4669 Vermont Rte 100

Londonderry, VT 05148

$1,750,000
Price
7
Beds
4,649 Sq. Ft.
$376 / Sq. Ft.
4,649
Sq. Ft.
$376
per Sq. Ft.
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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...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. Showings are by APPOINTMENT ONLY. Do not drive up the driveway to view the property. Home is owner-occupied and surveillance is in effect.
  1. Listed by T Story Jenks • LandVest, Inc/Woodstock
  2. Listed by Dia Jenks • LandVest, Inc/Woodstock

Property Details for 4669 Vermont Rte 100

Zoning
Residential
LISTING UPDATED: 03/02/2026 08:59 PM

Property Details for 4669 Vermont Rte 100

StatusActive
MLS #5077331
Days on Market8
Taxes$17,739 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1812
Lot Size211.45 AC / 9,210,762 SF
CountyWindham County
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Location

Listing Courtesy of LandVest, Inc/Woodstock
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Building Information for 4669 Vermont Rte 100

Stories3Year Built1812Building Size-Lot Size211.45 AC / 9,210,762 SF

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$10,007 per month

30 year fixed, 6.15% Interest

Principal and Interest

$8,529

Property Taxes

$1,478

HOA Dues

$0

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Property Information for 4669 Vermont Rte 100

Summary
Location and General Information
  • City: Londonderry
  • County: VT-Windham
  • Latitude: 43.217795084976302
  • Longitude: -72.826188839286800
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Zip Code: 05148
Taxes and HOA Information
  • SPAN Number: 357-110-11420
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 3.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Country Setting, Farm, Horse/Animal Farm, Open, Pond, Sloping, Timber, Trail/Near Trail, View, Wooded, Mountain
  • Lot Size Acres: 211.45
  • Road Frontage Length: 3409.0
Property and Assessments
  • Current Use: Yes
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1812
Utilities
  • Electric: 200+ Amp Service, Circuit Breaker(s)
  • Sewer: Concrete, On-Site Septic Exists, Private
  • Water Source: Drilled Well, Private
  • Utilities: Cable, Satellite
  • Internet: Cable Internet, Fiber Optic Internet, Satellite Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Post and Beam, Wood Frame, Clapboard Exterior, Wood Siding
  • Roof: Metal, Standing Seam
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Apartment(s), Climate Controlled, Partially Finished, Storage Space, Sump Pump, Basement Stairs
  • Heating: Propane, Oil, Electric, Heat Pump, Hot Air, Steam
  • Cooling: Other, Mini Split
  • Total Stories: 3

Property History for 4669 Vermont Rte 100

DateEvent & SourcePriceAppreciation
Feb 23, 2026

Listed (Active)

New England Real Estate Network #5077331

$1,750,000—
Jan 8, 2021

Sold (Public Record)

Public Record #1434730333

$175,000—
Jan 6, 2021

Sold (Public Record)

Public Record #686653470

$175,000—
Dec 31, 2020

Sold (Public Record)

Public Record #1433553722

$705,000—
Dec 31, 2020

Sold

New England Real Estate Network #4829653

$705,000—
Dec 21, 2020

Pending

New England Real Estate Network #4829653

—
Sep 18, 2020

Listed (Active)

New England Real Estate Network #4829653

$775,000—
DateEvent & SourcePrice
02/23/2026

Listed (Active)

New England Real Estate Network #5077331

$1,750,000
01/08/2021

Sold (Public Record)

Public Record #1434730333

$175,000
01/06/2021

Sold (Public Record)

Public Record #686653470

$175,000
12/31/2020

Sold (Public Record)

Public Record #1433553722

$705,000
12/31/2020

Sold

New England Real Estate Network #4829653

$705,000
12/21/2020

Pending

New England Real Estate Network #4829653

—
09/18/2020

Listed (Active)

New England Real Estate Network #4829653

$775,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4669 Vermont Rte 100

Taxable ValueLand$288,200Additions$523,600Total$811,800
Tax Record2024$19,694 ($1,641 / month)
Home Facts
Lot Size9,210,762 SqFtStyleMulti-Family Dwelling (2-4)CountyWINDHAMAPN(110) 104025

Schools near 4669 Vermont Rte 100

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Flood Brook Usd #20
Public - PK to 8
Rating
School
Distance
Flood Brook Usd #20
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 4669 Vermont Rte 100, Londonderry, VT 05148

4669 Vermont Rte 100 is a single family home for sale in Londonderry, VT 05148. This property was listed for sale on February 23, 2026 by LandVest, Inc/Woodstock, it's currently listed at $1,750,000. It has been on the market for a total of 8 days and was last sold on January 8, 2021. This listing's school district is Taconic and Green Regional School District. Nearby schools include Flood Brook Usd #20. 4669 Vermont Rte 100 is a 7-bed, 5-bath, 4,649 sqft single family home built in 1812.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LandVest, Inc/Woodstock

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 03/03/2026 06:53 PM