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Courtesy of Margaret Mcmahon of Four Seasons Sotheby's Int'l Realty: .

109 Winhall Hollow Road

Winhall, VT 05340
  • $1,200,000
  • STATUS: Active
  • ON SITE: 65 Days
  • MLS #: 5081867
$1,200,000
  • 0
    BEDS
  • 23.5
    ACRES
  • 1
    BATHS
  • 0
    1/2 BATHS
  • 950
    SQFT
  • $1,263
    $/SQFT
Type:
Single-Family Home
Built:
2020
County:
Area:

School Information

Elementary School:
Middle School:
High School:
School District:

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.

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© Copyright 2026 PrimeMLS. 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 2026-06-07T00:05:31.24.
www.livingvermont.com/homes/174781335
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109 Winhall Hollow Road Winhall, VT 05340

  • Price: $1,200,000
  • Status: Active
  • On Site: 65 Days
  • MLS #: 5081867
0
Beds
1
Baths
0
½ Baths
23.5
Acres
950
SQFT
$1,263
$/SQFT
2020
Built
County:
Bennington
Area:
Winhall
Elementary School:
Choice
Middle School:
Choice
High School:
Choice
School District:
Choice
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.
Exterior Features

Architectural Style Contemporary Color Brown Construction Materials Wood Frame Driveway Gravel Has Garage Yes Lot Features Mountain ViewWooded Road Frontage No Roof Metal

Interior Features

Cooling Mini Split Foundation Concrete Has Basement No Heating Radiant Floor Quarter Baths 0 Rooms Level1 Level 1: Mudroom Rooms Level2 Level 2: 3/4 BathroomLevel 2: Kitchen/Living Rooms Level3 Level 3: Loft Rooms Total 4 Sq Ft Approx Fin Above Grade 950 Sq Ft Approx Fin Below Grade 0

Property Features

Auction No Construction Status Existing Covenants No Electric Underground Flood Zone No Foreclosed / Bank Owned / REO No Pre Construction No Property Type Single Family Resort Yes Road Frontage Type Public Seasonal No Sewer Septic Span Number 771-245-10773 Surveyed Unknown Tax Gross Amount 10467.38 Tax Year 2026 Taxes Tbd No Timeshare Fractional Own No Utilities Cable Available Water Source Drilled Well Zoning residential

Courtesy of Margaret Mcmahon of Four Seasons Sotheby's Int'l Realty: .


© Copyright 2026 PrimeMLS. 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 2026-06-07T00:05:31.24.
 
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