655 Squirrel Hollow RoadDorset, VT 05253MLS Number 5093536

  • Price: $1,997,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253655 Squirrel Hollow Road Dorset VT 05253
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  • 4Bedrooms
  • 23.09Acreage
  • 3Bathrooms
  • 2000Year Built

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Listed by Laura Kottler of LandVest,Inc/Woodstock
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.

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More Info

Tax Information

  • Tax Year2025

Location

  • Building Number655
  • StreetSquirrel Hollow Road
  • TownDorset
  • StateVT
  • Zip05253
  • CountyBennington
  • Flood Zone Y/NNo
  • Address655 Squirrel Hollow Road

Property

  • Acreage23.09
  • Lot DescriptionCountry Setting, Mountain View, Pond
  • AreaVT-Bennington
  • DrivewayGravel, Paved
  • RoadsPrivate Road
  • Road Frontage316

Utilities

  • Heat SystemBaseboard, Hot Water, Boiler
  • WaterDrilled Well
  • SewerSeptic
  • Electric200+ Amp Service,220 Plug, Generator
  • UtilitiesUnderground Utilities

Other

  • SeasonalNo
  • Page623
  • Date Listed06/09/2026

Parking

  • Parking Spaces2
  • GarageYes

Building

  • Year Built2000
  • Building ConstructionWood Frame, Wood Exterior
  • ConstructionExisting
  • Property StyleContemporary
  • Bedrooms4
  • Bathroom3
  • Total Baths3
  • 3/4 Baths2
  • Half Bath1
  • Total Rooms13
  • Square Feet4,125
  • BasementConcrete
  • FoundationConcrete

Exterior

  • Exterior FeaturesDeck, Screened Porch
  • RoofMetal, Standing Seam

Amenities

  • AmenitiesAir Conditioner
  • PricePerSqFt710.68

Basic Information

  • MLS Number5093536
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,997,000
  • Listing Agent NameLaura Kottler
  • Broker NameLandVest, Inc/Woodstock

Interior

  • Interior FeaturesDining Area, Wet Bar
  • Room 1 TypeMudroom
  • Room 1 Level1
  • FloorsHardwood
  • Room 2 TypeBathroom Half
  • Room 2 Level1
  • Room 3 TypeKitchen
  • Room 3 Level1
  • Room 4 TypeLiving Room
  • Room 4 Level1
  • Room 5 TypeOffice/Study
  • Room 5 Level1
  • Stories2
  • Room 6 TypeDining Room
  • Room 6 Level1
  • Room 7 TypeBathroom Three Quarter
  • Room 7 Level2
  • Room 8 TypeBedroom
  • Room 8 Level2
  • Room 9 TypeBedroom
  • Room 9 LevelBasement
  • Room 10 TypeBathroom Three Quarter
  • Room 10 LevelBasement
  • Room 11 TypeBedroom
  • Room 11 LevelBasement
  • Room 12 TypeBedroom
  • Room 12 LevelBasement
  • Room 13 TypeFamily Room
  • Room 13 LevelBasement
Dave Chenette | Chenette Real Estate
Dave Chenette | Chenette Real Estate
Office: 802-264-1991
9 Roberts Ct
Milton, VT 05468
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 June 10, 2026 8:38 AM EDT

 

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