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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.

More Info

Tax Information

  • Tax Year2026

Location

  • Building Number957
  • StreetPleasant Valley Road
  • TownBenson
  • StateVT
  • Zip05743
  • CountyRutland
  • DistrictBenson School District
  • Elementary SchoolBenson Village School
  • Junior HighAssigned
  • High SchoolAssigned
  • Flood Zone Y/NNo
  • Address957 Pleasant Valley Road

Interior

  • Interior FeaturesCathedral Ceiling, Ceiling Fan, Dining Area, Gas Fireplace, In-Law/ADU, Kitchen Island, Kitchen/Dining, Kitchen/Living, Primary BR w/ BA, Natural Light, Natural Woodwork, Skylight, Soaking Tub, Indoor Storage, Vaulted Ceiling, Walk-in Closet,1st Floor Laundry,2nd Floor
  • Room 1 TypeMudroom
  • Room 1 Level1
  • FloorsMarble, Slate/Stone, Tile, Wood
  • Room 2 TypeLiving Room
  • Room 2 Level1
  • Room 3 TypeKitchen
  • Room 3 Level1
  • Room 4 TypeBathroom Half
  • Room 4 Level1
  • Room 5 TypeDining Room
  • Room 5 Level1
  • Stories2.5
  • Room 6 TypeKitchen/Living
  • Room 6 Level1
  • Room 7 TypeLiving Room
  • Room 7 Level1
  • Room 8 TypeLiving/Dining
  • Room 8 Level1
  • Room 9 TypeBedroom with Bath
  • Room 9 Level2
  • Room 10 TypeBedroom with Bath
  • Room 10 Level2
  • Room 11 TypeBedroom
  • Room 11 Level2
  • Room 12 TypeBedroom
  • Room 12 Level2
  • Room 13 TypeBedroom
  • Room 13 Level2
  • Room 14 TypeBathroom Three Quarter
  • Room 14 Level2
  • Room 15 TypeBathroom Three Quarter
  • Room 15 Level2

Parking

  • Parking Spaces2
  • GarageYes
  • Parking DescriptionDriveway, Garage, On-Site, Parking Spaces 1 - 10, Unpaved, Barn

Building

  • Year Built1887
  • Building ConstructionWood Frame, Wood Exterior, Wood Siding
  • ConstructionExisting
  • Property StyleFarmhouse
  • Bedrooms5
  • Bathroom6
  • Total Baths6
  • 3/4 Baths2
  • Half Bath2
  • Total Rooms15
  • Square Feet6,491
  • APX Unfin Below Grade600
  • BasementConcrete, Storage Space, Sump Pump, Unfinished
  • FoundationConcrete, Fieldstone, Concrete Slab

Exterior

  • Exterior FeaturesBarn, Building, Deck, Guest House, Outbuilding, Covered Porch, Shed, Storage, Double Pane Window(s), Stable(s), Poultry Coop
  • Exterior Colorgray
  • RoofMetal, Asphalt Shingle, Slate

Amenities

  • AmenitiesSmoke Detector, Hardwired Smoke Detector, Standby Generator
  • PricePerSqFt231.09

Rooms

  • Full Bath2

Basic Information

  • MLS Number5107835
  • MLS StatusActive
  • Virtual TourView Tour
  • StatusACT
  • Property TypeSingle Family
  • List Price$1,500,000
  • Listing Agent NameAlex Pintair
  • Broker NameFour Seasons Sotheby's Int'l Realty

Property

  • Acreage248
  • Lot DescriptionAlternative Lots Avail, Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Rolling, Secluded, Wooded, Abuts Conservation, Rural
  • AreaVT-Rutland
  • DrivewayGravel
  • RoadsGravel, Public Maintained Road
  • Road Frontage1330

Utilities

  • Heat SystemOil, Baseboard,2 Stoves, Wood Boiler
  • WaterDrilled Well
  • SewerSeptic
  • Electric200+ Amp Service, Circuit Breaker(s), Generator, On-Site
  • UtilitiesCable, Telephone at Site

Water Body

  • Water AccessNo

Other

  • SeasonalNo
  • Page439
  • Date Listed09/02/2026

Map Location

Driving Directions

Broker Reciprocity 

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 September 3, 2026 6:09 AM UTC

 

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