Last Sold Price
4 beds1,920 sqft$260/sqft
374 Winhall Hollow Rd, Winhall, VT 05340

Description

Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you’ll find brand-new kitchen appliances, a new washer and dryer, new carpet on the main level, and updates in bathrooms with new toilets, sinks,...Tucked away on 9.5 private acres that border the scenic Gale Meadows Pond, this Vermont retreat offers the perfect mix of nature, comfort, and functionality. Whether you're seeking a year-round residence or a seasonal getaway, this property is move-in ready with thoughtful renovations and room to explore. Step inside to a warm and inviting atmosphere where you’ll find brand-new kitchen appliances, a new washer and dryer, new carpet on the main level, and updates in bathrooms with new toilets, sinks, and fixtures. The living room centers around a cozy fireplace—perfect for cold winter nights—while the finished lower level features a built-in bar, ideal for relaxing or entertaining after a day on the slopes or trails. Behind the scenes, the home has been upgraded with a new septic system, new well pump, and new water heater, ensuring efficiency and peace of mind for years to come. Outside, enjoy the peaceful setting from the enclosed, covered deck, surrounded by stone walls, a small frog pond, and beautifully maintained grounds. A two-car detached garage and separate two-bay machine barn provide ample space for snowmobiles, tractors, or other equipment. With a mix of open fields and forest, the property invites outdoor adventure, take a walk through the woods to cast a line in Gale Meadows Pond or simply enjoy the changing seasons in your own backyard sanctuary. This is a one-of-a-kind property! Showings begin at open house 8/31 from 11am-1pm.
LISTING CLOSED: 11/26/2025 12:00 AM

  1. Listed by Annette Gallo • Real Broker LLC
  2. Listed by Stephanie Sugden • Real Broker LLC

Sold By EXP Realty

Property Details for 374 Winhall Hollow Road

Status
MLS #
5058796
Days on Market
4
Taxes
$6,381 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Single Family
Year Built
1986
Lot Size
9.50 AC / 413,820 SF
Zoning
Residential

Location

Add your commute

Building Information for 374 Winhall Hollow Road

Stories2Year Built1986Building Size-Lot Size9.50 AC / 413,820 SF

Payment Calculator

$3,073 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,541

Property Taxes

$532

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 374 Winhall Hollow Road

Summary
Location and General Information
  • City: Winhall
  • County: VT-Bennington
  • Directions: From Bondville take a right on Winhall Hollow Rd. Just past French Hollow Rd. house is first house on the right. From Manchester coming up Route 30, take a left onto Old Town Road to a slight left onto Winhall Hollow take a left. House is first house on the right.
  • Latitude: 43.179279000001003
  • Longitude: -72.882154999999997
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05340
Taxes and HOA Information
  • SPAN Number: 771-245-10101
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Hilly, Lake Access, Pond, Trail/Near Trail, Wooded
  • Lot Size Acres: 9.5
  • Road Frontage Length: 1100.0
  • Total Finished Area: 1920.0
  • Above Grade Finished Area: 960.0
  • Above Grade Finished Area Source: Public Records
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 960.0
  • Below Grade Finished Area Source: Public Records
  • Below Grade Unfinished Area: 0.0
  • Lot Size Square Feet: 413820.0
  • Total Area: 1920.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1986
  • School District: Winhall School District
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Choice
Utilities
  • Electric: 220 Volt
  • Sewer: Septic
  • Water Source: Drilled Well, Private
  • Utilities: Cable Available, Propane, Satellite, Telephone Available
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Vinyl Siding
  • Roof: Metal
Interior Features
  • Appliances: Dryer, Range Hood, Microwave, Refrigerator, Washer
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished, Interior Stairs, Walkout
  • Heating: Propane, Oil, Wood, Electric, Hot Water
  • Cooling: None
  • Total Stories: 2
  • Rooms Total: 8
  • Bathrooms Full: 2
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 3

Property History for 374 Winhall Hollow Road

DateEvent & SourcePriceAppreciation
Nov 26, 2025

Sold

New England Real Estate Network #5058796

$500,000
Nov 26, 2025

Pending

New England Real Estate Network #5058796

Aug 29, 2025

Listed (Active)

New England Real Estate Network #5058796

$495,000
DateEvent & SourcePrice
11/26/2025

Sold

New England Real Estate Network #5058796

$500,000
11/26/2025

Pending

New England Real Estate Network #5058796

08/29/2025

Listed (Active)

New England Real Estate Network #5058796

$495,000

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

Public Records for 374 Winhall Hollow Road

Taxable ValueLand$126,000Additions$128,300Total$254,300
Tax Record2024$7,120 ($593 / month)
Home Facts
Baths1.5Total Finished SqFt960 SqFtAbove Grade Finished SqFt960 SqFtUnfinished Basement SqFt560 SqFtLot Size631,620 SqFtStyleMobile / Manufactured HomeYear Built1986Year Renovated1986CountyBENNINGTONAPN(245)01480

Schools near 374 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 Real Broker LLC

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 08/12/2026 01:27 AM