OFF MARKET

Listed by Andrew King • Stratton Real Estate. Bought with Stratton Real Estate.

Off Market Sep 2022 for $1.5M

$1,610,717

Est. refi paymentEst. refi $9,415/mo

•

4,500

sq ft

27 Windtree Rd, Winhall, VT 05340

About this home

Single-familyProperty Type

2002Year Built

2 acresLot Size

$358Est. Price/Sq.Ft.

2 car garageParking

Listed by Andrew King • Stratton Real Estate

Bought with Jamie Wylie • Stratton Real Estate

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4922739

Redfin Estimate

$1,610,717

$61K since sold in September 2022$8,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.8% higher than the average sale price ($1.31M) of 6 comparable homes.

SOLD APR 10, 2026
$1,550,000
A
5 beds4 baths4,000 sq ft
147 High Meadow Rd #147, Winhall, VT 05340
SOLD JUL 10, 2026
$949,000
B
5 beds3.5 baths4,000 sq ft
178 High Meadow Rd, Winhall, VT 05340
SOLD AUG 17, 2026
$580,000
C
4 beds3 baths3,700 sq ft
53 Country Ln, West Wardsboro, VT 05360
SOLD NOV 14, 2025
$975,000
D
5 beds5.5 baths4,729 sq ft
83 Benson Fuller Dr, Winhall, VT 05340
SOLD FEB 12, 2026
$2,150,000
E
4 beds4.5 baths5,000 sq ft
16 Hunters Rdg, Winhall, VT 05340
SOLD MAR 9, 2026
$1,665,000
F
4 beds4 baths4,270 sq ft
14 Old Ridge Rd, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,037/mo

Redfin rental estimate

List your home for rent

Market trends in 05340, VT

Last updated July 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

97.5%

+0.2% MoM

Median sale price

$735K

$166 MoM

Avg. days on market

83d

8 days MoM

Recently sold homes

3 MoM

New listings for sale

COMING SOON
$599,000
3 beds2 baths1,890 sq ft
33 Burnt Hill Rd, Winhall, VT 05340
$345,000
2 beds2 baths960 sq ft
19 Winhall Condo Rd #4, Winhall, VT 05340
$2,399,000
4 beds3.5 baths4,536 sq ft
33 Stone Lodge Rd, Winhall, VT 05340
$595,000
3 beds2 baths1,416 sq ft
23 Loop Rd #10, Bondville, VT 05340
$399,000
3 beds2 baths1,225 sq ft
16B Bromley Knolls Rd Unit B, Winhall, VT 05340
$765,000
4 beds3 baths2,322 sq ft
72 Benson Fuller Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 27 Windtree Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,920 (−0.8%)

$225,000 + $584,200

$809,200

2024

$17,057 (+18.4%)

$225,000 + $584,200

$809,200

2023

$14,412 (−15.6%)

$225,000 + $584,200

$809,200

2022

$17,066 (−2.6%)

$225,000 + $584,200

$809,200

2021

$17,527

$225,000 + $584,200

$809,200

2020

$17,544 (+5.3%)

$225,000 + $584,200

$809,200

2019

$16,653 (+6.0%)

$225,000 + $584,200

$809,200

2018

$15,705 (−0.7%)

$225,000 + $584,200

$809,200

2017

$15,809 (−4.3%)

$225,000 + $584,200

$809,200

2016

$16,511 (+2.3%)

$225,000 + $584,200

$809,200

2015

$16,134 (+3.4%)

$225,000 + $584,200

$809,200

2014

$15,605

$225,000 + $584,200

$809,200

2013

$225,000 + $584,200

$809,200

Tax history for 27 Windtree Rd

Year

Property tax

Land + Additions

Assessment*

2025

$16,920 (−0.8%)

$225,000 + $584,200

$809,200

2024

$17,057 (+18.4%)

$225,000 + $584,200

$809,200

2023

$14,412 (−15.6%)

$225,000 + $584,200

$809,200

2022

$17,066 (−2.6%)

$225,000 + $584,200

$809,200

2021

$17,527

$225,000 + $584,200

$809,200

2020

$17,544 (+5.3%)

$225,000 + $584,200

$809,200

2019

$16,653 (+6.0%)

$225,000 + $584,200

$809,200

2018

$15,705 (−0.7%)

$225,000 + $584,200

$809,200

2017

$15,809 (−4.3%)

$225,000 + $584,200

$809,200

2016

$16,511 (+2.3%)

$225,000 + $584,200

$809,200

2015

$16,134 (+3.4%)

$225,000 + $584,200

$809,200

2014

$15,605

$225,000 + $584,200

$809,200

2013

$225,000 + $584,200

$809,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

1.5 Acres

Year renovated

—

Sq. Ft.

3,760

Year built

2009

Style

Single Family Residential

County

Bennington County

APN

77124511814

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 15, 2026.

REC

Recreational District

The Recreational District is established as areas to provide various recreational opportunities for residents and visitors alike, as well as a variety of housing and related commercial uses. Commercial development, where feasible, shall support residential and recreational uses and shall be clearly secondary to the commercial uses in the Bondville Village District.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Housing-Senior
Cemetery
Timberland

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Attached

Interior

Bathroom Information
# of Baths (full): 4
# of Baths (1/2): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Finished

Other Interior Features
# of Rooms: 13
Water Heater: Off Boiler

Exterior

Building Information
Construction Status: Existing
Approximate Sq. Ft. Total Finished: 4500
Approximate Sq. Ft. Total: 9000
Construction: Wood Frame
Foundation: Poured Concrete
Roof: Tile
Exterior: Wood

Driveway
Gravel

Lot, Zoning, & Easement Information
Sloping

Survey Information
Surveyed: Unknown

Other Property & Lot Information
Year Built: 2002

Financial

Tax Information
Tax Year: 2021
Gross Amount Tax: 17527
SPAN Number: 771-245-11814
Taxes TBD: Yes

Other Tax Information
Page Deed: 229

Utilities

Heating & Cooling Information
Cooling: Central AC
Heat: Radiant Floor
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
Community

Electric Information
Net Meter

Water Information
Community

Other Utilities Information
Cable

Location

Road Information
Road Frontage: Yes
Road Frontage Length: 200
Dirt

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 3,760
Stories: —
Lot Size: 1.5 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Bennington County
APN: 77124511814

Home facts updated by county records on Jul 15, 2026

Other

Water Body Information
Flood Zone: Unknown

Misc. Information
Resort: Yes

Around this home

Schools

Mountain School At Winhall

Private K-8 • 2.5mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

1/10 Heat Factor

8 days above 84° expected this year, 18 days in 30 years

3/10 Wind Factor

6% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winhall, VT • 05340

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.2 hours in June and 3.5 hours in December, placing it below the U.S. average for solar exposure.

8.2 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.53M – $1.85M

Sell confidently with a local market expert in Winhall. 3 minutes to get started.

Nearby similar homes

$399,000

3 beds1 bath1,440 sq ft

255 Fitts Rd, Wardsboro, VT 05355

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5 beds2 baths1,664 sq ft

13 Golden Triangle Rd, Winhall, VT 05340

$595,000

4 beds2 baths1,430 sq ft

9 Mountain Acres Rd, Jamaica, VT 05343

New listings for sale in 05340

COMING SOON

$599,000

3 beds2 baths1,890 sq ft

33 Burnt Hill Rd, Winhall, VT 05340

$345,000

2 beds2 baths960 sq ft

19 Winhall Condo Rd #4, Winhall, VT 05340

$2,399,000

4 beds3.5 baths4,536 sq ft

33 Stone Lodge Rd, Winhall, VT 05340

$595,000

3 beds2 baths1,416 sq ft

23 Loop Rd #10, Bondville, VT 05340

$399,000

3 beds2 baths1,225 sq ft

16B Bromley Knolls Rd Unit B, Winhall, VT 05340

$765,000

4 beds3 baths2,322 sq ft

72 Benson Fuller Rd, Winhall, VT 05340

Home values near 27 Windtree Rd

Data from public records.

Address	Redfin Estimate
32 Windtree Rd, Winhall, VT 6 Beds \| 5.5 Baths \| 5100 Sq. Ft.	$1,483,551
23 Windtree Rd, Winhall, VT 5 Beds \| 3 Baths \| 2856 Sq. Ft.	$818,967

Address	Redfin Estimate
35 Windtree Rd, Winhall, VT 4 Beds \| 4.5 Baths \| 3475 Sq. Ft.	$1,650,433
34 Windtree Rd, Winhall, VT 4 Beds \| 3.5 Baths \| 2924 Sq. Ft.	$1,424,919

Address	Redfin Estimate
13 Windtree Rd, Winhall, VT 4 Beds \| 3.5 Baths \| 2672 Sq. Ft.	$1,129,909
10 Windtree Rd, Winhall, VT 5 Beds \| 3 Baths \| 2625 Sq. Ft.	$985,304

Property information provided by PrimeMLS when last listed in 2022. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 05340, VT

Sale history for 27 Windtree Rd

Tax history for 27 Windtree Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 05340

Home values near 27 Windtree Rd

More real estate resources