For Sale
Single family home for sale at 116 Teacher Rd, Jamaica, VT 05343 | MLS# 5106080 | Listing updated on 2026-10-26
Photo 1 of Single family home for sale at 116 Teacher Rd, Jamaica, VT 05343 | MLS# 5106080 | Listing updated on 2026-10-26
Photo 2 of Single family home for sale at 116 Teacher Rd, Jamaica, VT 05343 | MLS# 5106080 | Listing updated on 2026-10-26
Photo 3 of Single family home for sale at 116 Teacher Rd, Jamaica, VT 05343 | MLS# 5106080 | Listing updated on 2026-10-26
Photo 4 of Single family home for sale at 116 Teacher Rd, Jamaica, VT 05343 | MLS# 5106080 | Listing updated on 2026-10-26
31+
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Listed by: Carrie Mathews | Winhall Real Estate (802) 297-1550

$549,000

Monthly Est:$2,733

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,359sqft

116 Teacher Rd, Jamaica, VT 05343

$2,733/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1971

  • $-- HOA

  • 14.4 acres lot

  • $233/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 26, 2026 at 3:42 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5106080 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    Jamaica

  • Neighborhood

    --

  • Year Built

    1971

  • HOA Fees

    -

  • Finished Area

    2,359 sqft

  • Lot Size

    14.4 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5106080

  • MLS Status

    (10) Active - Active

  • Days on Market

    73

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Exterior Features

    Deck, Gazebo, Shed

  • Appliances

    Dishwasher, Dryer, Range Hood, Electric Range, Refrigerator, Washer

  • Flooring

    Carpet, Tile, Wood

  • Cooling

    Mini Split

  • Interior Features

    Dining Area, 1 Fireplace, Furnished, Kitchen/living, Living/dining, Primary Br W/ Ba, Natural Light, Wood Stove Insert

  • Sewer

    Septic Tank

  • Heating

    Propane, Oil, Solar, Heat Pump, Hot Air, Wood Stove

Construction

  • Year Built

    Year Built: 1971

  • Home type

    Single Family Residence

  • Foundation Details

    Block, Concrete

  • Roof

    Metal

  • Architectural Style

    Cape

  • Construction Materials

    Wood Frame

  • Property Condition

    Existing

Utilities & Energy

  • Water Source

    Drilled Well

  • Utilities

    Satellite

  • Basement

    Concrete, Full, Unfinished, Walk Out Access, Exterior Entry, Basement Stairs

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Country Setting, Landscaped, Secluded, Ski Area, Trail/near Trail, Walking Trails

Price History

DateEventPrice

10/26/2026

Source: mls_logoNEREN/Prime MLS-NH #5106080

Listed for Sale

$549,000 -3.68%

$233/sqft

05/21/2026

Source: mls_logoNEREN/Prime MLS-NH #5089829

Off Market

$570,000 +48.05%

$242/sqft

02/16/2023

Source: mls_logoNEREN/Prime MLS-NH #4937663

Sold

$385,000

$163/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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