663 Report a problem
        11/23/2022Listed for sale$349,000+48.5%$148/sqft
        Source: PrimeMLS #4937663 Report a problem
        5/2/2013Sold$235,000-6%$100/sqft
        Source: Public Record Report a problem
        12/19/2012Listed for sale$250,000$106/sqft
        Source: Lowe's Real Estate and Property Management, LLC. #4169240 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $233,600
        2023-- $233,600
        2022-- $233,600
        2021-- $233,600
        2020-- $233,600
        2019-- $233,600
        2018-- $233,600 -2.9%
        2017-- $240,600
        2016-- $240,600 +9900%
        2015-- $2,406
        2014-- $2,406
        2013-- $2,406 -20.5%
        2012-- $3,026
        2011-- $3,026
        2010-- $3,026
        2009-- $3,026
        2008-- $3,026 +111.2%
        2007-- $1,433
        2006-- $1,433 +15.7%
        2003$1,475 $1,239

        Find assessor info on the county website

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          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Neighborhood: 05343

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