103 Winhall Hollow Rd

Winhall, VT 05340

$2,365,000
Last Sold Price
9
Beds
3,375 Sq. Ft.
$701 / Sq. Ft.
3,375
Sq. Ft.
$701
per Sq. Ft.
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Closed 11/17/22
Closed 11/17/22

Description

Some opportunities only come along once in a lifetime! This is your chance! Come see the historic red fox inn! A unique, unrivaled Vermont offering located on the famed Winhall Hollow Rd. With 10.1 gorgeous acres boasting beautiful open meadows, spacious grounds and views of Stratton, this property has a 3375 sq. ft, 9 BR 8 bath + living room Guesthouse, a magnificent 6484' Barn with 75 seat restaurant and Irish Pub, always the go to place for great food, great music and a great time! Also, there...Some opportunities only come along once in a lifetime! This is your chance! Come see the historic red fox inn! A unique, unrivaled Vermont offering located on the famed Winhall Hollow Rd. With 10.1 gorgeous acres boasting beautiful open meadows, spacious grounds and views of Stratton, this property has a 3375 sq. ft, 9 BR 8 bath + living room Guesthouse, a magnificent 6484' Barn with 75 seat restaurant and Irish Pub, always the go to place for great food, great music and a great time! Also, there is a 1600' 3 BR carriage house used for living quarters, a 5 bay garage and a 1.53a. lot permitted for 4 BR home. The best part? State wastewater Permits are in place for all of this! Use your imagination and creativity to make this your own! You can even renovate the guesthouse to become your new dream home all the while experiencing living in a tranquil setting. The current owners have been the steadfast Innkeepers of this precious gem for the last 40 years and have raised their children here in this sought after School Choice Winhall community. This property is 5 min. to Stratton, 15 min to Bromley, 30 min to Mt. Snow, 45 min to Okemo, 60 min to Killington. It is close to golf, tennis, swimming, hiking, paddleboarding, Manchester and is part of a large arts community as well. Only 4.5 hrs to NYC, 1.25 to Albany, 2.5 hrs to Burlington, 3 hrs to Boston. Your vision can be your answer to having a peaceful environment, great schools and a less hectic life! What are you waiting for?
  1. Listed by Elyn Bischof • Berkshire Hathaway HomeServices Stratton Home

Sold By William Raveis Winhall

Property Details for 103 Winhall Hollow Road

Parking
Garage, Parking Spaces 21+, Unpaved
Zoning
Residential pre existing
LISTING UPDATED: 11/18/2022 03:03 PM

Property Details for 103 Winhall Hollow Road

StatusClosed
MLS #4931129
Days on Market21
Taxes$18,454 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1850
Lot Size10.10 AC / 439,956 SF
CountyBennington County
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Location

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Building Information for 103 Winhall Hollow Road

Stories2Year Built1850Building Size-Lot Size10.10 AC / 439,956 SF

Payment Calculator

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$13,447 per month

30 year fixed, 6.46% Interest

Principal and Interest

$11,909

Property Taxes

$1,538

HOA Dues

$0

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Property Information for 103 Winhall Hollow Road

Summary
Location and General Information
  • Area Description: Near Golf Course, Near Skiing, Rural
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Bondville, take Winhall Hollow Rd. Red Fox is on the left. See sign.
  • Latitude: 43.153309346067452
  • Longitude: -72.892424017196660
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Map: 08
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-10397
  • Tax - Gross Amount: $18,453.76
  • Tax Year: 2022
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: Yes
  • Garage Capacity: 5.00
  • Driveway: Gravel
Property
Lot Information
  • Block: 03
  • Lot: 01.120
  • Lot - Sqft: 439956.0
  • Lot Size Acres: 10.1
  • Road Frontage Length: 718.0
  • Square Feet Apx Finished Above Grade: 3375.0
  • Square Feet Apx Finished AG Source: Assessor
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Measured
  • Square Feet Apx Total: 5115.0
  • Square Feet Apx Total Finished: 3375.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Measured
  • Square Feet Apx Unfinished Below Grade: 1740.0
  • Square Feet Apx Unfinished BG Source: Assessor
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: Unknown
  • Foundation: Concrete, Stone
  • Owned Land: Yes
  • PreConstruction: No
  • Suitable Use: Development Potential, Field/Pasture, Residential
  • Surveyed: Yes
  • Year Built: 1850
Utilities
  • Electric Company: Green Mt. Power
  • Cable Company: Comcast
  • Fuel Company: Cota and Cota
  • Electric: Circuit Breaker(s)
  • Sewer: Leach Field, Replacement Field-OnSite
  • Utilities: Cable, Internet - Cable, Oil Tank - Underground
Interior and Exterior Features
Exterior Features
  • Color: white
  • Features - Exterior: Barn, Guest House, Outbuilding, Porch - Covered
  • Roads: Paved, Public
  • Roof: Shingle
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Concrete, Stairs - Interior, Unfinished, Interior Access
  • Baths - Total: 8
  • Baths - Full: 4
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 4
  • Rooms - Total: 10
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom
  • Bedrooms - Total: 9
  • Equipment: CO Detector, Smoke Detector
  • Features - Interior: Fireplace - Wood, Fireplaces - 2, Furnished, Primary BR w/ BA, Whirlpool Tub
  • Flooring: Carpet, Tile, Vinyl, Wood
  • Heat Fuel: Oil
  • Heating: Baseboard, Hot Water
  • Cooling: None
  • Total Stories: 2
Room Information
Room 1
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Level: 1
  • Room Type: Bedroom
Room 3
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Level: 1
  • Room Type: Bedroom
Room 5
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Level: 2
  • Room Type: Bedroom
Room 7
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Level: 2
  • Room Type: Bedroom

Property History for 103 Winhall Hollow Road

DateEvent & SourcePriceAppreciation
Nov 17, 2022

Sold

New England Real Estate Network #4931129

$2,365,000—
Nov 16, 2022

Pending

New England Real Estate Network #4931129

—
Oct 16, 2022

Active Under Contract

New England Real Estate Network #4931129

—
DateEvent & SourcePrice
11/17/2022

Sold

New England Real Estate Network #4931129

$2,365,000
11/16/2022

Pending

New England Real Estate Network #4931129

—
10/16/2022

Active Under Contract

New England Real Estate Network #4931129

—

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 103 Winhall Hollow Road

Rating
School
Type
Grades
Distance
Mountain School At Winhall
Private - K to 8
Rating
School
Distance
Mountain School At Winhall
PrivateK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Berkshire Hathaway HomeServices Stratton Home

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 05/13/2026 09:52 AM