655 Squirrel Hollow Rd

Dorset, VT 05253

$1,997,000
Price
4
Beds
4,125 Sq. Ft.
$484 / Sq. Ft.
4,125
Sq. Ft.
$484
per Sq. Ft.
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Description

Set on 23 private acres with sweeping Green Mountain views, this contemporary residence by acclaimed architect Jeff Barnes is thoughtfully composed to engage its landscape at every turn. Walls of glass, soaring ceilings, exposed timber trusses, and stone fireplaces bring scale and warmth to the interiors, while broad windows draw in light and long views from nearly every principal room. Particularly noteworthy is the custom woodwork found throughout the house, from richly figured cabinetry and built-ins...Set on 23 private acres with sweeping Green Mountain views, this contemporary residence by acclaimed architect Jeff Barnes is thoughtfully composed to engage its landscape at every turn. Walls of glass, soaring ceilings, exposed timber trusses, and stone fireplaces bring scale and warmth to the interiors, while broad windows draw in light and long views from nearly every principal room. Particularly noteworthy is the custom woodwork found throughout the house, from richly figured cabinetry and built-ins to warm wood window surrounds and graceful curved details that lend the home an uncommon sense of finish and refinement. The kitchen is both generous and inviting, with a substantial island, granite counters, panoramic views, and extensive custom cabinetry, and it opens easily to the dining and living rooms, a wet bar, an expansive deck, and a screened porch overlooking the pond and waterfall. A first-floor office or study with built-in bookshelves and a custom wooden desk provides a tailored workspace. Privately situated above the main living level, the primary suite includes a fireplace, sitting area, bath retreat, and far-reaching views. The lower level offers a spacious family room with fireplace and three guest bedrooms, while additional space above the garage is well suited to recreation, fitness, or studio use. Rarely does a house combine architectural pedigree, craftsmanship, and such a compelling Vermont setting with this degree of ease and livability.
  1. Listed by Laura Kottler • LandVest, Inc/Woodstock
  2. Listed by Tim Post • LandVest, Inc/Woodstock

Property Details for 655 Squirrel Hollow Road

Zoning
Residential
LISTING UPDATED: 06/09/2026 06:05 PM

Property Details for 655 Squirrel Hollow Road

StatusActive
MLS #5093536
Days on Market10
Taxes$22,137 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built2000
Lot Size23.09 AC / 1,005,800 SF
CountyBennington County
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Location

Listing Courtesy of LandVest, Inc/Woodstock
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Building Information for 655 Squirrel Hollow Road

Stories2Year Built2000Building Size-Lot Size23.09 AC / 1,005,800 SF

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$11,796 per month

30 year fixed, 6.36% Interest

Principal and Interest

$9,951

Property Taxes

$1,845

HOA Dues

$0

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Property Information for 655 Squirrel Hollow Road

Summary
Location and General Information
  • City: Dorset
  • County: VT-Bennington
  • Latitude: 43.244344000001000
  • Longitude: -73.017788999999993
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05253
Taxes and HOA Information
  • SPAN Number: 180-057-10631
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel, Paved
Property
Lot Information
  • Lot Features: Country Setting, Mountain View, Pond
  • Lot Size Acres: 23.09
  • Road Frontage Length: 316.0
  • Total Finished Area: 4125.0
  • Above Grade Finished Area: 2810.0
  • Above Grade Finished Area Source: Plans
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Plans
  • Below Grade Finished Area: 1315.0
  • Below Grade Finished Area Source: Plans
  • Below Grade Unfinished Area: 0.0
  • BelowGradeUnfinishedAreaSource: Plans
  • Lot Size Square Feet: 1005800.0
  • Total Area: 4125.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 2000
Utilities
  • Electric: 200+ Amp Service, 220 Plug, Generator
  • Sewer: Septic
  • Water Source: Drilled Well
  • Utilities: Underground Utilities
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame, Wood Exterior
  • Roof: Metal, Standing Seam
Interior Features
  • Appliances: Dishwasher, Microwave
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Concrete
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Kitchen, Level 1: Living Room, Level 1: Mudroom, Level 1: Office/Study
  • Rooms: Level 2: Level 2: Bedroom, Level 2: 3/4 Bathroom
  • Rooms: Level B: Level B: Bedroom, Level B: 3/4 Bathroom, Level B: Family Room
  • Flooring: Hardwood
  • Heating: Baseboard, Hot Water, Boiler
  • Cooling: Central AC
  • Total Stories: 2
  • Rooms Total: 13
  • Bathrooms Full: 0
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 2
  • Bedrooms Total: 4
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Level: 1
  • Room Type: Mudroom
Room 2
  • Room Level: 1
  • Room Type: Bathroom Half
Room 3
  • Room Level: 1
  • Room Type: Kitchen
Room 4
  • Room Level: 1
  • Room Type: Living Room
Room 5
  • Room Level: 1
  • Room Type: Office/Study
Room 6
  • Room Level: 1
  • Room Type: Dining Room
Room 7
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Level: 2
  • Room Type: Bedroom
Room 9
  • Room Level: Basement
  • Room Type: Bedroom
Room 10
  • Room Level: Basement
  • Room Type: Bathroom Three Quarter
Room 11
  • Room Level: Basement
  • Room Type: Bedroom
Room 12
  • Room Level: Basement
  • Room Type: Bedroom
Room 13
  • Room Level: Basement
  • Room Type: Family Room

Property History for 655 Squirrel Hollow Road

DateEvent & SourcePriceAppreciation
Jun 9, 2026

Listed (Active)

New England Real Estate Network #5093536

$1,997,000—
DateEvent & SourcePrice
06/09/2026

Listed (Active)

New England Real Estate Network #5093536

$1,997,000

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

Public Records for 655 Squirrel Hollow Road

Taxable ValueLand$415,100Additions$1,261,400Total$1,676,500
Home Facts
Beds0Lot Size1,005,800 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(057)089012

Schools near 655 Squirrel Hollow Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Dorset Elementary School
Public - PK to 8
Rating
School
Distance
Dorset Elementary School
PublicPK 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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More information about 655 Squirrel Hollow Road, Dorset, VT 05253

655 Squirrel Hollow Road is a single family home for sale in Dorset, VT 05253. This property was listed for sale on June 9, 2026 by LandVest, Inc/Woodstock, it's currently listed at $1,997,000. This listing's school district is Taconic and Green Regional School District. Nearby schools include Dorset Elementary School. 655 Squirrel Hollow Road is a 4-bed, 3-bath, 4,125 sqft single family home built in 2000.

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 LandVest, Inc/Woodstock

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 06/19/2026 10:34 PM