20 Upper Taylor Hill Rd, Winhall, VT 05340

Listed by Timothy Apps • VCP Sotheby`s International - Bondville. Bought with Winhall Real Estate, Inc.

Off market jun 2013 for $1.6M

$2,506,060

•

5,601

sq ft

20 Upper Taylor Hill Rd, Winhall, VT 05340

About this home

Rare opportunity to purchase one of the last large tracts of land with antique barn and spacious residence at Stratton Mountain right off of the Access Road. With superior views to the north, this unique property combines the character of a renovated antique residence with a substantial newly built addition featuring great room with panoramic scenery, eat in gourmet kitchen and radiant heat. Two first floor Master bedrooms en suite, Huge loft overlooking the main floor. Meadows, Pond

Single-familyProperty Type

2002Year Built

36.25 acresLot Size

$447Est. Price/Sq.Ft.

2 car garageParking

Listed by Timothy Apps • VCP Sotheby`s International - Bondville

Bought with Betsy Cetron • Winhall Real Estate, Inc.

Redfin checked: 2 minutes ago

•Source:PrimeMLS #4215412

Redfin Estimate

$2,506,060

$856K since sold in June 2013$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 100.6% higher than the average sale price ($1.25M) of 6 comparable homes.

SOLD OCT 2, 2026
$725,000
A
4 beds4 baths3,520 sq ft
12 Stratton Ridge Rd, Winhall, VT 05340
SOLD SEP 15, 2026
$1,299,000
B
4 beds4 baths3,644 sq ft
279 French Hollow Rd, Winhall, VT 05340
SOLD AUG 31, 2026
$1,100,000
C
3 beds4 baths2,745 sq ft
65 Lower Taylor Hill Rd, Winhall, VT 05340
SOLD SEP 14, 2026
$2,300,000
D
4 beds3.5 baths3,938 sq ft
23 Valley View Rd, Winhall, VT 05340
SOLD SEP 29, 2026
$785,000
E
4 beds3.5 baths2,878 sq ft
32 Benson Fuller Dr, Winhall, VT 05340
SOLD JUL 27, 2026
$1,287,500
F
4 beds3.5 baths4,153 sq ft
487 Vermont Route 100, South Londonderry, VT 05155

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Earn from this home

Rent

$2,655/mo

Redfin rental estimate

List your home for rent

Market trends in 05340, VT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.5%

+0.2% MoM

Median sale price

$713K

$86K MoM

Avg. days on market

66d

13 days MoM

Recently sold homes

3 MoM

New listings for sale

NEW 1 HR AGO
$1,235,000
4 beds4.5 baths3,060 sq ft
33 Old Ridge Rd, Winhall, VT 05340
OPEN TODAY, 10AM TO 12PM
$745,000
3 beds3.5 baths3,600 sq ft
6 Jamie Ln, Winhall, VT 05340
VIDEO TOUR
$2,950,000
4 beds4 baths3,621 sq ft
60 W Ridge Rd, Winhall, VT 05340
$700,000
3 beds3 baths1,650 sq ft
81 Pond View Rd, Winhall, VT 05340
$799,000
3 beds3.5 baths2,366 sq ft
15 Nearing Rd, Winhall, VT 05340
$899,000
4 beds3 baths2,421 sq ft
45 Benson Fuller Dr, Winhall, VT 05340
$1,500,000
5 beds4 baths4,173 sq ft
180 High Meadow Rd, Winhall, VT 05340
$2,250,000
4 beds4.5 baths3,034 sq ft
165 High Meadow Rd, Winhall, VT 05340
See all

Provided by Redfin

Sale history for 20 Upper Taylor Hill Rd

Date

Event

Price

PrimeMLS #4215412

Jun 7, 2013

Sold

$1,650,000

$295/sq ft

Feb 7, 2013

Listed

$1,900,000

$339/sq ft

PrimeMLS #3021280

Mar 23, 2007

Sold

$1,085,000

$194/sq ft

Jul 16, 2005

Listed

$1,100,000

$196/sq ft

Rare opportunity to purchase one of the last large tracts of land with antique barn, sugar house and spacious residence at Stratton Mountain right off of the Access Road. With superior views to the north, this unique property combines the character of a renovated antique residence with a substantial newly built addition featuring great room with panoramic scenery, gourmet kitchen and dining area with barrel ceiling. Master bedroom en suite, Huge loft overlooking the main floor. Meadows, Pond

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Bennington County

APN

—

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Apr 14, 2023.

Property details

Parking

Parking & Garage
Garage Capacity: 2
Location: Detached
Driveway

Interior

Virtual Tour

Bathroom Information
# of Baths (full): 3
# of Baths (3/4): 1

Basement Information
Basement: Yes
Basement Access: Walkout
Finished

Other Interior Features
# of Rooms: 15
Flooring: Hardwood, Softwood, Tile
Water Heater: Gas - Liquid Propane Bottle

Equipment & Appliance Information
Dishwasher, Dryer, Exhaust Hood, Microwave, Refrigerator, Washer

Room 1 Information
Kitchen
Kitchen
Dimensions: 22x28
Level: 1

Room 3 Information
Living Room
Dimensions: 22X40
Level: 1

Room 4 Information
Family Room
Dimensions: 22x28
Level: 1

Room 5 Information
Office/Study
Dimensions: 8x17
Level: 1

Room 7 Information
Master Bedroom
Dimensions: 14x22
Level: 1

Room 8 Information
Bedroom
Dimensions: 12x18
Level: 1

Room 9 Information
Bedroom
Dimensions: 14x14
Level: 2

Room 10 Information
Bedroom
Dimensions: 10x14
Level: Basement

Room 11 Information
Bedroom
Level: Basement

Room 12 Information
Den
Dimensions: 12x16
Level: 1

Room 13 Information
Dimensions: 40X13

Room 14 Information
Other
Dimensions: 12x8
Level: Basement

Room 15 Information
Dimensions: 12x24

Exterior

Building Information
Construction Status: New Construction
Approximate Sq. Ft. Total Finished: 5601
Color: white
Construction: Wood Frame
Foundation: Concrete
Roof: Standing Seam
Exterior: Clapboard, Stone

Driveway
Paved

Lot, Zoning, & Easement Information
Common Land Acres: 0
Lot: 61.2
Mountain View, Pond, Ski Area, View

Survey Information
Surveyed: Yes

Other Property & Lot Information
Year Built: 2002

Financial

Assessment Information
Assessment Amount: 1419300
Assessment Year: 2012

Tax Information
Tax Year: 2012
Gross Amount Tax: 28299.42
SPAN Number: 77124511278

Other Tax Information
Page Deed: 578

Financing Information
Conventional

Utilities

Heating & Cooling Information
Heat: Baseboard, Radiant
Heat Fuel: Gas - Liquid Propane Bottle

Sewer Information
1000 Gallon, Mound

Electric Information
Electric Company: CVPS
Generator, Generator Ready

Water Information
Drilled Well

Other Utilities Information
Phone Company: Fairpoint

Location

School Information
Elementary School: Choice
Elementary School: Choice
Middle/Jr School: Choice

Neighborhood Information
Mountain

Road Information
Road Frontage: Yes
Road Frontage Length: 2028
Paved

Other Location Information
Directions: Rt 30 to Bondville to Stratton Access Road. Left onto Upper Taylor Hill Road. First Driveway on Right. Private Driveway.
Development / Subdivision: None (Winh)
Block: 02

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Bennington County
APN: —

Home facts updated by county records on Apr 13, 2023

Other

Water Body Information
Pond

Misc. Information
Resort: Yes
Seasonal: Yes

Documents & Disclosures
Documents Available: Deed

Around this home

Schools

Mountain School At Winhall

Private K-8 • 0.9mi

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, 20 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

$2.38M – $2.88M

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

Nearby similar homes

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New listings for sale in 05340

NEW 1 HR AGO

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OPEN TODAY, 10AM TO 12PM

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VIDEO TOUR

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Home values near 20 Upper Taylor Hill Rd

Data from public records.

Address	Redfin Estimate
17 Upper Taylor Hill Road, Jamaica, VT 1 Beds \| 1 Baths \| 2035 Sq. Ft.	$546,846
17 Upper Taylor Hill Road, Winhall, VT 4 Beds \| 3 Baths \| 1740 Sq. Ft.	$691,288

Address	Redfin Estimate
29 Upper Taylor Hill Road, Jamaica, VT 3 Beds \| 2 Baths \| 1367 Sq. Ft.	$490,804
149 High Meadow Road, Winhall, VT 5 Beds \| 2.5 Baths \| 5296 Sq. Ft.	$953,357

Address	Redfin Estimate
20 Upper Taylor Hill Road, Jamaica, VT - Beds \| - Baths \| 4401 Sq. Ft.	$2,290,293
141 High Meadow Road, Winhall, VT 4 Beds \| 3 Baths \| 4025 Sq. Ft.	$1,352,639

Property information provided by PrimeMLS when last listed in 2013. This data may not match . Learn more.

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