Google satellite image for 69 Upper Taylor Hill Rd, Winhall, VT 05340

Off market oct 2025 for $2.2M

$2,951,473

Est. refi paymentEst. refi $14,870/mo

•

4.5 ba

•

6,471

sq ft

69 Upper Taylor Hill Rd, Winhall, VT 05340

About this home

69 Upper Taylor Hill Rd is a 6,471 square foot house on a 11.55 acre lot with 4 bedrooms and 4.5 bathrooms. - it last sold on October 06, 2025 for $2,250,000. Based on Redfin's Winhall data, we estimate the home's value is $2,951,473.

Single-familyProperty Type

2009Year Built

11.55 acresLot Size

$456Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,951,473

$701K since sold in October 2025$13K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 98.8% higher than the average sale price ($1.48M) of 6 comparable homes.

SOLD AUG 31, 2026
$1,100,000
A
3 beds4 baths2,745 sq ft
65 Lower Taylor Hill Rd, Winhall, VT 05340
SOLD OCT 2, 2026
$725,000
B
4 beds4 baths3,520 sq ft
12 Stratton Ridge Rd, Winhall, VT 05340
SOLD SEP 15, 2026
$1,299,000
C
4 beds4 baths3,644 sq ft
279 French Hollow Rd, Winhall, VT 05340
SOLD MAY 22, 2026
$2,850,000
D
4 beds6 baths5,082 sq ft
41 Stark Farm Rd, 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 SEP 29, 2026
$785,000
F
4 beds3.5 baths2,878 sq ft
32 Benson Fuller Dr, Winhall, VT 05340

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Earn from this home

Refinance

Est. cash available

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Rent

$4,277/mo

Redfin rental estimate

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Market trends in 05340, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.9%

+1.5% MoM

Median sale price

$778K

$64K MoM

Avg. days on market

67d

0 days MoM

Recently sold homes

4 MoM

New listings for sale

$870,000
4 beds3.5 baths3,031 sq ft
7 Roundtree Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 69 Upper Taylor Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$38,278 (−0.8%)

$588,400 + $1,242,300

$1,830,700

2024

$38,589 (+18.4%)

$588,400 + $1,242,300

$1,830,700

2023

$32,605 (−15.6%)

$588,400 + $1,242,300

$1,830,700

2022

$38,609 (+5.3%)

$588,400 + $1,242,300

$1,830,700

2021

$36,655

$588,400 + $1,103,900

$1,692,300

2020

$36,691 (+5.3%)

$588,400 + $1,103,900

$1,692,300

2019

$34,828 (+6.0%)

$588,400 + $1,103,900

$1,692,300

2018

$32,844 (−0.7%)

$588,400 + $1,103,900

$1,692,300

2017

$33,061 (−4.3%)

$588,400 + $1,103,900

$1,692,300

2016

$34,531 (+2.3%)

$588,400 + $1,103,900

$1,692,300

2015

$33,742 (+3.4%)

$588,400 + $1,103,900

$1,692,300

2014

$32,636

$588,400 + $1,103,900

$1,692,300

2013

$588,400 + $1,103,900

$1,692,300

Tax history for 69 Upper Taylor Hill Rd

Year

Property tax

Land + Additions

Assessment*

2025

$38,278 (−0.8%)

$588,400 + $1,242,300

$1,830,700

2024

$38,589 (+18.4%)

$588,400 + $1,242,300

$1,830,700

2023

$32,605 (−15.6%)

$588,400 + $1,242,300

$1,830,700

2022

$38,609 (+5.3%)

$588,400 + $1,242,300

$1,830,700

2021

$36,655

$588,400 + $1,103,900

$1,692,300

2020

$36,691 (+5.3%)

$588,400 + $1,103,900

$1,692,300

2019

$34,828 (+6.0%)

$588,400 + $1,103,900

$1,692,300

2018

$32,844 (−0.7%)

$588,400 + $1,103,900

$1,692,300

2017

$33,061 (−4.3%)

$588,400 + $1,103,900

$1,692,300

2016

$34,531 (+2.3%)

$588,400 + $1,103,900

$1,692,300

2015

$33,742 (+3.4%)

$588,400 + $1,103,900

$1,692,300

2014

$32,636

$588,400 + $1,103,900

$1,692,300

2013

$588,400 + $1,103,900

$1,692,300

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

Zoning

Residential District

The Residential District is established as areas primarily intended for single-family dwellings.

Permitted uses

Include but are not limited to:

Agriculture
Housing-Single unit
Cemetery

Property details

Interior

Basement Information
Basement Sq. Ft: 2,881
Basement Finish: Finished
Basement Type: Partial

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Contemporary
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 6,471
Building Sq. Ft: 6,956
Legal Description: E/S UPPER TAYLOR HILL ROAD LOT D

Lot Information
# of Buildings: 1
Land Sq. Ft: 503,118
Legal Lot Number: D
Municipality Name: WINHALL
Acres: 11.55
County Use Description: RESIDENTIAL-2

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 6,471
Stories: —
Lot Size: 11.55 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Bennington County
APN: 77124512238

Home facts updated by county records on Oct 22, 2026

Around this home

Schools

Mountain School At Winhall

Private K-8 • 1.3mi

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 85° expected this year, 19 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

$2.80M – $3.40M

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Nearby similar homes

$1,475,000

2 beds2 baths1,601 sq ft

691 Black Bear Rd, Jamaica, VT 05343

Off-grid solar home • Vast trail network • 199.73 acre lot

$875,000

3 beds2 baths1,600 sq ft

447 Rock Bottom Ln, Peru, VT 05255

Private acres • National forest • Catamount trail

$605,000

3 beds2 baths2,288 sq ft

1 Beaver St, Winhall, VT 05340

Spacious living room • Corner lot • Nice yard

3D & VIDEO TOUR

$1,050,000

4 beds4 baths2,380 sq ft

20 W Branch Rd, Winhall, VT 05340

Private cul-de-sac • Open floor plan • 1.37 acre lot

$595,000

3 beds2 baths1,704 sq ft

58 Stone Hollow Rd, Londonderry, VT 05148

Gourmet kitchen • Private patio • Walking path

$439,000

5 beds2 baths2,194 sq ft

3327 Route 30, Jamaica, VT 05343

Outdoor entertaining • Paved driveway • Attached garage

New listings for sale in 05340

$870,000

4 beds3.5 baths3,031 sq ft

7 Roundtree Rd, Winhall, VT 05340

Private acres • Inviting open layout • 1.37 acre lot

Home values near 69 Upper Taylor Hill Rd

Data from public records.

Address	Redfin Estimate
67 Upper Taylor Hill Rd, Jamaica, VT 3 Beds \| 4 Baths \| 2644 Sq. Ft.	$883,050
69 Upper Taylor Hill Rd, Winhall, VT 8 Beds \| 8.5 Baths \| 7562 Sq. Ft.	$3,059,048

Address	Redfin Estimate
57 Upper Taylor Hill Rd, Winhall, VT 5 Beds \| 5.5 Baths \| 6479 Sq. Ft.	$1,956,827
69 Upper Taylor Hill Rd Apt D, Winhall, VT 8 Beds \| 8.5 Baths \| 6471 Sq. Ft.	$2,711,044

Address	Redfin Estimate
67 Upper Taylor Hill Rd, Winhall, VT 4 Beds \| 3 Baths \| 3552 Sq. Ft.	$912,029
119 Benson Fuller Dr, Winhall, VT 2 Beds \| 1 Baths \| 1596 Sq. Ft.	$455,950

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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 69 Upper Taylor Hill Rd

Tax history for 69 Upper Taylor Hill Rd

Zoning

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 69 Upper Taylor Hill Rd

More real estate resources