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Listed By:
Sunny Breen with Josiah Allen Real Estate, Inc.;
Address
1060 Upper Hollow Road, Dorset, VT
Price
$ 5,600,000
Property Attributes
  • MLS#5075285
  • TypeSingle Family
  • Listing Status Active
  • CountyBENNINGTON
  • CityDorset
  • AreaBennington
  • Zip05251
  • StyleContemporary
  • Year Built1965
  • Price$ 5,600,000
  • Bedrooms5
  • Full Bathrooms5
  • Half Bathrooms1
  • Sqr Footage4674
  • Lot Size66.6 Acres
Data Source:
PrimeMLS
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.

High School
Burr and Burton Academy High School
Price History
1/30/2026 Listed $5,600,000

General Features

Road Frontage Yes
Sewer On-Site Septic Exists
Heating Propane,Radiant,Boiler
Cooling Central AC
Utilities Phone,Cable
Roof Asphalt Shingle,Slate
Appliances Electric Cooktop,Dishwasher,Dryer,Microwave,Double Oven,Refrigerator,Washer,Induction Cooktop,Wine Cooler
Garage Yes
Flood Zone No
Zoning RR
3/4 Baths 4
Full Baths 1
Half Baths 1
Bathrooms 6
Year Built 1965
Electric Circuit Breaker(s)
Style Contemporary
Stories Count 1
Type Single Family
Property Condition Existing
Tax Year 2025
Covenants No
Construction Materials Wood Frame
Directions Dorset Hollow to Upper Hollow Rd. Property on your right hand side. See sign for 1060 Upper Hollow Rd/Seven Springs.
High School Burr and Burton Academy
City Dorset
Property Class Residential
Other Equipment CO Detector,Smoke Detector,Standby Generator
Seasonal No
DOM 224
Price Per Sq Ft Total AG 2113.21
Last Updated 06/17/2026 14:18:55

Interior Features

Basement Description Climate Controlled,Finished,Walkout
Interior Amenities Cathedral Ceiling,Ceiling Fan,1 Fireplace,Kitchen Island,Living/Dining,Security,Walk-in Closet,Basement Laundry
Basement Yes
Flooring Carpet,Tile,Wood
Beds 5
Total Rooms 9
Internet Cable Internet
Total Finished Area 4674
Basement Access Type Interior

Exterior Features

Lot Features Country Setting,Mountain View,Rolling,Near Paths
Exterior Amenities Deck,Outbuilding,Patio,Covered Porch,Storage
Driveway Gravel
Water View Yes
Lot Size Area 66.6
Water Source Spring
Garage Capacity 7
Foundation Concrete
Road Frontage Length 700
Road Frontage Type Dirt,Public Maintained Road
Surveyed Yes
Water Body Type River
Lot Size Square Feet 2901096
Water Body Access Yes

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 05251

Statistics provided by Inside Real Estate

Price
AVG $1.68M
$5.6M
Year Built
AVG 1956
1965
Visits
AVG 46
137
Data Provided by Inside Real Estate®

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