422 Winhall Hollow Road

Closed 7/1/19
Closed 7/1/19
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Sold
Last Sold Price
$280,000
4 beds2,368 sqft
422 Winhall Hollow Rd, Winhall, VT 05340
Single FamilyProperty Type
5.2 acresLot Size
1985Year Built
$118/sq ftPrice per sq ft

Description

You'll fall in love with this classic center hall Colonial located on Winhall Hollow Road. The four bedroom, 2.5 bathroom home has wide pine floors, a living room with brick fireplace and custom built in shelves. There is a large family room and a three season sun room. The mud room and laundry room are off the open kitchen and dining area. The 5.2 acre lot is level and landscaped. Located in ski country between Stratton, Bromley and Magic, you'll enjoy everything Vermont has to offer.You'll fall in love with this classic center hall Colonial located on Winhall Hollow Road. The four bedroom, 2.5 bathroom home has wide pine floors, a living room with brick fireplace and custom built in shelves. There is a large family room and a three season sun room. The mud room and laundry room are off the open kitchen and dining area. The 5.2 acre lot is level and landscaped. Located in ski country between Stratton, Bromley and Magic, you'll enjoy everything Vermont has to offer.

    Sold By Bean Group / Vermont

    • Listed by: Timothy Apps • Four Seasons Sotheby's Int'l Realty
    Listing closed: 07/01/2019 12:00 AM • Source: New England Real Estate Network, MLS#: 4745412

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    Recent comparable sales

    Median sold price

    $735,000

    Avg days on market

    27

    Sale-to-list ratio

    95.6%

    Winhall, VT

    9 comparable properties found

    $941,000 | 104 High Meadow Road, Winhall, VT 05340
    1/57
    1

    $941,000

    Sold 05/13/26

    4
    Bedrooms
    2,068
    Square Feet
    1.1
    Acres

    104 High Meadow Road, Winhall, VT 05340

    $575,000 | 2 Spruce High Road, Winhall, VT 05340
    1/27
    2

    $575,000

    Sold 08/15/25

    4
    Bedrooms
    2,448
    Square Feet
    2.1
    Acres

    2 Spruce High Road, Winhall, VT 05340

    $777,500 | 34 Mountain View Road, Winhall, VT 05340
    1/38
    3

    $777,500

    Sold 06/01/26

    4
    Bedrooms
    2,500
    Square Feet
    2.33
    Acres

    34 Mountain View Road, Winhall, VT 05340

    $735,000 | 5 Wall Street, Winhall, VT 05340
    1/40
    4

    $735,000

    Sold 05/01/26

    4
    Bedrooms
    2,091
    Square Feet
    4.94
    Acres

    5 Wall Street, Winhall, VT 05340

    $350,000 | 44 Lake Road, Winhall, VT 05340
    1/33
    5

    $350,000

    Sold 03/20/26

    5
    Bedrooms
    2,303
    Square Feet
    2.64
    Acres

    44 Lake Road, Winhall, VT 05340

    $799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
    1/38
    6

    $799,000

    Sold 06/26/26

    4
    Bedrooms
    2,797
    Square Feet
    1.1
    Acres

    13 Betty Johnson Lane, Winhall, VT 05340

    $702,000 | 86 Benson Fuller Drive, Winhall, VT 05340
    1/44
    7

    $702,000

    Sold 10/24/25

    4
    Bedrooms
    2,040
    Square Feet
    1
    Acres

    86 Benson Fuller Drive, Winhall, VT 05340

    $716,845 | 21 Burnt Hill Road, Winhall, VT 05340
    1/29
    8

    $716,845

    Sold 06/26/26

    4
    Bedrooms
    2,055
    Square Feet
    1.02
    Acres

    21 Burnt Hill Road, Winhall, VT 05340

    $815,000 | 10 Little York Road, Winhall, VT 05340
    1/38
    9

    $815,000

    Sold 10/24/24

    3
    Bedrooms
    2,490
    Square Feet
    8.37
    Acres

    10 Little York Road, Winhall, VT 05340

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    Property Information for 422 Winhall Hollow Road

    Property Details
    • Taxes: $7,541 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Zoning: res
    Building Information
    • Stories: 2
    • Year Built: 1985
    • Lot Size: 5.20 AC / 226,512 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Latitude: 43.183325986724149
    • Longitude: -72.874803119049091
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Street Designation: Road
    • Map: 08
    • Zip: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-10113
    • Tax - Gross Amount: $7,541.06
    • Tax Year: 2018
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Bennington/Rutland
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: No
    • Driveway: Dirt
    Property
    Lot Information
    • Block: 01
    • Lot: 20
    • Lot - Sqft: 226512.0
    • Lot Size Acres: 5.2
    • Road Frontage Length: 846.0
    • Square Feet Apx Finished Above Grade: 2368.0
    • Square Feet Apx Finished AG Source: Public Records
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Public Records
    • Square Feet Apx Total: 3752.0
    • Square Feet Apx Total Finished: 2368.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Public Records
    • Square Feet Apx Unfinished Below Grade: 1384.0
    • Square Feet Apx Unfinished BG Source: Public Records
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Foundation: Concrete
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1985
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: None
    Interior and Exterior Features
    Exterior Features
    • Color: brown
    • Roads: Public
    • Roof: Shingle
    Interior Features
    • Appliances: Dishwasher, Range - Electric, Refrigerator
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Unfinished, Interior Access
    • Baths - Total: 3
    • Baths - Full: 2
    • Half Baths: 1
    • One Quarter Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 8
    • Rooms: Level 1: Level 1: Family Room, Level 1: Kitchen, Level 1: Laundry Room, Level 1: Living Room, Level 1: Mudroom, Level 1: Office/Study, Level 1: Sunroom
    • Rooms: Level 2: Level 2: Bedroom, Level 2: Master Bedroom
    • Bedrooms - Total: 4
    • Heat Fuel: Oil
    • Heating: Electric, Forced Air
    • Cooling: None
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 15x20
    • Room Level: 1
    • Room Type: Kitchen
    Room 2
    • Room Dimensions: 7x12
    • Room Level: 1
    • Room Type: Laundry Room
    Room 3
    • Room Dimensions: 7x12
    • Room Level: 1
    • Room Type: Mudroom
    Room 4
    • Room Dimensions: 10x10
    • Room Level: 1
    • Room Type: Office/Study
    Room 5
    • Room Dimensions: 14x19
    • Room Level: 1
    • Room Type: Living Room
    Room 6
    • Room Dimensions: 17x18
    • Room Level: 1
    • Room Type: Family Room
    Room 7
    • Room Dimensions: 9x16
    • Room Level: 1
    • Room Type: Sunroom
    Room 8
    • Room Dimensions: 17x18
    • Room Level: 2
    • Room Type: Master Bedroom
    Room 9
    • Room Dimensions: 10x13
    • Room Level: 2
    • Room Type: Bedroom
    Room 10
    • Room Dimensions: 10x17
    • Room Level: 2
    • Room Type: Bedroom
    Room 11
    • Room Dimensions: 12x19
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 422 Winhall Hollow Road

    DateEvent & SourcePriceAppreciation
    Jul 8, 2019

    Sold (Public Record)

    Public Record #648606421

    		$280,000—
    Jul 1, 2019

    Sold

    New England Real Estate Network #4745412

    		$280,000—
    Apr 13, 2019

    Listed (Active)

    New England Real Estate Network #4745412

    		$349,000—
    DateEvent & SourcePrice
    07/08/2019

    Sold (Public Record)

    Public Record #648606421

    $280,000
    07/01/2019

    Sold

    New England Real Estate Network #4745412

    $280,000
    04/13/2019

    Listed (Active)

    New England Real Estate Network #4745412

    $349,000

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

    Public Records for 422 Winhall Hollow Road

    Taxable ValueLand$83,400Additions$226,600Total$310,000
    Tax Record2025$5,695 ($475 / month)
    Home Facts
    Beds4Baths2.5Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtLot Size226,512 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated1985CountyBENNINGTONAPN(245)01024

    Schools near 422 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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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 422 Winhall Hollow Road, Winhall, VT 05340
    $280,000
    4
    2,368
    226,512
    3 Stratton West Road, Winhall, VT 05340
    $232,500
    4
    1,850
    –
    11 Strattonwald Road, Winhall, VT 05340
    $455,000
    4
    3,900
    32,234
    15 Strattonwald Road, Winhall, VT 05340
    $230,000
    3
    1,700
    43,560
    45 Strattonwald Road, Winhall, VT 05340
    $640,000
    3
    2,900
    43,995
    19 Strattonwald Road, Bondville, VT 05340
    –
    4
    3.5
    2,032
    52,272

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    Listing Courtesy of Four Seasons Sotheby's Int'l Realty

    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 09/25/2026 01:48 AM