156 Winhall Hollow Rd

1,517 Sq. Ft.
$326 / Sq. Ft.
1,517
Sq. Ft.
$326
per Sq. Ft.

Description

Equine perfection... 40 acres... pastoral setting wrapped in mountain views... pond... 125 X 70 Indoor Riding Arena with Permaflex (USEF recommended) footing... primary barn offers 13 matted box stalls each with easy hay drop, tack, office, wash stall, attached indoor...14 individual 3 -rail fenced paddocks... outdoor exercise paddock... the second barn offers 6 box-stalls... multiple outbuildings for bedding, equipment and tractor cover... 1000 bail storage options... Main Residence is a one bedroom...Equine perfection... 40 acres... pastoral setting wrapped in mountain views... pond... 125 X 70 Indoor Riding Arena with Permaflex (USEF recommended) footing... primary barn offers 13 matted box stalls each with easy hay drop, tack, office, wash stall, attached indoor...14 individual 3 -rail fenced paddocks... outdoor exercise paddock... the second barn offers 6 box-stalls... multiple outbuildings for bedding, equipment and tractor cover... 1000 bail storage options... Main Residence is a one bedroom Cottage converted from a barn (with existing foot print expansion) offers finished 1500 sf of open one level living and attached garage plus workshop or studio space. Truly a fine property that is ideal for the passionate horse lover... The property is registered in Vermont Current Use... a glorious building site is evident!
  1. Listed by Laura Beckwith • Josiah Allen Real Estate, Inc.

Sold By Josiah Allen Real Estate, Inc.

Property Details for 156 Winhall Hollow Road

Parking
Driveway, On-Site
Water Body Type
Pond
Waterfront Property
Yes
Zoning
Rural Residential
LISTING CLOSED: 10/03/2018 12:00 AM

Property Details for 156 Winhall Hollow Road

StatusClosed
MLS #4643142
Days on Market420
Taxes$10,678 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1987
Lot Size38.70 AC / 1,685,772 SF
CountyBennington County

Location

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Building Information for 156 Winhall Hollow Road

Stories1Year Built1987Building Size-Lot Size38.70 AC / 1,685,772 SF

Payment Calculator

$3,406 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,516

Property Taxes

$890

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 156 Winhall Hollow Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: RT 30 to Winhall Hollow Rd... to 156
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05340
Taxes and HOA Information
  • SPAN Number: 77124512205
  • Tax - Gross Amount: $10,678.38
  • Tax Year: 2017
  • Taxes TBD: No
School Information
  • School - High: Choice
  • School - Elementary: Choice
  • School - Middle/Jr: Choice
Parking
  • Garage: Yes
  • Garage Capacity: 4.00
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 1685772.0
  • Lot Size Acres: 38.7
  • Road Frontage Length: 2249.0
  • Square Feet Apx Finished Above Grade: 1517.0
  • Square Feet Apx Finished AG Source: Public Records
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Public Records
  • Square Feet Apx Total: 1517.0
  • Square Feet Apx Total Finished: 1517.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Public Records
  • Square Feet Apx Unfinished Below Grade: 0.0
  • Square Feet Apx Unfinished BG Source: Public Records
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Concrete, Slab w/ Frost Wall
  • PreConstruction: No
  • Resort: No
  • Surveyed: Yes
  • Year Built: 1987
Utilities
  • Electric: Other
  • Sewer: Septic
Interior and Exterior Features
Exterior Features
  • Features - Exterior: Barn, Fence - Full, Outbuilding, Shed, Storage
  • Roads: Paved, Public
  • Roof: Metal, Shingle - Other
Interior Features
  • Appliances: Dishwasher, Microwave, Range - Electric, Refrigerator
  • Basement: No
  • Baths - Total: 1
  • Baths - Full: 1
  • Half Baths: 0
  • One Quarter Baths: 0
  • Three Quarter Bath: 0
  • Rooms - Total: 5
  • Rooms: Level 1: Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Master Bedroom, Level 1: Office/Study
  • Bedrooms - Total: 2
  • Features - Interior: Kitchen/Dining, Living/Dining, Storage - Indoor, Laundry - 1st Floor
  • Flooring: Carpet, Ceramic Tile
  • Heat Fuel: Oil, Pellet
  • Heating: Hot Water, Radiator, Stove - Pellet
  • Cooling: None
  • Total Stories: 1
Room Information
Room 1
  • Room Dimensions: 14' x 10'
  • Room Level: 1
  • Room Type: Kitchen
Room 2
  • Room Dimensions: 14' x 11'
  • Room Level: 1
  • Room Type: Dining Room
Room 3
  • Room Dimensions: 28' x 25'
  • Room Level: 1
  • Room Type: Living Room
Room 4
  • Room Dimensions: 9' x 7'
  • Room Level: 1
  • Room Type: Office/Study
Room 5
  • Room Dimensions: 14' x 19'
  • Room Level: 1
  • Room Type: Master Bedroom

Property History for 156 Winhall Hollow Road

DateEvent & SourcePriceAppreciation
Oct 4, 2018

Sold (Public Record)

Public Record #632812042

$495,000—
Oct 3, 2018

Sold

New England Real Estate Network #4643142

$495,000—
Sep 25, 2018

Pending

New England Real Estate Network #4643142

—
DateEvent & SourcePrice
10/04/2018

Sold (Public Record)

Public Record #632812042

$495,000
10/03/2018

Sold

New England Real Estate Network #4643142

$495,000
09/25/2018

Pending

New England Real Estate Network #4643142

—

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

Public Records for 156 Winhall Hollow Road

Taxable ValueLand$773,600Additions$296,100Total$1,069,700
Tax Record2021$23,575 ($1,965 / month)
Home Facts
Baths1Total Finished SqFt902 SqFtAbove Grade Finished SqFt902 SqFtStories1Lot Size5,832,248 SqFtStyleMiscellaneous CommercialCountyBENNINGTONAPN(245)01387

Schools near 156 Winhall Hollow Road

Rating
School
Type
Grades
Distance
Private - K to 8
Rating
School
Distance
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.

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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. 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 Josiah Allen Real Estate, Inc.

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 07/23/2026 04:44 AM