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Patrick Cooper
REALTOR®
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116 Teacher Road, Jamaica, VT 05343

$549,000
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BEDS4 BATHS2 full 1 partial SQUARE FEET2,359 MLS#5106080
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Winhall Real Estate
Agency Phone: 802-297-1550
Associate Name: Carrie Mathews
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Property Description

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.

116 Teacher Road | MLS# 5106080

This single family home located at 116 Teacher Road, Jamaica, VT 05343 is currently listed for sale with an asking price of $549,000. This property was built in 1971 and has 4 bedrooms and 2 full and 1 partial baths with 2359 sq. ft. Search Jamaica real estate on patrickcooper.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Concrete, Full, Unfinished, Walkout, Exterior Access, Basement Stairs
Cooling: Mini Split
Garage: 2
Heating: Propane, Oil, Solar, Heat Pump, Hot Air, Wood Stove
Home Style: Cape
Lot Size: 14.40 Acres
Roof Type: Metal
Stories: 3.0
Taxes: $6,848
Year Built: 1971

Amenities

Dining Area
1 Fireplace
Furnished
Kitchen/Living
Living/Dining
Primary BR w/ BA
Natural Light
Wood Stove Insert
Deck
Gazebo
Shed

Feature Descriptions

Appliances: Dishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer
Baths 1/2: 1
Baths 3/4: 1
Baths Full: 1
Color: Shale
Construction: Wood Frame
Days on Site: 83
Driveway: Paved
Electric: Circuit Breaker(s)
Equipment: Smoke Detector, Wood Stove
Exterior: Wood Frame
Flood Zone: No
Flooring: Carpet, Tile, Wood
Foundation: Block, Concrete
Lot: Country Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails
Number of Rooms: 11
Roads: Dead End, Public Maintained Road
Sewer: Septic
Sq. Ft. Above Grade Finished: 2359
Sq. Ft. Total Finished: 2359
Total Stories: 3
Water: Drilled Well
Zoning: res

Listed By / Shown By

Listed By

Agency Name: Winhall Real Estate
Agent Name: Carrie Mathews
Agency Phone: 802-297-1550

Shown By

Agent Name: Patrick Cooper
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 1,952.63 per month $1,221.84 Principal & Interest $570.67 Property Tax $160.13 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 11/12/2026. The listing information on this page last changed on 11/12/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 11/12/2026 12:06:10 AM EST) or MLSPIN MLS (last updated Wed 11/11/2026 11:38:31 PM EST) or Prime MLS (last updated Wed 11/11/2026 11:32:43 PM EST) or MREIS (last updated Thu 11/12/2026 12:05:15 AM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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 2026-11-11 23:32:43

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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