Sold
Last Sold Price
3 beds2,300 sqft
58 Winhall Hollow Rd, Winhall, VT 05340
Single FamilyProperty Type
1.1 acresLot Size
1890Year Built
$63/sq ftPrice per sq ft
2 carsParking Spaces

Description

Two for the price of one! Older farmhouse with updated kitchen, 3 bedrooms and 4 baths. Detached 1600 sf guest house plus two car garage with finished heated loft. Just minutes from the lifts at Stratton. Listed at nearly half of assessed value! Buyers should verify all information as seller has never occupied the property.Two for the price of one! Older farmhouse with updated kitchen, 3 bedrooms and 4 baths. Detached 1600 sf guest house plus two car garage with finished heated loft. Just minutes from the lifts at Stratton. Listed at nearly half of assessed value! Buyers should verify all information as seller has never occupied the property.

    Sold By Walnut Hill Realty

    • Listed by: Judith Thompson • Walnut Hill Realty
    Listing closed: 11/30/2015 12:00 AM • Source: New England Real Estate Network, MLS#: 4397283

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    Recent comparable sales

    Median sold price

    $895,000

    Avg days on market

    44

    Sale-to-list ratio

    96.6%

    Winhall, VT

    9 comparable properties found

    $1,100,000 | 65 Lower Taylor Hill Road, Winhall, VT 05340
    1/60
    1

    $1,100,000

    Sold 08/31/26

    3
    Bedrooms
    2,745
    Square Feet
    10.4
    Acres
    $895,000 | 73 Cranberry Hill Road, Winhall, VT 05340
    1/32
    2

    $895,000

    Sold 12/12/25

    4
    Bedrooms
    2,658
    Square Feet
    1.27
    Acres
    $720,000 | 58 Todd Hill Road, Winhall, VT 05340
    1/37
    3

    $720,000

    Sold 10/21/25

    4
    Bedrooms
    2,389
    Square Feet
    1
    Acres
    $1,082,500 | 4 Garden Loop Road, Winhall, VT 05340
    1/60
    4

    $1,082,500

    Sold 08/29/25

    3
    Bedrooms
    4,054
    Square Feet
    1.13
    Acres
    $1,600,000 | 14 Stone House Road, Winhall, VT 05340
    1/59
    5

    $1,600,000

    Sold 12/19/25

    3
    Bedrooms
    4,312
    Square Feet
    1.1
    Acres
    $610,000 | 22 Loop Road, Winhall, VT 05340
    1/33
    6

    $610,000

    Sold 11/25/24

    3
    Bedrooms
    1,408
    Square Feet
    2.25
    Acres
    $815,000 | 10 Little York Road, Winhall, VT 05340
    1/38
    7

    $815,000

    Sold 10/24/24

    3
    Bedrooms
    2,490
    Square Feet
    8.37
    Acres
    $675,000 | 43 Beaver Street, Winhall, VT 05340
    1/35
    8

    $675,000

    Sold 04/14/26

    3
    Bedrooms
    2,392
    Square Feet
    1
    Acres
    $1,050,000 | 3 Linscott Road, Winhall, VT 05340
    1/53
    9

    $1,050,000

    Sold 06/05/26

    3
    Bedrooms
    4,279
    Square Feet
    1.1
    Acres

    Location

    Add your commute

    Payment Calculator

    $1,860 per month

    30 year fixed, 7.03% Interest

    Principal and Interest

    $774

    Property Taxes

    $1,086

    HOA Dues

    $0

    The Payment Calculator is for illustrative purposes only.

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    Property Information for 58 Winhall Hollow Road

    Property Details
    • Taxes: $13,028 / year
    • MLS Type: Residential / Single Family
    • Parking: Parking Spaces 2
    • Zoning: res
    Building Information
    • Stories: 2
    • Year Built: 1890
    • Lot Size: 1.10 AC / 47,916 SF
    Summary
    Location and General Information
    • Area Description: Near Public Transportatn
    • City: Winhall
    • County: VT-Bennington
    • Directions: Rt 30 to Bondville to Winhall Hollow Rd, house is half mile on the right.
    • Latitude: 43.145373650887
    • Longitude: -72.878740556178
    • Road Frontage: Yes
    • Seasonal: No
    • State: VT
    • Zip: 05343
    Taxes and HOA Information
    • SPAN Number: 77124511699
    • Tax - Gross Amount: $13,028.14
    • Tax Year: 2014
    • Taxes TBD: No
    Parking
    • Garage: Yes
    • Garage Capacity: 2.00
    • Driveway: Gravel
    Property
    Lot Information
    • Lot - Sqft: 47916.0
    • Lot Size Acres: 1.1
    • Road Frontage Length: 212.0
    • Square Feet Apx Finished Above Grade: 2300.0
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Tot Below Grade: 900.0
    • Square Feet Apx Total Finished: 2300.0
    • Square Feet Apx Unfinished Below Grade: 900.0
    Property and Assessments
    • Assessment Year: 2014
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: Unknown
    • Foundation: Concrete, Slab w/ Frost Wall, Stone
    • Surveyed: Yes
    • Year Built: 1890
    Utilities
    • Electric: 220 Plug, Circuit Breaker(s)
    • Sewer: Shared
    Interior and Exterior Features
    Exterior Features
    • Features - Accessibility: 1st Floor Bedroom, 1st Floor Full Bathroom
    • Features - Exterior: Guest House, Outbuilding, Porch - Covered
    • Roads: Public
    • Roof: Shingle - Architectural
    Interior Features
    • Basement: Yes
    • Basement Access Type: Interior
    • Basement Description: Unfinished
    • Baths - Total: 4
    • Baths - Full: 4
    • Half Baths: 0
    • Three Quarter Bath: 0
    • Rooms - Total: 7
    • Bedrooms - Total: 3
    • Features - Interior: Fireplace - Wood, Fireplaces - 2, Laundry Hook-ups, Master BR w/ BA
    • Flooring: Carpet, Ceramic Tile, Softwood
    • Heat Fuel: Oil
    • Heating: Baseboard
    • Total Stories: 2
    Room Information
    Room 1
    • Room Dimensions: 22x18
    Room 3
    • Room Dimensions: 19x15
    Room 4
    • Room Dimensions: 13x14
    Room 7
    • Room Dimensions: 10x17
    • Room Level: 1
    • Room Type: Master Bedroom
    Room 8
    • Room Dimensions: 11x13
    • Room Level: 2
    • Room Type: Bedroom
    Room 9
    • Room Dimensions: 13x8
    • Room Level: 2
    • Room Type: Bedroom

    Property History for 58 Winhall Hollow Road

    DateEvent & SourcePriceAppreciation
    Nov 30, 2015

    Sold (Public Record)

    Public Record #561713899

    $145,000—
    Nov 30, 2015

    Sold

    New England Real Estate Network #4397283

    $145,000—
    Oct 14, 2015

    Expired

    New England Real Estate Network #4414832

    —
    DateEvent & SourcePrice
    11/30/2015

    Sold (Public Record)

    Public Record #561713899

    $145,000
    11/30/2015

    Sold

    New England Real Estate Network #4397283

    $145,000
    10/14/2015

    Expired

    New England Real Estate Network #4414832

    —

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

    Public Records for 58 Winhall Hollow Road

    Taxable ValueLand$147,600Additions$112,900Total$260,500
    Tax Record2025$4,932 ($411 / month)
    Home Facts
    Beds0Lot Size47,916 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(245)00668

    Schools near 58 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: 58 Winhall Hollow Road, Winhall, VT 05340
    $145,000
    3
    2,300
    47,916
    –
    2
    3
    1,972
    70,567
    –
    3
    2
    1,835
    6,098
    $283,500
    5
    2,375
    142,441
    $855,000
    4
    2,886
    136,778
    $690,275
    4
    2,632
    47,480

    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 Walnut Hill 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 09/26/2026 01:55 AM