$1,498,500
 $8,044 est/mo Sourced by Back At You

4669 Vermont Rte 100,Londonderry, VT 05148

Londonderry, VT 05148

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Description

Encompassing over 200 acres of pasture and forest, Timberland Farm is anchored by an early 1800s farmhouse that feels at once timeless and lived-in, a place shaped by centuries of stories, music, and shared meals. The living spaces feel both intimate and generous, framed by hand-hewn beams and original wide pine floors. From the dining room to the music room, wood-burning fireplaces crowned with antique mantels add warmth and character, while the expansive kitchen hearth draws one in for easy conversation and board games. Built-in bookcases, plaster walls, wood paneling, and windows overlooking the land lend the house a quiet, grounded grace. The farmhouse also includes a lower-level guest apartment with a private entrance. Nearby, a charming guest cabin, once the town’s blacksmith shop, provides a private haven for visitors. The barn has been thoughtfully reimagined and now houses a commercial kitchen, gym, and offices, offering flexibility for creative enterprise and agricultural ventures. A separate barn includes a woodworking shop. In recent years, pastureland surrounding the home and pond was reclaimed for grazing goats, restoring the agrarian rhythm of the property. Wildflowers and apple trees scatter the fields. A three-quarter-mile hike through the wood reveals a cool swimming hole. Additional woodland trails invite walking, snowshoeing, and foraging for berries, mushrooms and fiddleheads. Timberland Farm is a legacy holding, and very private, yet within easy reach of Stratton, Bromley, Magic Mtn. and Okemo. 17 miles from Manchester and 26 miles from Rutland Airport. 3 h from Boston and 4 h from New York. No showings through May 16th, 2026. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.

Details

MLS #5077331
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
Status(10) Active - Active
Year1812
Days On Site183
Listing Provided ByLandVest, Inc/Woodstock | T Story Jenks

Features

Bed(s)7
Bath(s) 5 Total
Garage3
BasementY
Story(s)3
ZoningResidential
Acreage211.45

Interior

Rooms Total10
CoolingMini Split, Other
HeatingPropane, Oil, Electric, Heat Pump, Hot Air, Steam

Exterior

RoofMetal, Standing Seam
Construction MaterialsPost and Beam, Wood Frame, Clapboard, Wood Siding
Foundation DetailsGravel/Pad, Stone
Lot FeaturesCountry Setting, Farm, Horse/Animal Farm, Open Lot, Pond, Sloped, Timber, Trail/Near Trail, Views, Wooded, Mountain

Parking

Garage Yes / NoYes

Utilities

UtilitiesCable, Satellite
Electric200+ Amp Service, Circuit Breakers
SewerConcrete, On-Site Septic Exists, Private Sewer

Taxes

Tax Annual Amount17739.1
Tax Year2025

Area Information

StateVT
CountyWindham
CityLondonderry
Zip Code05148
AreaVT Windham
Listing VS Median (in 05148)
Price:
$1,498,500
low | high
Med:
$850,000
93.276609943277% of Average
On site:
183
low | high
Med:
483
37.888198757764% of Average
Sourced by Back At You

Market Activity 05148

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Additional Information


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Learn More About This Property

StateVT
CountyWindham
CityLondonderry
Zip Code05148
AreaVT Windham
Listing VS Median (in 05148)
Price:
$1,498,500
low | high
Med:
$850,000
93.276609943277% of Average
On site:
183
low | high
Med:
483
37.888198757764% of Average
Sourced by Back At You
Listing Updated: July 31, 2026 at 2:15:34 PM PDT
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