957 Pleasant Valley Road Benson, Vermont - For Sale
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957 Pleasant Valley Road Benson, Vermont 05743 MLS# 5098593

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For Sale Status

$2,249,000 List Price

House Type

12 Beds

6 Baths

6,491 Sqft

Listed By Alex Pintair of Four Seasons Sotheby's Int'l Realty
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957 Pleasant Valley Road
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A once-in-a-lifetime opportunity to own an extraordinary 460-acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Nestled within a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an unparalleled private family retreat. At the heart of the farm are two exceptional residences. The charming vintage farmhouse features four bedrooms and four baths, blending historic warmth with classic VT living. Complementing it is an elegant estate home with five bedrooms and four baths, providing refined accommodations ideal for extended family, guests, or multi-generational living. A separate guest cottage adds even more flexibility for visitors, caretakers, or rental opportunities. Designed for serious agricultural production while offering exceptional lifestyle appeal, the property includes a dairy barn, equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. Nine electrified beef cattle paddocks create an efficient rotational grazing system, while an extensive solar array powers the operation, enhancing sustainability and reducing operating costs. The land itself is simply extraordinary. Expansive open fields transition seamlessly into peaceful woodlands, creating a landscape equally suited for livestock, equestrian pursuits, recreation, hunting, hiking, conservation, or simply enjoying the serenity of country living. Whether your vision is a productive working farm, an equestrian estate, a self-sufficient gentleman’s farm, a luxury family compound, a corporate retreat, or a legacy property to be cherished for generations, this exceptional offering provides the foundation to make it a reality. Rarely does a property of this scale, quality, and versatility become available. More than a farm, this is an opportunity to create a lasting legacy limited only by your imagination.

Property Location

957 Pleasant Valley Road Benson

Property Details

List Price  $2,249,000 Total Rooms  20 List Date  Jul 7th, 2026
Cooperation Fee  Unknown Lot Size  461 Acres Taxes $27,000
MLS#  5098593 Days on Market  6 Days Tax Year 2025
Type  House Stories  2 1/2 Road Frontage  1330
Bedrooms  12 Style  Farmhouse Water Frontage  
Full Bathrooms  5 Finished  6,491 Sqft Construction  No, Existing
3/4 Bathrooms  0 Above Grade  6,491 Sqft Seasonal  No
Half Bathrooms  1 Below Grade  0 Sqft Year Built  1887
1/4 Bathrooms  0 Garage Size  2 Car County  Rutland
Interior Features
Equipment & AppliancesDishwasher, Disposal, Washer, Dryer, Freezer, Microwave, Refrigerator, Gas Range, Refrigerator, Washer, Exhaust Fan, Vented Exhaust Fan
Mudroom  1st Floor Living Room  1st Floor Kitchen  1st Floor
Kitchen/Dining  1st Floor Kitchen/Dining  1st Floor Kitchen/Living  1st Floor
Living Room  1st Floor Living Room  1st Floor Bedroom with Bath  1st Floor
Bedroom with Bath  2nd Floor Bedroom with Bath  2nd Floor Bedroom with Bath  2nd Floor
Bedroom  2nd Floor Bedroom  2nd Floor Bedroom  2nd Floor
Bedroom  2nd Floor Bedroom with Bath  2nd Floor Bedroom with Bath  2nd Floor
Loft  3rd Floor Den  1st Floor
ConstructionWood Frame, Vinyl Siding, Wood Exterior, Wood Siding
BasementConcrete, Storage Space, Sump Pump, Unfinished, Walkout, Exterior Access
Exterior Features
Disability Features
Foundation   House Color  gray
Floors  Laminate,Marble,Slate/Stone,Tile,Wood Building Certifications  
Roof  Slate, Metal, Slate HERS Index  
DirectionsRoute 22A to VT 144 (Benson rd) Left on to Pleasant Valley Road.
Lot DescriptionAlternative Lots Avail, Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Pond, Rolling, Secluded, Wooded, Abuts Conservation, Rural
Garage & Parking  
Road Frontage Type  Gravel,Public Maintained Road Water Access  
Suitable UseAgriculture/Produce, Bed and Breakfast, Land:Pasture, Land:Tillable, Land:Woodland, Field/Pasture, Recreation, Residential, Tillable, Woodland Water Type  
Driveway  Gravel Water Body  
Flood Zone  No Zoning  agricultural
School District  Benson School District Middle  Assigned
Elementary  Benson Village School High  Assigned
Heating  Oil, Baseboard, 2 Stoves, Wood Stove, Wood Boiler Items Excluded  
Cooling  Wall AC Units, Mini Split Negotiable  
Sewer  Septic Parcel Access ROW  
Water  Drilled Well ROW for Other Parcel  
Water Heater   Financing  
Cable Co   Documents  Building Permit, Deed, Plat/Grid Map
Electric  200+ Amp Service, Circuit Breaker(s), Generator, On-Site Tax ID  054-016-10549
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† The remarks published on this webpage originate from Listed By Alex Pintair of Four Seasons Sotheby\'s Int\'l Realty via the PrimeMLS IDX Program and do not represent the views and opinions of Coldwell Banker Hickok & Boardman. Coldwell Banker Hickok & Boardman cannot be held responsible for possible violations of copyright resulting from the posting of any data from the PrimeMLS IDX Program.