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$5,600,000
2 Days On Site

1060 Upper Hollow Road
Dorset, VT 05251

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
1
Full Bath
5
Partial Baths
4,674
SqFt
$1,198
/SqFt
1965
Built
County:
VT-Bennington
Listing courtesy of Sunny Breen of Josiah Allen Real Estate, Inc.
Call Now: 802-254-6400
Is this the listing for you? We can help make it yours.
802-254-6400
1060 Upper Hollow Road1060 Upper Hollow Road1060 Upper Hollow Road1060 Upper Hollow Road
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Mortgage Calculator

Monthly Payment (Est.)

$25,549
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

'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.

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Listing Snapshot
Price 
$5,600,000
Days On Site 
2 Days
Bedrooms 
5
Inside Area (SqFt) 
4,674 sqft
Total Baths 
6
Full Baths 
1
Partial Baths 
5
Lot Size 
66.6 Acres
Year Built 
1965
MLS® Number 
5075285
Status 
Active
Property Tax 
$30,070.34
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Acres 
66.6
Garage 
Yes
Garage Spaces 
7
Number Of Stories 
1
Parking 
Gravel
Parking Spaces 
7
Property Sub Type 
Single Family Residence
Security 
Smoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Septic Tank
SqFt Above 
2650
SqFt Below 
2024
SqFt Total 
4800
Style 
Contemporary
Utilities 
Cable Available
Water Source 
Spring
Zoning 
RR
Interior Features
Appliances 
DryerRefrigeratorMicrowaveWasherElectric CooktopDishwasherDouble OvenInduction CooktopWine Cooler
Basement 
FinishedWalk-Out Access
Cooling 
Ceiling Fan(s)Central Air
Electric 
Circuit Breakers
Fireplace 
Yes
Fireplaces 
1
Flooring 
CarpetTileWood
Heating 
PropaneRadiant
Interior 
Kitchen IslandCathedral Ceiling(s)Walk-In Closet(s)
Laundry Features 
In Basement
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Exterior Features
Construction Details 
Frame
Exterior 
Storage
Frontage 
700
Lot Features 
Rolling Slope
Other Structures 
Outbuilding
Patio And Porch 
DeckPatioPorchCovered
Roof 
SlateShingleAsphalt
View 
Mountain(s)
Waterfront Features 
Pond
Waterview 
Mountain(s)
Community Features
Roads 
Dirt
Schools
School District
Unknown
Elementary School
Unknown
Middle School
Unknown
High School
Burr and Burton Academy
Listing courtesy of Sunny Breen of Josiah Allen Real Estate, Inc.



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, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Last checked: 2026-02-02 03:08 PM UTC
Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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