1 Highwood Road

Closed 8/20/21
Closed 8/20/21
Gallery Image 1
Sold
Last Sold Price
$228,000
3 beds1,310 sqft$174/sqft
1 Highwood Rd, Winhall, VT 05340
Single FamilyProperty Type
1.1 acresLot Size
1962Year Built
$174/sq ftPrice per sq ft
1 carParking Spaces

Description

Opportunity to own in Winhall! With a little bit of elbow grease this chalet can be adorable! Airbnb or full time residence, school choice and close to the Ski resorts! Set on 1.1 acres with private back yard bordering a stream, this 3 bedroom, 2 bath with garage features stainless appliances in open kitchen and master suite. Come take a look - this won't last!Opportunity to own in Winhall! With a little bit of elbow grease this chalet can be adorable! Airbnb or full time residence, school choice and close to the Ski resorts! Set on 1.1 acres with private back yard bordering a stream, this 3 bedroom, 2 bath with garage features stainless appliances in open kitchen and master suite. Come take a look - this won't last!

    Sold By Four Seasons Sotheby's Int'l Realty

    • Listed by: Timothy Apps • Four Seasons Sotheby's Int'l Realty
    Listing closed: 08/20/2021 12:00 AM • Source: New England Real Estate Network, MLS#: 4865256

    Recent comparable sales

    Median sold price

    $389,000

    Avg days on market

    33

    Sale-to-list ratio

    93.1%

    Winhall, VT

    9 comparable properties found

    $560,000 | 35 Glendon Hills Road, Winhall, VT 05340
    1/33
    1

    $560,000

    Sold 09/26/25

    3
    Bedrooms
    1,400
    Square Feet
    1
    Acres

    35 Glendon Hills Road, Winhall, VT 05340

    $340,000 | 8 Winhall Woods Road, Winhall, VT 05340
    1/28
    2

    $340,000

    Sold 03/11/26

    3
    Bedrooms
    1,144
    Square Feet
    1.2
    Acres

    8 Winhall Woods Road, Winhall, VT 05340

    $339,000 | 33 Aspen Lane, Winhall, VT 05340
    1/36
    3

    $339,000

    Sold 10/20/25

    3
    Bedrooms
    1,120
    Square Feet
    0.5
    Acres

    33 Aspen Lane, Winhall, VT 05340

    $615,000 | 29 Burnt Hill Road, Winhall, VT 05340
    1/38
    4

    $615,000

    Sold 04/15/25

    3
    Bedrooms
    1,500
    Square Feet
    1.09
    Acres

    29 Burnt Hill Road, Winhall, VT 05340

    $370,000 | 8 Strattonwald Road, Winhall, VT 05340
    1/22
    5

    $370,000

    Sold 02/28/25

    3
    Bedrooms
    1,392
    Square Feet
    0.59
    Acres

    8 Strattonwald Road, Winhall, VT 05340

    $580,000 | 20 Deep Woods Circle, Winhall, VT 05255
    1/36
    6

    $580,000

    Sold 10/21/24

    3
    Bedrooms
    1,592
    Square Feet
    2.17
    Acres

    20 Deep Woods Circle, Winhall, VT 05255

    $389,000 | 2 Lower Stratton Valley Road, Winhall, VT 05340
    1/23
    7

    $389,000

    Sold 02/23/26

    4
    Bedrooms
    1,344
    Square Feet
    0.72
    Acres

    2 Lower Stratton Valley Road, Winhall, VT 05340

    $265,500 | 18 Stratton West Road, Winhall, VT 05340
    1/23
    8

    $265,500

    Sold 07/15/25

    3
    Bedrooms
    1,332
    Square Feet
    Unavailable
    Acres

    18 Stratton West Road, Winhall, VT 05340

    $605,000 | 6 Golden Triangle Road, Winhall, VT 05340
    1/31
    9

    $605,000

    Sold 10/08/24

    3
    Bedrooms
    2,730
    Square Feet
    0.81
    Acres

    6 Golden Triangle Road, Winhall, VT 05340

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    $1,593 per month

    30 year fixed, 6.55% Interest

    Principal and Interest

    $1,159

    Property Taxes

    $434

    HOA Dues

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    Property Information for 1 Highwood Road

    Property Details
    • Taxes: $5,212 / year
    • MLS Type: Residential / Single Family
    • County: Bennington County
    • Zoning: R
    Building Information
    • Stories: 2
    • Year Built: 1962
    • Lot Size: 1.10 AC / 47,916 SF
    Summary
    Location and General Information
    • City: Winhall
    • County: VT-Bennington
    • Directions: From Bondville - Head North on 30 - Left on Highwood - First house on the Left.
    • Latitude: 43.186141164306662
    • Longitude: -72.936332084655774
    • Road Frontage: Yes
    • Seasonal: Unknown
    • State: VT
    • Street Designation: Road
    • Zip: 05340
    Taxes and HOA Information
    • SPAN Number: 771-245-11549
    • Tax - Gross Amount: $5,212.00
    • Tax Year: 2020
    • Taxes TBD: No
    School Information
    • School - High: Choice
    • School - District: Bennington/Rutland
    • School - Elementary: Choice
    • School - Middle/Jr: Choice
    Parking
    • Garage: Yes
    • Garage Capacity: 1.00
    • Driveway: Gravel
    Virtual Tour
    Property
    Lot Information
    • Lot - Sqft: 47916.0
    • Lot Size Acres: 1.1
    • Road Frontage Length: 371.0
    • Square Feet Apx Finished Above Grade: 1310.0
    • Square Feet Apx Finished AG Source: Measured
    • Square Feet Apx Finished Below Grade: 0.0
    • Square Feet Apx Finished BG Source: Other
    • Square Feet Apx Total: 1310.0
    • Square Feet Apx Total Finished: 1310.0
    • Square Feet Apx Unfinished Above Grade: 0.0
    • Square Feet Apx Unfinished AG Source: Other
    • Square Feet Apx Unfinished Below Grade: 0.0
    • Square Feet Apx Unfinished BG Source: Other
    Property and Assessments
    • Current Use: No
    • Property Class: Residential
    • Property Type: Single Family
    • Flood Zone: No
    • Foundation: Block
    • PreConstruction: No
    • Surveyed: Unknown
    • Year Built: 1962
    Utilities
    • Electric: Circuit Breaker(s)
    • Sewer: Septic
    • Utilities: Cable - Available
    Interior and Exterior Features
    Exterior Features
    • Color: Brown
    • Roads: Public
    • Roof: Shingle - Wood
    Interior Features
    • Appliances: Dishwasher, Dryer, Range - Gas, Refrigerator, Washer
    • Basement: No
    • Baths - Total: 2
    • Baths - Full: 1
    • Half Baths: 0
    • One Quarter Baths: 0
    • Three Quarter Bath: 1
    • Rooms - Total: 6
    • Bedrooms - Total: 3
    • Heat Fuel: Gas - LP/Bottle
    • Heating: Baseboard
    • Cooling: None
    • Total Stories: 2

    Property History for 1 Highwood Road

    DateEvent & SourcePriceAppreciation
    Aug 20, 2021

    Sold (Public Record)

    Public Record #1472647180

    		$228,000—
    Aug 20, 2021

    Sold

    New England Real Estate Network #4865256

    		$228,000—
    Jun 13, 2021

    Pending

    New England Real Estate Network #4865256

    		—
    DateEvent & SourcePrice
    08/20/2021

    Sold (Public Record)

    Public Record #1472647180

    $228,000
    08/20/2021

    Sold

    New England Real Estate Network #4865256

    $228,000
    06/13/2021

    Pending

    New England Real Estate Network #4865256

    —

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

    Public Records for 1 Highwood Road

    Taxable ValueLand$82,600Additions$157,800Total$240,400
    Tax Record2025$5,027 ($419 / month)
    Home Facts
    Beds3Baths2Total Finished SqFt1,354 SqFtAbove Grade Finished SqFt1,354 SqFtLot Size49,223 SqFtStyleSingle Family ResidenceYear Built1960Year Renovated1960CountyBENNINGTONAPN(245)00213

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    Nearby home values

    AddressSold priceBedsBathsSqftLot (Sqft)
    This home: 1 Highwood Road, Winhall, VT 05340
    $228,000
    3
    1,310
    47,916
    549 Highway 30, Winhall, VT 05340
    $1,245,000
    5
    5,313
    8,581,320
    3 Highwood Road, Winhall, VT 05340
    $608,210
    4
    3,430
    530,996
    54 Highwood Road, Bondville, VT 05340
    –
    3
    2.5
    2,668
    530,996
    8 Highwood Road, Winhall, VT 05340
    $153,000
    3
    900
    47,916
    20 Old Rte 30, Winhall, VT 05340
    $305,000
    4
    3,328
    269,200

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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 08/21/2026 01:52 AM