116 Teacher RoadJamaica, VT 05343MLS Number 5089829

  • Price: $570,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Open House
116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343
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  • 4Bedrooms
  • 14.4Acreage
  • 3Bathrooms
  • 1971Year Built

Driving Directions

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.
Listed by Carrie Mathews of Winhall Real Estate

Open Houses

May 24th
Starts: 12:00pm
Ends: 2:00pm
Comments: Please join me for a public and agent open house!

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More Info

Tax Information

  • Tax Year2026

Location

  • Building Number116
  • StreetTeacher Road
  • TownJamaica
  • StateVT
  • Zip05343
  • CountyWindham
  • Flood Zone Y/NNo
  • Address116 Teacher Road

Interior

  • Interior FeaturesDining Area,1 Fireplace, Furnished, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Wood Stove Insert
  • FloorsCarpet, Tile, Wood
  • Stories3

Exterior

  • Exterior FeaturesDeck, Gazebo, Shed
  • Exterior ColorShale
  • RoofMetal

Parking

  • Parking Spaces2
  • GarageYes

Building

  • Year Built1971
  • Building ConstructionWood Frame
  • ConstructionExisting
  • Property StyleCape
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths1
  • Half Bath1
  • Total Rooms11
  • Square Feet2,359
  • APX Unfin Below Grade1388
  • BasementConcrete, Full, Unfinished, Walkout, Exterior Access, Basement Stairs
  • FoundationBlock, Concrete

Amenities

  • AmenitiesSmoke Detector, Wood Stove
  • PricePerSqFt241.63

Other

  • SeasonalNo
  • Page370
  • Date Listed05/20/2026
  • View Count1

Rooms

  • Full Bath1

Basic Information

  • MLS Number5089829
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$570,000
  • Listing Agent NameCarrie Mathews
  • Broker NameWinhall Real Estate

Property

  • Acreage14.4
  • Lot DescriptionCountry Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails
  • AreaVT-Windham
  • DrivewayPaved
  • RoadsDead End, Public Maintained Road

Utilities

  • Heat SystemPropane, Oil, Solar, Heat Pump, Hot Air, Wood Stove
  • WaterDrilled Well
  • SewerSeptic
  • ElectricCircuit Breaker(s)
  • UtilitiesSatellite
Bellville Realty
Bellville Realty
Office: 802-257-7979
16 Harmony Place
Brattleboro, VT 05301
Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. 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 May 21, 2026 8:24 AM EDT

 

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