$5,600,000 $30,062 est/mo Sourced by Back At You
1060 Upper Hollow Road,Dorset, VT 05251
Dorset, VT 05251
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.
Details
| MLS # | 5075285 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 1965 |
| Days On Site | 203 |
| Listing Provided By | Josiah Allen Real Estate, Inc. | Sunny Breen |
Features
| Bed(s) | 5 |
|---|---|
| Bath(s) | 6 Total |
| Garage | 7 |
| Basement | Y |
| Story(s) | 1 |
| Zoning | RR |
| Acreage | 66.60 |
Interior
| Rooms Total | 9 |
|---|---|
| Cooling | Central Air |
| Heating | Propane, Radiant, |
| Interior Features | Cathedral Ceiling(s), Ceiling Fan(s), 1 Fireplace, Kitchen Island, Living/Dining, Security, Walk-In Closet(s), Basement Laundry |
| Appliances | Electric Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Refrigerator, Washer, Induction Cooktop, Wine Cooler |
Exterior
| Exterior Features | Deck, Outbuilding, Patio, Covered Porch, Storage |
|---|---|
| Roof | Asphalt Shingle, Slate |
| Construction Materials | Wood Frame |
| Foundation Details | Concrete |
| Lot Features | Country Setting, Mountain View, Pond, River, Rolling Slope, Water View, Near Paths |
Parking
| Garage Yes / No | Yes |
|---|
Utilities
| Utilities | Cable, Phone |
|---|---|
| Electric | Circuit Breakers |
| Sewer | On-Site Septic Exists |
Taxes
| Tax Annual Amount | 30070.34 |
|---|---|
| Tax Year | 2025 |
Area Information
| State | VT |
|---|---|
| County | Bennington |
| City | Dorset |
| Zip Code | 05251 |
| Area | VT Bennington |
| High School | Burr and Burton Academy |
| Listing VS Median (in 05251) | |
Price: $5,600,000 low | high Med: $0 On site: 203 low | high Med: | |
Market Activity 05251
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Learn More About This Property
| State | VT |
|---|---|
| County | Bennington |
| City | Dorset |
| Zip Code | 05251 |
| Area | VT Bennington |
| High School | Burr and Burton Academy |
| Listing VS Median (in 05251) | |
Price: $5,600,000 low | high Med: $0 On site: 203 low | high Med: | |
Nearby Listings (Within 1/2 mile)
Price: $4.2M - $7M
sqft: 0 - 0
 | $2,285,000543 Lower Hollow RoadDorset, VT 05251 |
Listing Updated: July 28, 2026 at 1:15:30 PM PDT