For Sale
Single family home for sale at 1060 Upper Hollow Rd, Dorset, VT 05251 | MLS# 5075285 | Listing updated on 2026-06-17
Photo 1 of Single family home for sale at 1060 Upper Hollow Rd, Dorset, VT 05251 | MLS# 5075285 | Listing updated on 2026-06-17
Photo 2 of Single family home for sale at 1060 Upper Hollow Rd, Dorset, VT 05251 | MLS# 5075285 | Listing updated on 2026-06-17
Photo 3 of Single family home for sale at 1060 Upper Hollow Rd, Dorset, VT 05251 | MLS# 5075285 | Listing updated on 2026-06-17
Photo 4 of Single family home for sale at 1060 Upper Hollow Rd, Dorset, VT 05251 | MLS# 5075285 | Listing updated on 2026-06-17
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Listed by: Sunny Breen | Josiah Allen Real Estate, Inc. (802) 867-5555

$5,600,000

Monthly Est:$27,873

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon2,650sqft

1060 Upper Hollow Rd, Dorset, VT 05251

$27,873/moEst:

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  • Single Family Residence

  • Built in 1965

  • $-- HOA

  • 66.6 acres lot

  • $2,113/sq.ft

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, sol...

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  • Houzeo last checked: 2 minutes ago
  • Listing updated: June 17, 2026 at 2:18 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5075285 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Bennington County

  • City

    Dorset

  • Neighborhood

    --

  • Year Built

    1965

  • HOA Fees

    -

  • Finished Area

    2,650 sqft

  • Lot Size

    66.6 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5075285

  • MLS Status

    (10) Active - Active

  • Days on Market

    231

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 6

Interior

  • Exterior Features

    Deck, Outbuilding, Patio, Covered Porch, Storage

  • Flooring

    Carpet, Tile, Wood

  • Sewer

    On Site Septic Exists

  • Interior Features

    Cathedral Ceiling(s), Ceiling Fan(s), 1 Fireplace, Kitchen Island, Living/dining, Security, Walk In Closet(s), Basement Laundry

  • Cooling

    Central Air

  • Heating

    Propane, Radiant,

  • Appliances

    Electric Cooktop, Dishwasher, Dryer, Microwave, Double Oven, Refrigerator, Washer, Induction Cooktop, Wine Cooler

Construction

  • Year Built

    Year Built: 1965

  • Home type

    Single Family Residence

  • Architectural Style

    Contemporary

  • Property Condition

    Existing

  • Foundation Details

    Concrete

  • Construction Materials

    Wood Frame

  • Roof

    Asphalt Shingle, Slate

Utilities & Energy

  • Water Source

    Spring

  • Basement

    Climate Controlled, Finished, Walkout

  • Electric

    Circuit Breakers

  • Utilities

    Cable, Phone

Other Features

  • Lot Features

    Country Setting, Mountain View, Pond, River, Rolling Slope, Water View, Near Paths

Price History

DateEventPrice

06/17/2026

Source: mls_logoNEREN/Prime MLS-NH #5075285

Listed for Sale

$5,600,000

$2,113/sqft

Based on information from PrimeMLS Inc. through Sep 19, 2026, 09:30AM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Sep 19, 2026, 09:30AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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