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Courtesy of Alex Pintair of Four Seasons Sotheby's Int'l Realty: .

957 Pleasant Valley Road

Benson, VT 05743
  • $1,250,000
  • STATUS: Active
  • ON SITE: 38 Days
  • MLS #: 5107835
UPDATED: 55 min ago
$1,250,000
  • 5
    BEDS
  • 248
    ACRES
  • 4
    BATHS
  • 2
    1/2 BATHS
  • 6,491
    SQFT
  • $193
    $/SQFT
Type:
Single-Family Home
Built:
1887
County:
Area:

School Information

Elementary School:
Middle School:
High School:
School District:

Description

A once-in-a-lifetime opportunity to own an extraordinary 248 acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, 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 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 an equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. 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.

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© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-10-11T07:05:55.537.
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957 Pleasant Valley Road Benson, VT 05743

  • Price: $1,250,000
  • Status: Active
  • On Site: 38 Days
  • Updated: 55 min ago
  • MLS #: 5107835
5
Beds
4
Baths
2
½ Baths
248
Acres
6,491
SQFT
$193
$/SQFT
1887
Built
County:
Rutland
Area:
Benson
Elementary School:
Benson Village School
Middle School:
Assigned
High School:
Assigned
School District:
Benson School District
Property Description
A once-in-a-lifetime opportunity to own an extraordinary 248 acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, 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 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 an equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. 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.
Exterior Features

Architectural Style Farmhouse Color gray Construction Materials Wood FrameWood ExteriorWood Siding Driveway Gravel Exterior Features BarnBuildingDeckGuest HouseOutbuildingCovered PorchShedStorageDouble Pane Window(s)Stable(s)Poultry Coop Has Garage Yes Lot Features Alternative Lots AvailConserved LandCountry SettingFarmDairy FarmHorse/Animal FarmField/PastureRollingSecludedWoodedAbuts ConservationRural Parking DrivewayGarageOn-SiteParking Spaces 1 - 10UnpavedBarn Road Frontage Yes Road Frontage Length 1330 Roof MetalAsphalt ShingleSlate Water Body Access YN No

Interior Features

Appliances Gas CooktopDishwasherDisposalDryerFreezerMicrowaveWall OvenRefrigeratorWasherExhaust FanVented Exhaust Fan Basement Access Type Interior Basement Description ConcreteStorage SpaceSump PumpUnfinished Cooling Wall AC UnitsMini Split Flooring MarbleSlate/StoneTileWood Foundation ConcreteFieldstoneConcrete Slab Has Basement Yes Heating OilBaseboard2 StovesWood Boiler Interior Features Cathedral CeilingCeiling FanDining AreaGas FireplaceIn-Law/ADUKitchen IslandKitchen/DiningKitchen/LivingPrimary BR w/ BANatural LightNatural WoodworkSkylightSoaking TubIndoor StorageVaulted CeilingWalk-in Closet1st Floor Laundry2nd Floor Laundry Quarter Baths 0 Rooms Level1 Level 1: 1/2 BathroomLevel 1: Dining RoomLevel 1: KitchenLevel 1: Kitchen/LivingLevel 1: Living/DiningLevel 1: Living RoomLevel 1: Mudroom Rooms Level2 Level 2: BedroomLevel 2: 3/4 Bathroom Rooms Total 15 Sq Ft Approx Fin Above Grade 6491 Sq Ft Approx Fin Below Grade 0

Property Features

Construction Status Existing Covenants No Documents Available Building PermitDeedPlat/Grid Map Easements Yes Electric 200+ Amp ServiceCircuit Breaker(s)GeneratorOn-Site Flood Zone No Possession At Closing Possible Use AgricultureBed and BreakfastFarmDairy FarmHorse/Animal FarmField/PastureRecreationResidentialTillableWoodland Pre Construction No Property Type Single Family Resort No Road Frontage Type GravelPublic Maintained Road Seasonal No Sewer Septic Span Number 054-016-10549 Special Listing Conditions None Surveyed Unknown Tax Gross Amount 24317.9 Tax Year 2026 Tax Year Notes est Taxes Tbd No Timeshare Fractional Own No Utilities CableTelephone at Site Water Source Drilled Well Zoning agricultural

Courtesy of Alex Pintair of Four Seasons Sotheby's Int'l Realty: .


© Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 2026-10-11T07:05:55.537.
 
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