
Land with Home for Sale in Jamaica, Vermont
116 Teacher Rd, Jamaica, VT 05343
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 3/4 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.
Location
- Street address
- 116 Teacher Rd
- County
- Windham County
- Zip code
- 05343
- Elevation
- 783 feet
Directions
From Route 100 take Henderson Road, up the hill, the road will bend to the left and there turns into Teacher Road. Continue to the dead end.
Property details
- Acreage
- 14.4 acres
- Zoning
- res
- MLS #
- NNEREN 5106080
- Posted
Property taxes
- 2026
- $6,413
Details and features
Listing
- Type
- Residential
Lot
- Features
- Country Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails
Exterior
- Pool
- Deck
- Structures
- Gazebo
- Features
- Shed
Structure
- Stories
- 3
- Water
- Well
- Heating
- Heat Pump, Oil, Propane, Solar, Wood, Wood Stove
- Cooling
- Ductless, Zoned
- Materials
- Wood Frame
- Roof
- Metal
Interior
- Room Count
- 11
- Rooms
- Basement, Bathroom x 3, Bedroom x 4, Dining Room
- Flooring
- Carpet, Tile
- Fireplaces
- Yes
- Appliances
- Dishwasher, Dryer, Electric Range, Range Hood, Refrigerator, Washer
- Features
- 1 Fireplace, Dining Area, Furnished, Kitchen/Living, Living/Dining, Natural Light, Primary BRW/BA, Wood Stove Insert
Property utilities
| Category | Type | Status |
|---|---|---|
| Power | Solar | Connected |
| Gas | Propane | Connected |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Aug 21, 2026 | New listing | $549,000 | — | NNEREN |


































