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1060 Upper Hollow Road, Dorset, VT 05251

$5,600,000
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BEDS5 BATHS5 full 1 partial SQUARE FEET4,674 MLS#5075285
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: Josiah Allen Real Estate, Inc.
Agency Phone: 802-867-5555
Associate Name: Sunny Breen
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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.

1060 Upper Hollow Road | MLS# 5075285

This single family home located at 1060 Upper Hollow Road, Dorset, VT 05251 is currently listed for sale with an asking price of $5,600,000. This property was built in 1965 and has 5 bedrooms and 5 full and 1 partial baths with 4674 sq. ft. Search Dorset real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Climate Controlled, Finished, Walkout
Cooling: Central AC
Garage: 7
Heating: Propane, Radiant, Boiler
Home Style: Contemporary
Lot Size: 66.60 Acres
Roof Type: Asphalt Shingle, Slate
Stories: 1.0
Taxes: $30,070
Year Built: 1965

Amenities

Cathedral Ceiling
Ceiling Fan
1 Fireplace
Kitchen Island
Living/Dining
Security
Walk-in Closet
Basement Laundry
Deck
Outbuilding
Patio
Covered Porch
Storage

Feature Descriptions

Appliances: Electric Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Refrigerator, Washer, Induction Cooktop, Wine Cooler
Baths 1/2: 1
Baths 3/4: 4
Baths Full: 1
Construction: Wood Frame
Construction Status: Existing
Days on Site: 46
Driveway: Gravel
Electric: Circuit Breaker(s)
Equipment: CO Detector, Smoke Detector, Standby Generator
Exterior: Wood Frame
Flood Zone: No
Flooring: Carpet, Tile, Wood
Foundation: Concrete
Lot: Country Setting, Mountain View, Pond, River, Rolling, Water View, Near Paths
Number of Rooms: 9
Road Frontage: 700
Roads: Dirt, Public Maintained Road
Sewer: On-Site Septic Exists
Sq. Ft. Above Grade Finished: 2650
Sq. Ft. Below Grade Finished: 2024
Sq. Ft. Total Finished: 4674
Total Stories: 1
Water: Spring
Zoning: RR

Local Schools

High School: Burr and Burton Academy

Listed By / Shown By

Listed By

Agency Name: Josiah Allen Real Estate, Inc.
Agency Phone: 802-867-5555
Agent Name: Sunny Breen

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Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 16,602.34 per month $12,463.17 Principal & Interest $2,505.83 Property Tax $1,633.33 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) 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, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-16 23:33:23

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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