This listing courtesy of Sunny Breen , Josiah Allen Real Estate, Inc.
$5,600,000

1060 Upper Hollow Road, Dorset, VT 05251

  • 5 beds |
  • 6 baths
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1965
  • Property Lot Size Icon66.6acre lot
  • Property Parking Icon 7 car garage
  • Property Price Per Square Feet Icon $——/sqft
  • Property List Date Icon Listed 1 month ago

Property Description

'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.

Listing Status:
Active
Date Added:
January 30, 2026
Data Last Updated:
March 22, 2026 at 6:56PM
Listing Office:
Josiah Allen Real Estate, Inc. : 802-867-5555
Listing Agent:
Sunny Breen : 802-867-5555 : sunnybreen@josiahallen.com
MLS ID:
5075285
  • General: Cathedral CeilingCeiling Fan1 FireplaceKitchen IslandLiving/DiningSecurityWalk-in ClosetBasement Laundry
  • Appliances: Electric CooktopDishwasherDryerMicrowaveDouble OvenRefrigeratorWasherInduction CooktopWine Cooler
  • Basement: Climate ControlledFinishedWalkout
  • Flooring: CarpetTileWood
  • A/C: Central AC
  • Heating: PropaneRadiantBoiler
  • General: DeckOutbuildingPatioCovered PorchStorage
  • Style: Contemporary
  • Roofing: Asphalt ShingleSlate
  • General: Wood FrameConcrete
  • Road/Access: DirtPublic Maintained Road
  • County: Bennington
  • Driveway: Gravel
  • Zoning: RR
  • Utilities: CablePhone
  • Water: Spring
  • Sewer: On-Site Septic Exists

This listing courtesy of Sunny Breen , Josiah Allen Real Estate, Inc.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

D

Dorset Elementary School

130 School Dr, Dorset, VT, 05251

Grades PK-8

2.90 miles away

D

Dorset Elementary School

130 School Dr, Dorset, VT, 05251

Grades PK-8

2.90 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.
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