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Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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1060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 052511060 Upper Hollow Road Dorset VT 05251
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  • $5,600,000List Price
  • 5Bedrooms
  • 6Bathrooms
  • 4,674Square Feet
'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property... Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated!! Beauty, solitude, quiet luxury!!! Subdivision potential.
Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

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More Info

Parking

  • Parking Spaces7.00
  • GarageYes

Building

  • Year Built1965
  • Building ConstructionWood Frame
  • Property StyleContemporary
  • Bedrooms5
  • Bathroom6
  • Square Feet4,674

Interior

  • Stories1

Amenities

  • AmenitiesCO Detector, Smoke Detector, Standby Generator
  • PricePerSqFt1198.12

Rooms

  • Full Bath1

Location

  • Building Number1060
  • StreetUpper Hollow Road
  • TownDorset
  • StateVT
  • Zip05251
  • CountyBennington
  • High SchoolBurr and Burton Academy
  • Address1060 Upper Hollow Road

Utilities

  • Heat SystemPropane, Radiant, Boiler

Basic Information

  • MLS Number5075285
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$5,600,000
  • Broker NameJosiah Allen Real Estate, Inc.

Property

  • Acreage66.60
  • Lot DescriptionCountry Setting, Mountain View, Pond, River, Rolling, Water View, Near Paths
  • AreaVT-Bennington

Other

  • SeasonalNo
  • Date Listed01/30/2026
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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 9, 2026 9:40 AM EDT

 

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