Last Sold Price
4 beds5,601 sqft$295/sqft
20 Upper Taylor Hill Rd, Winhall, VT 05340

Description

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, PondRare 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
LISTING CLOSED: 06/07/2013 12:00 AM

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

Sold By Winhall Real Estate, Inc.

Property Details for 20 Upper Taylor Hill Road

Status
MLS #
4215412
Days on Market
62
Taxes
$28,299 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
2002
Lot Size
36.25 AC / 1,579,050 SF
Development / Subdivision
None (Winh)
Parking
Driveway
Water Body Type
Pond
Zoning
res

Recent comparable sales

Median sold price

$1,300,000

Avg days on market

202

Sale-to-list ratio

87.2%

Winhall, VT

9 comparable properties found

$1,700,000 | 4 Stone House Road, Winhall, VT 05340
1/38
1

$1,700,000

Sold 11/22/24

4
Bedrooms
4,777
Square Feet
1
Acres
$1,270,000 | 33 Forest Haunts Road, Winhall, VT 05343
1/47
2

$1,270,000

Sold 03/20/26

4
Bedrooms
4,640
Square Feet
20.8
Acres
$1,300,000 | 33 Jamie Lane, Winhall, VT 05340
1/52
3

$1,300,000

Sold 08/25/25

4
Bedrooms
4,541
Square Feet
11.96
Acres
$1,665,000 | 14 Old Ridge Road, Winhall, VT 05340
1/41
4

$1,665,000

Sold 03/09/26

4
Bedrooms
4,270
Square Feet
1
Acres
$2,150,000 | 16 Hunter Ridge Road, Winhall, VT 05340
1/56
5

$2,150,000

Sold 02/12/26

4
Bedrooms
5,000
Square Feet
2.66
Acres
$1,600,000 | 14 Stone House Road, Winhall, VT 05340
1/59
6

$1,600,000

Sold 12/19/25

3
Bedrooms
4,312
Square Feet
1.1
Acres
$1,050,000 | 6 Chad Circle, Winhall, VT 05340
1/44
7

$1,050,000

Sold 02/27/26

5
Bedrooms
4,788
Square Feet
1
Acres
$720,000 | 58 Todd Hill Road, Winhall, VT 05340
1/37
8

$720,000

Sold 10/21/25

4
Bedrooms
2,389
Square Feet
1
Acres
$1,150,000 | 35 Old Ridge Road, Winhall, VT 05340
1/42
9

$1,150,000

Sold 07/25/25

4
Bedrooms
4,826
Square Feet
1
Acres

Location

Add your commute

Building Information for 20 Upper Taylor Hill Road

Stories3Year Built2002Building Size-Lot Size36.25 AC / 1,579,050 SF

Payment Calculator

$10,745 per month

30 year fixed, 6.55% Interest

Principal and Interest

$8,387

Property Taxes

$2,358

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 20 Upper Taylor Hill Road

Summary
Location and General Information
  • Area Description: Mountain
  • City: Winhall
  • County: VT-Bennington
  • Directions: Rt 30 to Bondville to Stratton Access Road. Left onto Upper Taylor Hill Road. First Driveway on Right. Private Driveway.
  • Latitude: 43.13285984949281
  • Longitude: -72.8890362044128
  • Road Frontage: Yes
  • Seasonal: Yes
  • State: VT
  • Village/Dist/Locale: Bondville
  • Map: 12
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 77124511278
  • Tax - Gross Amount: $28,299.42
  • Tax Year: 2012
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Paved
Virtual Tour
Property
Lot Information
  • Block: 02
  • Common Land Acres: 0.0
  • Lot: 61.2
  • Lot Size Acres: 36.25
  • Road Frontage Length: 2028.0
  • Square Feet Apx Finished Above Grade: 4401.0
  • Square Feet Apx Finished Below Grade: 1200.0
  • Square Feet Apx Tot Below Grade: 966.0
  • Square Feet Apx Total Finished: 5601.0
Property and Assessments
  • Current Use: No
  • Assessment Amount: $1,419,300
  • Assessment Year: 2012
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • Foundation: Concrete
  • Owned Land: Yes
  • Resort: Yes
  • ROW - Length: 0
  • ROW - Parcel Access: No
  • Surveyed: Yes
  • Year Built: 2002
Utilities
  • Electric Company: CVPS
  • Electric: Generator, Generator Ready
  • Sewer: 1000 Gallon, Mound
Interior and Exterior Features
Exterior Features
  • Color: white
  • Roads: Paved
  • Roof: Standing Seam
Interior Features
  • Appliances: Dishwasher, Dryer, Range Hood, Microwave, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Finished
  • Baths - Total: 4
  • Baths - Full: 3
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 15
  • Bedrooms - Total: 4
  • Flooring: Hardwood, Softwood, Tile
  • Heat Fuel: Gas - LP/Bottle
  • Heating: Baseboard, Radiant
  • Total Stories: 3
Room Information
Room 1
  • Room Dimensions: 22x28
  • Room Level: 1
  • Room Type: Kitchen
Room 3
  • Room Dimensions: 22X40
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 22x28
  • Room Level: 1
  • Room Type: Family Room
Room 5
  • Room Dimensions: 8x17
  • Room Level: 1
  • Room Type: Office/Study
Room 7
  • Room Dimensions: 14x22
  • Room Level: 1
  • Room Type: Primary Bedroom
Room 8
  • Room Dimensions: 12x18
  • Room Level: 1
  • Room Type: Bedroom
Room 9
  • Room Dimensions: 14x14
  • Room Level: 2
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 10x14
  • Room Level: Basement
  • Room Type: Bedroom
Room 11
  • Room Level: Basement
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 12x16
  • Room Level: 1
  • Room Type: Den
Room 13
  • Room Dimensions: 40X13
Room 14
  • Room Dimensions: 12x8
  • Room Level: Basement
  • Room Type: Other
Room 15
  • Room Dimensions: 12x24
Rental
Rent Information
  • Rented: No

Property History for 20 Upper Taylor Hill Road

DateEvent & SourcePriceAppreciation
Jun 7, 2013

Sold

New England Real Estate Network #4215412

$1,650,000
Apr 10, 2013

Pending

New England Real Estate Network #4215412

Feb 7, 2013

Listed (Active)

New England Real Estate Network #4215412

$1,900,000
DateEvent & SourcePrice
06/07/2013

Sold

New England Real Estate Network #4215412

$1,650,000
04/10/2013

Pending

New England Real Estate Network #4215412

02/07/2013

Listed (Active)

New England Real Estate Network #4215412

$1,900,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Upper Taylor Hill Road

Taxable ValueLand$563,200Additions$911,800Total$1,475,000
Tax Record2025$30,841 ($2,570 / month)
Home Facts
Beds0Total Finished SqFt4,401 SqFtAbove Grade Finished SqFt4,401 SqFtLot Size1,579,050 SqFtStyleSingle Family ResidenceYear Built1885Year Renovated1885CountyBENNINGTONAPN(245)00258

Schools near 20 Upper Taylor Hill Road

Rating
School
Type
Grades
Distance
Private - K to 8
Private - 7 to 12
Rating
School
Distance
Mountain School At Winhall
PrivateK to 8

Stratton Mountain School
Private7 to 12

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 20 Upper Taylor Hill Road, Winhall, VT 05340
$1,650,000
4
5,601
1,579,050
$341,000
4
1,740
335,412
$620,000
4,822
95,832
$795,139
6
4,164
65,340
$620,000
4
4,025
95,832
$1,300,000
6
5,249
56,628

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of VCP Sotheby`s International - Bondville

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 08/21/2026 06:30 AM