66 Hollow Rd

Woodstock, VT 05091

$2,508,000
Last Sold Price
6
Beds
4,350 Sq. Ft.
$577 / Sq. Ft.
4,350
Sq. Ft.
$577
per Sq. Ft.
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Closed 4/29/22
Closed 4/29/22

Description

John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988...John Curtis, a veteran of the American Revolution, received a land grant to establish a homestead in the new State of Vermont circa 1780. The fields & pastures carved out of a wilderness sustained his family for 5 generations. Stonewalls & tumbled dams remain as evidence of the industry & effort of early pioneers. The Hollow Farm consists of the striking 6 bedroom/4 bath Homestead House & the 3 Bedroom/2 bath Brook House sited in the middle of the 91-acre property. The new Homestead created in 1988 around the stone fireplace & native timber framed original home. The southwesterly exposure illuminates the spacious gathering rooms & private spaces through the enormous round windows. The interior layout reflects casual country lifestyle with an open floor plan spiraling around the central kitchen complex, which opens out on to a wide, elevated terrace, decks & balcony's on each level. Common rooms & quiet corners are visually connected & access by open stairways. The architectural form expresses the Vermont farmhouse on a grand scale with a cupola & splendid views of the surrounding fields & mountains. The property adjoins Coolidge State Forest at a place where a magical waterfall & sweet swimming hole are formed over exposed bedrock. The maintained road ends a mile or so beyond the old farmstead & continues on with miles of trails leading to South Woodstock, Plymouth & Reading townships. Nearby are Woodstock Village, the ski resorts of Killington & Okemo & public waters.
  1. Listed by Laird Bradley • Williamson Group Sothebys Intl. Realty

Sold By Snyder Donegan Real Estate Group

Property Details for 66 Hollow Road

Water Body Type
Brook/Stream
Waterfront Property
Yes
Zoning
Residential 5 acre
LISTING UPDATED: 05/02/2022 03:21 PM

Property Details for 66 Hollow Road

StatusClosed
MLS #4885504
Days on Market117
Taxes$26,918 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1988
Lot Size91.11 AC / 3,968,751 SF
CountyWindsor County
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Location

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Building Information for 66 Hollow Road

Stories3Year Built1988Building Size-Lot Size91.11 AC / 3,968,751 SF

Payment Calculator

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$14,872 per month

30 year fixed, 6.46% Interest

Principal and Interest

$12,629

Property Taxes

$2,243

HOA Dues

$0

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Property Information for 66 Hollow Road

Summary
Location and General Information
  • City: Woodstock
  • County: VT-Windsor
  • Latitude: 43.568821841745837
  • Longitude: -72.620537679244990
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip: 05091
Taxes and HOA Information
  • SPAN Number: 786-250-11592
  • Tax - Gross Amount: $26,917.56
  • Tax Year: 2022
  • Taxes TBD: No
School Information
  • School - High: Woodstock Senior UHSD #4
  • School - District: Windsor Central
  • School - Elementary: Woodstock Elementary School
  • School - Middle/Jr: Woodstock Union Middle Sch
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot - Sqft: 3968752.0
  • Lot Size Acres: 91.11
  • Road Frontage Length: 1200.0
  • Square Feet Apx Finished Above Grade: 4350.0
  • Square Feet Apx Finished AG Source: Measured
  • Square Feet Apx Finished Below Grade: 0.0
  • Square Feet Apx Finished BG Source: Measured
  • Square Feet Apx Total: 4806.0
  • Square Feet Apx Total Finished: 4350.0
  • Square Feet Apx Unfinished Above Grade: 0.0
  • Square Feet Apx Unfinished AG Source: Measured
  • Square Feet Apx Unfinished Below Grade: 456.0
  • Square Feet Apx Unfinished BG Source: Measured
  • Water Body Name: Hollow Brook
  • Waterfront Property Rights: Exclusively Owned
Property and Assessments
  • Current Use: Yes
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Foundation: Concrete
  • PreConstruction: No
  • Suitable Use: Agriculture, Farm - Horse/Animal, Field/Pasture, Maple Sugar, Orchards, Recreation, Residential, Timber, Woodland
  • Surveyed: Unknown
  • Water Body Restrictions: No
  • Year Built: 1988
Utilities
  • Electric Company: Green Mt. Power
  • Fuel Company: Dead River
  • Electric: 200 Amp
  • Sewer: Leach Field, On-Site Septic Exists
  • Utilities: Internet - Fiber Optic
Interior and Exterior Features
Exterior Features
  • Roads: Gravel, Public
  • Roof: Standing Seam
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Climate Controlled, Concrete, Daylight, Storage Space, Unfinished, Walkout, Exterior Access
  • Baths - Total: 4
  • Baths - Full: 2
  • Half Baths: 1
  • One Quarter Baths: 0
  • Three Quarter Bath: 1
  • Rooms - Total: 18
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Breakfast Nook, Level 1: Family Room, Level 1: Kitchen - Eat-in, Level 1: Laundry Room, Level 1: Living/Dining, Level 1: Mudroom, Level 1: Office/Study, Level 1: Sunroom
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Primary Bedroom, Level 2: Office/Study, Level 2: Rec Room
  • Rooms: Level 3: Level 3: Bedroom, Level 3: Sunroom
  • Bedrooms - Total: 6
  • Heat Fuel: Oil
  • Heating: Baseboard, Multi Zone
  • Cooling: None
  • Total Stories: 3.5
Room Information
Room 1
  • Room Dimensions: 15'5"x23'6"
  • Room Level: 1
  • Room Type: Family Room
Room 2
  • Room Dimensions: 11'6'x12'3'
  • Room Level: 1
  • Room Type: Living/Dining
Room 3
  • Room Dimensions: 14'7"x16'10"
  • Room Level: 1
  • Room Type: Office/Study
Room 4
  • Room Dimensions: 15'5"x19'8"
  • Room Level: 1
  • Room Type: Kitchen - Eat-in
Room 5
  • Room Dimensions: 11'x11'7"
  • Room Level: 1
  • Room Type: Breakfast Nook
Room 6
  • Room Dimensions: 11'5"x11'6"
  • Room Level: 1
  • Room Type: Sunroom
Room 7
  • Room Dimensions: 8'10"x10'1"
  • Room Level: 1
  • Room Type: Mudroom
Room 8
  • Room Dimensions: 6'5"x7'3"
  • Room Level: 1
  • Room Type: Laundry Room
Room 9
  • Room Dimensions: 11'5"x13'
  • Room Level: 1
  • Room Type: Bedroom
Room 10
  • Room Dimensions: 15'3"x27'2"
  • Room Level: 2
  • Room Type: Primary Bedroom
Room 11
  • Room Dimensions: 13'1"x11'5"
  • Room Level: 2
  • Room Type: Bedroom
Room 12
  • Room Dimensions: 11'7"x14'6"
  • Room Level: 2
  • Room Type: Bedroom
Room 13
  • Room Dimensions: 12'5"x11'6"
  • Room Level: 2
  • Room Type: Bedroom
Room 14
  • Room Dimensions: 11'11"x11'6"
  • Room Level: 2
  • Room Type: Bedroom
Room 15
  • Room Dimensions: 9'x12'3"
  • Room Level: 2
  • Room Type: Office/Study
Room 16
  • Room Dimensions: 14'x15'
  • Room Level: 2
  • Room Type: Rec Room
Room 17
  • Room Dimensions: 11'7"x20'1
  • Room Level: 3
  • Room Type: Bedroom
Room 18
  • Room Dimensions: 11'3"x11'6"
  • Room Level: 3
  • Room Type: Sunroom

Property History for 66 Hollow Road

DateEvent & SourcePriceAppreciation
Apr 29, 2022

Sold

New England Real Estate Network #4885504

$2,508,000—
Jan 29, 2022

Active Under Contract

New England Real Estate Network #4885504

—
Dec 13, 2021

Price Change

New England Real Estate Network #4885504

$2,850,000—
Oct 4, 2021

Listed (Active)

New England Real Estate Network #4885504

$3,200,000—
DateEvent & SourcePrice
04/29/2022

Sold

New England Real Estate Network #4885504

$2,508,000
01/29/2022

Active Under Contract

New England Real Estate Network #4885504

—
12/13/2021

Price Change

New England Real Estate Network #4885504

$2,850,000
10/04/2021

Listed (Active)

New England Real Estate Network #4885504

$3,200,000

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

Schools near 66 Hollow Road

This home is within Windsor Central Unified Union School District.
Rating
School
Type
Grades
Distance
Woodstock Elementary School
Public - PK to 6
Woodstock Senior Uhsd #4
Public - 7 to 12
Rating
School
Distance
Woodstock Elementary School
PublicPK to 6

Woodstock Senior Uhsd #4
Public7 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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 Williamson Group Sothebys Intl. Realty

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 04/06/2026 11:35 AM