27 Windtree Road
Sold By Stratton Real Estate
- Listed by: Andrew King • Stratton Real Estate
Recent comparable sales
Median sold price
$1,270,000
Avg days on market
247
Sale-to-list ratio
89.0%
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
$1,150,000
Sold 07/25/25
- 4
- Bedrooms
- 6
- Bathrooms
- 4,826
- Square Feet
- 1
- Acres
Location
Payment Calculator
$9,470 per month
30 year fixed, 6.71% Interest
$8,010
$1,461
$0
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1Property Information for 27 Windtree Road
- Taxes: $17,527 / year
- MLS Type: Residential / Single Family
- County: Bennington County
- Zoning: Residential
- Stories: 2
- Year Built: 2002
- Lot Size: 2.00 AC / 87,120 SF
- City: Winhall
- County: VT-Bennington
- Latitude: 43.117985000000012
- Longitude: -72.918690457672113
- Road Frontage: Yes
- Seasonal: No
- State: VT
- Street Designation: Road
- Zip Code: 05340
- SPAN Number: 771-245-11814
- Tax - Gross Amount: $17,527.00
- Tax Year: 2021
- Taxes TBD: Yes
- Garage: Yes
- Garage Capacity: 2.00
- Driveway: Gravel
- 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 Class: Residential
- Property Type: Single Family
- Flood Zone: Unknown
- Foundation: Poured Concrete
- PreConstruction: No
- Resort: Yes
- Surveyed: Unknown
- Year Built: 2002
- Electric: Net Meter
- Sewer: Community
- Utilities: Cable
- Roads: Dirt
- Roof: Tile
- 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 for 27 Windtree Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| 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 & Source | 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 for 27 Windtree Road
Schools near 27 Windtree Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Private - | 7 to 12 | |||
| Private - | K to 8 |
Rating | School | Distance |
|---|---|---|
Stratton Mountain School Private7 to 12 | ||
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.
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: 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 09/12/2026 11:01 AM
