4669 Vermont Rte 100, Londonderry, VT 05148

• 7 beds |
• 5 baths |
• 6,428 sqft

Property 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.

Listing Status:

Active

Date Added:

February 23, 2026

Data Last Updated:

May 25, 2026 at 4:01AM

Listing Office:

LandVest, Inc/Woodstock : 802-457-4977

Listing Agent:

T Story Jenks : : sjenks@landvest.com

MLS ID:

5077331

Interior

• Basement: Apartment(s)Climate ControlledPartially FinishedStorage SpaceSump PumpBasement Stairs
• A/C: Mini SplitOther
• Heating: PropaneOilElectricHeat PumpHot AirSteam

Exterior

• Style: Cape

Construction

• Roofing: MetalStanding Seam
• General: Post and BeamWood FrameClapboard ExteriorWood SidingGravel/PadStone

Location

• Road/Access: Paved
• County: Windham

Lot

• Driveway: Gravel
• Zoning: Residential
• Current Use: Yes

Utilities

• Utilities: CableSatellite
• Water: Drilled WellPrivate
• Sewer: ConcreteOn-Site Septic ExistsPrivate