$549,000
 $2,947 est/mo Sourced by Back At You

116 Teacher Road,Jamaica, VT 05343

Jamaica, VT 05343

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Description

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.

Details

MLS #5106080
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
Status(10) Active - Active
Year1971
Days On Site51
Listing Provided ByWinhall Real Estate | Carrie Mathews

Features

Bed(s)4
Bath(s) 3 Total
Garage2
BasementY
Story(s)3
Zoningres
Acreage14.40

Interior

Rooms Total11
CoolingMini Split
HeatingPropane, Oil, Solar, Heat Pump, Hot Air, Wood Stove
Interior FeaturesDining Area, 1 Fireplace, Furnished, Kitchen/Living, Living/Dining, Primary BR w/ BA, Natural Light, Wood Stove Insert
AppliancesDishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer

Exterior

Exterior FeaturesDeck, Gazebo, Shed
RoofMetal
Construction MaterialsWood Frame
Foundation DetailsBlock, Concrete
Lot FeaturesCountry Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails

Parking

Garage Yes / NoYes

Utilities

UtilitiesSatellite
ElectricCircuit Breakers
SewerSeptic Tank

Taxes

Tax Annual Amount6848.22
Tax Year2026

Area Information

StateVT
CountyWindham
CityJamaica
Zip Code05343
AreaVT Windham
Listing VS Median (in 05343)
Price:
$549,000
low | high
Med:
$2,399,000
100% of Average
On site:
51
low | high
Med:
1107
4.607046070461% of Average
Sourced by Back At You

Market Activity 05343

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Learn More About This Property

StateVT
CountyWindham
CityJamaica
Zip Code05343
AreaVT Windham
Listing VS Median (in 05343)
Price:
$549,000
low | high
Med:
$2,399,000
100% of Average
On site:
51
low | high
Med:
1107
4.607046070461% of Average
Sourced by Back At You
Listing Updated: October 6, 2026 at 12:19:03 PM PDT