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.
Active
Listed by: Winhall Real Estate
$570,000
116 Teacher Road, Jamaica, VT 05343
4beds
2,359sqft
Est.: 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
- 15 days |
- 1,253 |
- 111 |
Zillow last checked:
Listing updated:
Listed by:
Carrie Mathews,
Winhall Real Estate 802-297-1550
Source: PrimeMLS,MLS#: 5089829
Tour with a local agent
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
Estimated market value
$543,800
$517,000 - $571,000
$3,415/mo
Price history
| Date | Event | Price |
|---|---|---|
| 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 | $1,239 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
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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Climate risks
Neighborhood: 05343
Getting around
0 / 100
Car-DependentNearby schools
GreatSchools rating
- 6/10Townshend Village SchoolGrades: PK-5Distance: 4.6 mi
- 3/10Leland & Gray Uhsd #34Grades: 6-12Distance: 4.7 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Windham County
- Jamaica
- 05343
- 116 Teacher Road




