27 Windtree Road
- Listed by: Andrew King • Stratton Real Estate
Sold By Stratton Real Estate
Recent comparable sales
Median sold price
$1,550,000
Avg days on market
214
Sale-to-list ratio
93.2%
Winhall, VT
9 comparable properties found
$1,603,000
Sold 01/28/26
- 5
- Bedrooms
- 5
- Bathrooms
- 3,688
- Square Feet
- 2.1
- Acres
$1,550,000
Sold 04/10/26
- 5
- Bedrooms
- 5
- Bathrooms
- 4,000
- Square Feet
- 2.2
- Acres
$1,700,000
Sold 11/22/24
- 4
- Bedrooms
- 4
- Bathrooms
- 4,777
- Square Feet
- 1
- Acres
$1,665,000
Sold 03/09/26
- 4
- Bedrooms
- 4
- Bathrooms
- 4,270
- Square Feet
- 1
- Acres
$950,000
Sold 07/06/26
- 5
- Bedrooms
- 5
- Bathrooms
- 2,321
- Square Feet
- 0.66
- Acres
$1,270,000
Sold 03/20/26
- 4
- Bedrooms
- 4
- Bathrooms
- 4,640
- Square Feet
- 20.8
- Acres
$975,000
Sold 11/14/25
- 5
- Bedrooms
- 6
- Bathrooms
- 4,729
- Square Feet
- 1.7
- Acres
$2,350,000
Sold 10/30/26
- 5
- Bedrooms
- 4
- Bathrooms
- 4,752
- Square Feet
- 1.12
- Acres
Location
$9,735 per month
$8,275
$1,461
Property information
27 Windtree Road
Property Details
- Taxes: $17,527 / year
- MLS Type: Residential / Single Family
- County: Bennington County
- Zoning: Residential
Building Information
- Stories: 2
- Year Built: 2002
- Lot Size: 2.00 AC / 87,120 SF
Summary
Location and General Information
- City: Winhall
- County: VT-Bennington
- Latitude: 43.117985000000012
- Longitude: -72.918690457672113
- Road Frontage: Yes
- Seasonal: No
- State: VT
- Street Designation: Road
- Zip Code: 05340
Taxes and HOA Information
- SPAN Number: 771-245-11814
- Tax - Gross Amount: $17,527.00
- Tax Year: 2021
- Taxes TBD: Yes
Parking
- Garage: Yes
- Garage Capacity: 2.00
- Driveway: Gravel
Property
Lot Information
- Lot - Sqft: 87120.0
- Lot Size Acres: 2.0
- Road Frontage Length: 200.0
- Square Feet Apx Finished Above Grade: 4500.0
- Square Feet Apx Finished AG Source: Estimated
- Square Feet Apx Finished Below Grade: 0.0
- Square Feet Apx Finished BG Source: Estimated
- Square Feet Apx Total: 9000.0
- Square Feet Apx Total Finished: 4500.0
- Square Feet Apx Unfinished Above Grade: 4500.0
- Square Feet Apx Unfinished AG Source: Estimated
- Square Feet Apx Unfinished Below Grade: 0.0
- Square Feet Apx Unfinished BG Source: Estimated
Property and Assessments
- Property Class: Residential
- Property Type: Single Family
- Flood Zone: Unknown
- Foundation: Poured Concrete
- PreConstruction: No
- Resort: Yes
- Surveyed: Unknown
- Year Built: 2002
Utilities
- Electric: Net Meter
- Sewer: Community
- Utilities: Cable
Interior and Exterior Features
Exterior Features
- Roads: Dirt
- Roof: Tile
Interior Features
- Basement: Yes
- Basement Access Type: Walkout
- Basement Description: Finished
- Baths - Total: 5
- Baths - Full: 4
- Half Baths: 1
- One Quarter Baths: 0
- Three Quarter Bath: 0
- Rooms - Total: 13
- Bedrooms - Total: 5
- Heat Fuel: Gas - LP/Bottle
- Heating: Radiant Floor
- Cooling: Central AC
- Total Stories: 2
Property History
27 Windtree Road
| Date | Event | Price |
|---|---|---|
| Sep 29, 2022 | Sold (Public Record) Public Record #1499673824 | $1,550,000 |
| Sep 29, 2022 | Sold New England Real Estate Network #4922739 | $1,550,000 |
| Jul 28, 2022 | Active Under Contract New England Real Estate Network #4922739 | — |
| Jul 25, 2022 | Listed (Active) New England Real Estate Network #4922739 | $1,600,000 |
| Apr 30, 2016 | Expired New England Real Estate Network #4399145 | — |
| Jan 13, 2015 | Listed (Active) New England Real Estate Network #4399145 | $199,500 |
| Date | Event | Price |
|---|---|---|
| 09/29/2022 | Sold (Public Record) Public Record #1499673824 | $1,550,000 |
| 09/29/2022 | Sold New England Real Estate Network #4922739 | $1,550,000 |
| 07/28/2022 | Active Under Contract New England Real Estate Network #4922739 | — |
| 07/25/2022 | Listed (Active) New England Real Estate Network #4922739 | $1,600,000 |
| 04/30/2016 | Expired New England Real Estate Network #4399145 | — |
| 01/13/2015 | Listed (Active) New England Real Estate Network #4399145 | $199,500 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public records
27 Windtree Road
Beds
3Baths
3Total Finished SqFt
4,176 SqFtAbove Grade Finished SqFt
2,232 SqFtFinished Basement SqFt
1,944 SqFtUnfinished Basement SqFt
416 SqFtSchools
Near 27 Windtree Road
- Not ratedNRStratton Mountain SchoolPrivate · 6-12 · 1.6 mi · Nearby school
- Not ratedNRMountain School At WinhallPrivate · K-8 · 2.5 mi · Nearby school
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.
1Similar 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: 27 Windtree Road, Winhall, VT 05340 | $1,550,000 | 5 | 5 | 4,500 | 87,120 |
$800,000 | 5 | 5 | 4,000 | 60,984 | |
$775,000 | 3 | 3.5 | 2,472 | 65,340 | |
– | 2 | 1 | 1,108 | 82,328 | |
$619,000 | 4 | 5 | 3,475 | 49,222 | |
$1,100,000 | 4 | 5 | 4,560 | 72,309 | |
$1,075,000 | 4 | 5 | 3,731 | 64,033 | |
$632,500 | 5 | 3 | 2,974 | 67,518 | |
$830,000 | 4 | 2.5 | 2,924 | 41,382 | |
$540,000 | 4 | 3.5 | 2,400 | 68,389 | |
$400,000 | 4 | 3 | 2,550 | 69,260 | |
$163,000 | – | – | – | 65,340 | |
$660,000 | 4 | 3 | 2,385 | 43,995 | |
$615,000 | 6 | 4 | 3,916 | 73,180 | |
$375,000 | 5 | 3 | 3,062 | 58,370 | |
$710,000 | 4 | 3 | 2,800 | 68,389 |
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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 Stratton Real Estate
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 11/08/2026 03:34 AM
