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1060 Upper Hollow Road Dorset, VT $ 5,600,000
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$ 5,600,000 Get more info
1060 Upper Hollow Road
$ 5,600,000
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1060 Upper Hollow Road

Dorset, VT, 05251
$ 5,600,000
Bedrooms5 Baths5.1 Sq 4,674

Monthly Estimate*

$ 34,480

Listed by Sunny Breen, Josiah Allen Real Estate, Inc., 802-867-5555, sunnybreen@josiahallen.com
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Single Family Home for sale in Dorset, VT

for $5,600,000 with 5 bedrooms and 5 full baths, 1 half bath. This 4,674 square foot home was built in 1965 on a lot size of 66.6.

'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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Single Family Active

Price

$ 5,600,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Contemporary

Lot Size

66.6

Year Built

1965

Town/City

Dorset

County/Region

Bennington

MLS | Web ID

5075285
Features
Interior
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
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General
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
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 0
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
Other Equipment CO Detector Smoke Detector Standby Generator
Seasonal No
DOM 0
Price Per Sq Ft Total AG 1198.12
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Exterior
Lot Features Country Setting Mountain View Pond River Rolling Water View Near Paths
Exterior Amenities Deck Outbuilding Patio Covered Porch Storage
Driveway Gravel
Lot Size Area 66.6
Water Source Spring
Garage Capacity 7
Foundation Concrete
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* Excluded Features
List By
Sunny Breen

Listing Agent

Josiah Allen Real Estate, Inc.

Broker

(802) 867-5555

Phone

sunnybreen@josiahallen.com

Email

Affordability Calculator

$34,480
Per Month
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0%
0%
Monthly Principal & Interest
$34,480
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5391005 Elementary School
5391006 Middle School
Burr and Burton Academy High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
1/30/2026$5,600,000 Listed Price

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1060 Upper Hollow Road, Dorset, VT, 05251 is a Single Family Home for sale at $5,600,000 with 4,674 sqft and a lot size of 66.6. 1060 Upper Hollow Road has 5 bedrooms, 5.1 baths, and was built in 1965. The property's zip code is 05251 which is in Dorset, VT

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