Last Sold Price
4 beds2,368 sqft$118/sqft
422 Winhall Hollow Rd, Winhall, VT 05340

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.
LISTING CLOSED: 07/01/2019 12:00 AM

  1. Listed by Timothy Apps • Four Seasons Sotheby's Int'l Realty

Sold By Bean Group / Vermont

Property Details for 422 Winhall Hollow Road

Status
MLS #
4745412
Days on Market
24
Taxes
$7,541 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1985
Lot Size
5.20 AC / 226,512 SF
Zoning
res

Recent comparable sales

Median sold price

$702,000

Avg days on market

25

Sale-to-list ratio

95.7%

[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
$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
$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
$489,000 | 1 Burnt Hill Lane, Winhall, VT 05340
1/34
4

$489,000

Sold 08/26/24

4
Bedrooms
2,400
Square Feet
1.3
Acres
$735,000 | 5 Wall Street, Winhall, VT 05340
1/40
5

$735,000

Sold 05/01/26

4
Bedrooms
2,091
Square Feet
4.94
Acres
$350,000 | 44 Lake Road, Winhall, VT 05340
1/33
6

$350,000

Sold 03/20/26

5
Bedrooms
2,303
Square Feet
2.64
Acres
$668,000 | 32 Beaver Street, Winhall, VT 05340
1/30
7

$668,000

Sold 10/04/24

4
Bedrooms
2,179
Square Feet
1.6
Acres
$799,000 | 13 Betty Johnson Lane, Winhall, VT 05340
1/38
8

$799,000

Sold 06/26/26

4
Bedrooms
2,797
Square Feet
1.1
Acres
$702,000 | 86 Benson Fuller Drive, Winhall, VT 05340
1/44
9

$702,000

Sold 10/24/25

4
Bedrooms
2,040
Square Feet
1
Acres

Location

Add your commute

Building Information for 422 Winhall Hollow Road

Stories2Year Built1985Building Size-Lot Size5.20 AC / 226,512 SF

Payment Calculator

$2,052 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,423

Property Taxes

$628

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 422 Winhall Hollow Road

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 Record2024$8,680 ($723 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,368 SqFtAbove Grade Finished SqFt2,368 SqFtLot Size226,512 SqFtStyleSingle Family ResidenceYear Built1985CountyBENNINGTONAPN(245)01024Fireplace TypeHas Fireplace

Schools near 422 Winhall Hollow Road

Rating
School
Type
Grades
Distance
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
$232,500
4
1,850
$455,000
4
3,900
32,234
$230,000
3
1,700
43,560
$640,000
3
2,900
43,995
4
2,032
52,272

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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 08/14/2026 02:48 AM