1 Highwood Road
Description
- Listed by Timothy Apps • Four Seasons Sotheby's Int'l Realty
Sold By Four Seasons Sotheby's Int'l Realty
Property Details for 1 Highwood Road
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
Sold 09/26/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,400
- Square Feet
- 1
- Acres
$340,000
Sold 03/11/26
- 3
- Bedrooms
- 2
- Bathrooms
- 1,144
- Square Feet
- 1.2
- Acres
$615,000
Sold 04/15/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,500
- Square Feet
- 1.09
- Acres
$370,000
Sold 02/28/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,392
- Square Feet
- 0.59
- Acres
$580,000
Sold 10/21/24
- 3
- Bedrooms
- 2
- Bathrooms
- 1,592
- Square Feet
- 2.17
- Acres
$389,000
Sold 02/23/26
- 4
- Bedrooms
- 2
- Bathrooms
- 1,344
- Square Feet
- 0.72
- Acres
$265,500
Sold 07/15/25
- 3
- Bedrooms
- 2
- Bathrooms
- 1,332
- Square Feet
- Unavailable
- Acres
$605,000
Sold 10/08/24
- 3
- Bedrooms
- 3
- Bathrooms
- 2,730
- Square Feet
- 0.81
- Acres
Location
Building Information for 1 Highwood Road
Payment Calculator
$1,593 per month
30 year fixed, 6.55% Interest
$1,159
$434
$0
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1Property Information for 1 Highwood Road
- 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
- SPAN Number: 771-245-11549
- Tax - Gross Amount: $5,212.00
- Tax Year: 2020
- Taxes TBD: No
- School - High: Choice
- School - District: Bennington/Rutland
- School - Elementary: Choice
- School - Middle/Jr: Choice
- Garage: Yes
- Garage Capacity: 1.00
- Driveway: Gravel
- Unbranded Tour URL 1: https://youtu.be/lvUt0qUabrk
- 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
- Current Use: No
- Property Class: Residential
- Property Type: Single Family
- Flood Zone: No
- Foundation: Block
- PreConstruction: No
- Surveyed: Unknown
- Year Built: 1962
- Electric: Circuit Breaker(s)
- Sewer: Septic
- Utilities: Cable - Available
- Color: Brown
- Roads: Public
- Roof: Shingle - Wood
- 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
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| 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 | — | |
| Jun 8, 2021 | Listed (Active) New England Real Estate Network #4865256 | $225,000 | — |
| Oct 21, 2005 | Sold New England Real Estate Network #3018147 | $242,500 | — |
| Mar 1, 2005 | Price Change New England Real Estate Network #3018147 | $280,000 | — |
| Mar 1, 2005 | Listed (Active) New England Real Estate Network #3018147 | $249,900 | — |
| Date | Event & Source | Price |
|---|---|---|
| 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 | — |
| 06/08/2021 | Listed (Active) New England Real Estate Network #4865256 | $225,000 |
| 10/21/2005 | Sold New England Real Estate Network #3018147 | $242,500 |
| 03/01/2005 | Price Change New England Real Estate Network #3018147 | $280,000 |
| 03/01/2005 | Listed (Active) New England Real Estate Network #3018147 | $249,900 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 1 Highwood Road
Similar Homes
New listings in 05340
$1,200,000
- Unavailable
- Bedrooms
- 1
- Bathrooms
- 950
- Square Feet
- 23.5
- Acres
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 1 Highwood Road, Winhall, VT 05340 | $228,000 | 3 | 2 | 1,310 | 47,916 |
$1,245,000 | 5 | 6 | 5,313 | 8,581,320 | |
$608,210 | 4 | 5 | 3,430 | 530,996 | |
– | 3 | 2.5 | 2,668 | 530,996 | |
$153,000 | 3 | 2 | 900 | 47,916 | |
$305,000 | 4 | 4 | 3,328 | 269,200 | |
– | 3 | 2 | 1,816 | 43,560 | |
– | 6 | 4 | 1,750 | 47,916 | |
– | 3 | 1 | 950 | 58,370 | |
– | 4 | 3.5 | 4,156 | 522,720 | |
$132,500 | 6 | 4 | 1,750 | 43,560 | |
$220,000 | 1 | 1 | 1,320 | 1,321,610 | |
$143,850 | – | – | – | 1,790,316 | |
$650,000 | 5 | 5 | 5,500 | 357,191 | |
$1,300,000 | 5 | 6 | 5,632 | 209,088 | |
– | 3 | 1 | 1,641 | – |
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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 08/21/2026 04:36 AM
