Avoid the high cost of heating oil with this this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat. Recent energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, and Daikin heat pumps and mini splits. Located just 20 minutes from Stratton Mountain and Mount Snow, this home sits on 14.4 acres bordering the beautiful Green Mountain National Forest and offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property can be used as a fully-equipped, turn-key vacation rental or exceptional full-time residence. 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 the VAST trail can be accessed from the property. Also included, an oil forced-air heating system, rebuilt chimney, generator-ready setup, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, yet only half a mile from Rt. 100, this is a rare opportunity to own a true Vermont escape.
Active
Listed by: Winhall Real Estate • Carrie Mathews • 802-297-1550
$549,000
116 Teacher Road, Jamaica, VT 05343
4beds
2,359sqft
Single Family Residence
Built in 1971
14.4 Acres Lot
$524,700 Zestimate®
$233/sqft
$-- HOA
What's special
Screened gazeboYear-round creekCedar walk-in closetBasement with half bathMature forestSouth-facing homePrivate trails
- 65 days
- 916
- 75
Zillow last checked:
Listing updated:
Listed by:
Carrie Mathews,
Winhall Real Estate 802-297-1550
Source: PrimeMLS,MLS#: 5106080
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
- Special conditions: Standard
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: $233/sqft
- Tax assessed value: $233,600
- Annual tax amount: $6,848
- Date on market: 8/21/2026
Estimated market value
$524,700
$498,000 - $551,000
$3,768/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/21/2026 | Listed for sale | $549,000-3.7%$233/sqft |
Source: | ||
| 6/20/2026 | Listing removed | $570,000$242/sqft |
Source: | ||
| 5/20/2026 | Listed for sale | $570,000+48.1%$242/sqft |
Source: | ||
| 2/14/2023 | Sold | $385,000+10.3%$163/sqft |
Source: | ||
| 11/23/2022 | Listed for sale | $349,000+48.5%$148/sqft |
Source: | ||
| 5/2/2013 | Sold | $235,000-6%$100/sqft |
Source: Public Record Report a problem | ||
| 12/19/2012 | Listed for sale | $250,000$106/sqft |
Source: Lowe's Real Estate and Property Management, LLC. #4169240 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
Monthly payment
Est. payment




