New Listing

159 winhall hollow road

Winhall, VT 05340

$5,575,000

7 BEDS 10 BATHS
9,915 SQFT42.93 AC LOT
Residential
New Listing
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Bedrooms 7
Total Baths 10
Full Baths 9
Square Feet 9915
Acreage 42.93
Status Active
MLS # 5104104
County VT-Bennington
More Info
Category Residential
Status Active
Square Feet 9915
Acreage 42.93
MLS # 5104104
County VT-Bennington
Listed By: Listing Agent Kim Morgan-Wohler
Wohler Realty Group
Privately situated in a most beautiful setting, this grand Vermont estate commands a remarkable landscape, with Stratton Mountain rising majestically beyond the tree line. A sweeping private drive sets the tone for an extraordinary arrival; open meadows, a serene pond, and beautifully preserved grounds before revealing the 9915 SF residence itself and massive barn. There's an immediate sense of permanence here.Thoughtfully positioned for complete privacy, the 7 ensuite Bedroom/9.5 bath home possesses the scale, presence, & quiet grandeur reminiscent of New England's great legacy estates. Its architecture feels substantial yet entirely at home within its surroundings, balancing stately proportions and refined craftsmanship with the warmth and authenticity of a distinguished country property. Expansive lawns, pastoral vistas, mature trees, and distant mountain views create a magnificent natural setting on 42.93 acres, while the home stands as its centerpiece: elegant and enduring.The Main Residence features multiple gathering spaces, three fireplaces, beautiful wood floors, impeccable stonework, fine woodworking and upscale details. It's grand in scale, warm in spirit, and created for gathering. Meticulously crafted stone archways, wood beams and oversized timber mantels frame the hearths. A generous chef’s kitchen with premier appliances and custom design was conceived for those who appreciate the art of cooking and the pleasure of company. An extraordinary barn enhances the property with it's interior grand lodge room framed with reclaimed barn beams, a 2 story stone hearth, ideal for entertaining and apres ski fun, guest quarters with kitchen and 3 bay garage.This represents Vermont country living at its most distinguished a rare convergence of masterful craftsmanship, remarkable acreage, architectural character, and an incomparable natural setting. It's a home for generations to gather. Just 5 minutes to the Stratton Mountain Access Road,20 min to Manchester
Listing
Street
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Exterior Features

  • Style Freestanding, Multi-Level, New Englander, Tri-Level
  • Construction Single Family
  • Siding Wood Frame, Wood
  • Roof Asphalt Shingle
  • Garage Yes
  • Water Drilled Well
  • Sewer 1000 Gallon, Septic Tank
  • Lot Description Country Setting, Pasture, Landscaped, Level, Mountain View, Open Lot, Other, Secluded, Views, Walking Trails, Wooded, Mountain, Near Skiing, Private

Interior Features

  • Heating Propane, Baseboard, Hot Water
  • Cooling Central Air
  • Basement Concrete, Concrete Floor, Full, Storage Space, Unfinished
  • Living Area 9,915 SQFT
  • Year Built 2002
  • Stories 3

Neighborhood & Schools

  • School Disrict Choice
  • Elementary School Choice
  • Middle School Choice
  • High School Choice

Financial Information

  • Zoning Rural

Listing Information

Listing Provided Courtesy of Wohler Realty Group
Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 08/15/2026.
Listing data is current as of 08/15/2026.

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