Listed by Margaret McMahon • Four Seasons Sotheby's Int'l Realty.
For sale
$1,200,000
Est. $7,705/mo —
Studio
•
1 ba
•
950
sq ft
109 Winhall Hollow Rd, Winhall, VT 05340
About this home
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.
Single-familyProperty Type
2020Year Built
23.5 acresLot Size
$1,263Price/Sq.Ft.
1 car garageParking
Listed by Margaret McMahon• Four Seasons Sotheby's Int'l Realty
Listed by Robin Apps• Four Seasons Sotheby's Int'l Realty
As the MLS and public records start to fill up, we'll list the details here.
Public record
Public record
Zoning
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Style
Single Family Residential
County
Bennington County
APN
771-245-10773
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Last updated by owner on Apr 2, 2026.
R
Residential District
The Residential District is established as areas primarily intended for single-family dwellings.
Permitted uses
Include but are not limited to:
Agriculture
Housing-Single unit
Cemetery
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
1/10 Heat Factor
8 days above 87° expected this year, 18 days in 30 years
3/10 Wind Factor
6% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Winhall, VT • 05340
Average low and high temperatures (°F)
22
11
26
12
42
25
53
34
59
44
72
55
76
60
73
55
69
50
57
40
42
30
29
16
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
96/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 3% for direct sun exposure in Winhall. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.2 hrs
5.7 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 109 Winhall Hollow Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $485,000 and $1,100,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $485K to $1.1M.