159 Winhall Hollow Road Winhall, VT 05340
Listing Courtesy of: MLS LogoPrimeMLS / Listed By: Kim Morgan-Wohler, Wohler Realty Group

  159 Winhall Hollow Road Winhall, VT 05340

Active (20 Days)
$5,575,000 (USD)
7
BED
10
BATH
9,915
SQFT

Description

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

MLS #:
5104104
Lot Size
42.93 acres
Type
Single-Family Home
Year Built
2002
Style
New Englander, Multi-Level, Tri-Level, Freestanding
School District
Choice
County
Bennington County

Listed By

Kim Morgan-Wohler, Wohler Realty Group
Source
PrimeMLS
Last checked Aug 27 2026 at 12:53 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 9
  • Half Bathroom: 1
Lot Information
  • Level
  • Landscaped
  • Country Setting
  • Wooded
  • Mountain View
  • Secluded
  • Walking Trails
  • Other
  • Pasture
  • Views
  • Open Lot
  • Near Skiing
  • Mountain
  • Private
Property Features
  • Foundation: Concrete
Heating and Cooling
  • Hot Water
  • Baseboard
  • Propane
  • Central Air
Basement Information
  • Unfinished
  • Full
  • Concrete
  • Storage Space
  • Concrete Floor
Exterior Features
  • Roof: Asphalt Shingle
Utility Information
  • Utilities: Cable, Phone Connected
  • Sewer: 1000 Gallon, Septic Tank
  • Fuel: Hot Water, Propane
School Information
  • Elementary School: Choice
  • Middle School: Choice
  • High School: Choice
Stories
  • 3
Living Area
  • 9,915 sqft
Location
   
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Estimated Monthly Mortgage Payment

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Disclaimer: © 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 8/27/26 05:53