This listing courtesy of Margaret McMahon , Four Seasons Sotheby's Int'l Realty
$1,200,000

109 Winhall Hollow Road, Winhall, VT 05340

  • 1 bath |
  • 950 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2020
  • Property Lot Size Icon23.5acre lot
  • Property Parking Icon 1 car garage
  • Property Price Per Square Feet Icon $1,263/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

Experience the pinnacle of Green Mountain living on this extraordinary 23.5-acre property. Perfectly positioned to capture a stunning, direct-line-of-sight view of Stratton Mountain, this property is more than just a home—it is a private outdoor sanctuary meticulously designed by The Wadsworth Company for the modern adventurer. The centerpiece of the property is a striking, contemporary dwelling that masterfully blends industrial strength with warm, natural aesthetics. Its bold, dark-bronze standing seam metal exterior provides a sleek, low-maintenance finish that stands out against the lush Vermont landscape. The upper-level living space features a massive wall of glass that opens onto a spacious deck, offering a one-of-a-kind vantage point to enjoy your morning coffee while scouting the ski conditions across the valley. Complementing the living quarters, the ground floor offers high-clearance multi-functional space, perfect for a professional-grade workshop, gear room, or housing a full fleet of UTVs and mountain bikes. Beyond the residence, the land has been transformed into a premier recreational paradise. You can navigate professionally designed and carved mountain bike trails that wind through the expansive 23.5-acre forest. Below the main house, a vast, rolling meadow leads to a custom stone firepit area—the ultimate destination for après-bike gatherings under the stars. Located just minutes from Stratton Mountain Resort, this estate offers a rare combination of architectural sophistication and private access to the best of the Vermont outdoors. This property is also primed for future expansion and the creation of a grander mountain estate. The septic system was specifically built to accommodate a new five-bedroom house, and comprehensive plans are available for viewing for the proposed home. Representing the very best of the Vermont lifestyle, this offering provides both a turnkey adventure hub and a ready-to-build canvas for your dream residence.

Listing Status:
Active
Date Added:
April 2, 2026
Data Last Updated:
May 25, 2026 at 4:58AM
Listing Office:
Four Seasons Sotheby's Int'l Realty : 802-297-8000
Listing Agent:
Margaret McMahon : 802-297-1100 : megan.mcmahon@fourseasonssir.com
MLS ID:
5081867
  • A/C: Mini Split
  • Heating: Radiant Floor
  • Style: Contemporary
  • Roofing: Metal
  • General: Wood FrameConcrete
  • Road/Access: Public
  • School District: Choice
  • County: Bennington
  • Driveway: Gravel
  • Zoning: residential
  • Current Use: None
  • Utilities: Cable Available
  • Water: Drilled Well
  • Sewer: Septic

This listing courtesy of Margaret McMahon , Four Seasons Sotheby's Int'l Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

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