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Offered at $5,575,000Active
beds
7
baths
10
sq ft
9,915
Built
2002

159 Winhall Hollow Road

Winhall, VT 05340

Residential · Active · MLS #5104104
Listing Courtesy of Wohler Realty Group | Kim Morgan-Wohler, Britt M Wohler

The home

About this home

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

Property information

Details at a glance

Interior3 property facts
Rooms
18
Heating
Baseboard, Hot Water, Propane
Cooling
Central Air
Building5 property facts
Style
Single Family Residence
Year built
2002
Garage
5
Parking
5
Roof
Shingle
Land & utilities4 property facts
Lot size
42.93 acres
Water
Well
Sewer
Septic Tank
Zoning
Rural
Financial2 property facts
Annual taxes
$58,851
Assessment year
2025

Plan your purchase

Estimated monthly cost

Explore costs at the $5,575,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$33,094 / monthAdjust
Principal & interest
$28,190
Property tax
$4,904
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $58,851. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

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Price & market context

See how this home compares with active listings in Winhall.

This home compared with active listings in Winhall
MetricThis homeLocal listings
List price$5,575,000$910,000513% above local
Price / sq ft$562$38845% above local
Days on market44691% below local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

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About 159 Winhall Hollow Road

Can I request a private showing?

Request a tour of 159 Winhall Hollow Road and a Bean Group agent will help coordinate an available time with the listing side.

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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