Winhall, VT | 159 Winhall Hollow Road

$5,575,000
MLS#: 5104104
9915
SQ. Feet
42.93
Acres
10
Baths
7
Bedrooms
1 of 60

General Property Information

Property Status:
Active
Price:
$5, 575, 000
Assessed:
$0
Assessed Year:
County:
VT-Bennington
Acres:
42.93
Property Type:
Single Family
Year Built:
2002
Agency/Brokerage:
Kim Morgan-Wohler
Wohler Realty Group
Bedrooms:
7
Total Baths:
10
Sq. Ft. (Total):
9915
Tax Year:
2025
Taxes:
$58, 851
Association Fees:

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

Interior Features

# Of Stories:
3
Sq. Ft. (Total):
9915
Sq. Ft. (Above Ground):
9915
Sq. Ft. (Below Ground):
0
Sq. Ft. Unfinished:
3097
Rooms:
18
Bedrooms:
7
Baths:
10
Interior Desc:
Appliances Included:
Flooring:
Heating Cooling Fuel:
Water Heater:
Basement Desc:
Concrete, Concrete Floor, Full, Storage Space, Unfinished

Exterior Features

Style of Residence:
Freestanding, Multi-Level, New Englander, Tri-Level
House Color:
Time Share:
No
Resort:
Exterior Desc:
Exterior Details:
Amenities/Services:
Land Desc.:
Country Setting, Field/Pasture, Landscaped, Level, Mountain View, Open, Other, Secluded, View, Walking Trails, Wooded, Mountain, Near Skiing, Private
Suitable Land Usage:
Roof Desc.:
Asphalt Shingle
Driveway Desc.:
Gravel
Foundation Desc.:
Concrete
Sewer Desc.:
1000 Gallon, Septic
Garage/Parking:
Yes
Garage Spaces:
5
Road Frontage:
2034

Other Information

Source: Data provided by PrimeMLS, graph generated by Pall Spera Company
List Date:
2026-08-07
Last Updated:

Stowe Office

Kerry Douglas Pearce

(P) 802.253.9771
(F) 802.253.9993
email

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