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  • Listed by: Four Seasons Sotheby's Int'l Realty • Alex Pintair
    $2,249,000

    957 Pleasant Valley Road, Benson, VT 05743

    12beds
    6,491sqft
    : 
    $17,181/mo
    Get pre-qualified
    Single Family Residence
    Built in 1887
    461 Acres Lot
    $2,142,500 Zestimate®
    $346/sqft
    $-- HOA

    What's special

    Charming vintage farmhouseSeparate guest cottage
    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.
    18 days
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    715
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    41
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    Zillow last checked:

    Listing updated:

    Listed by:

    Alex Pintair,

    Four Seasons Sotheby's Int'l Realty 802-864-0541

    Source: PrimeMLS,MLS#: 5098593MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 12
      • Bathrooms: 6
      • Full bathrooms: 5
      • 1/2 bathrooms: 1
      Heating
      • Oil, Baseboard, 2 Stoves, Wood Stove, Wood Boiler
      Cooling
      • Wall Unit(s), Mini Split
      Appliances
      • Included: Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Electric Range, Gas Range, Refrigerator, Washer, Exhaust Fan, Vented Exhaust Fan
      • Laundry: 1st Floor Laundry, 2nd Floor Laundry
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), Dining Area, In-Law Suite, Kitchen Island, Kitchen/Dining, Kitchen/Living, Primary BR w/ BA, Natural Light, Natural Woodwork, Soaking Tub, Indoor Storage, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Laminate, Marble, Slate/Stone, Tile, Wood
      • Windows: Skylight(s), Double Pane Windows
      • Basement: Concrete,Storage Space,Sump Pump,Unfinished,Walkout,Exterior Entry,Interior Entry
      • Has fireplace: Yes
      • Fireplace features: Gas, Wood Burning
      Interior area
      • Total structure area: 7,091
      • Total interior livable area: 6,491 sqft
      • Finished area above ground: 6,491
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 2
      • Parking features: Gravel, Driveway, Garage, On Site, Parking Spaces 1 - 10, Unpaved, Barn
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: 2.5
      • Stories: 2.5
      • Patio & porch: Covered Porch
      • Exterior features: Building, Deck, Shed, Storage, Poultry Coop
      • Waterfront features: Pond
      • Frontage length: Road frontage: 1330
      Lot
      • Size: 461 Acres
      • Features: Alternative Lots Avail, Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Rolling Slope, Secluded, Wooded, Abuts Conservation, Rural
      Details
      • Additional structures: Barn(s), Guest House, Outbuilding, Stable(s)
      • Parcel number: 5401610549
      • Zoning description: agricultural
      • Other equipment: Standby Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Vinyl Siding, Wood Exterior, Wood Siding
      • Foundation: Concrete, Fieldstone, Concrete Slab
      • Roof: Metal,Asphalt Shingle,Slate
      Condition
      • New construction: No
      • Year built: 1887

      Utilities & green energy

      • Electric: 200+ Amp Service, Circuit Breakers, Generator, On-Site
      • Sewer: Septic Tank
      • Utilities for property: Cable, Telephone at Site, Satellite Internet

      Community & HOA

      Community
      • Security: Smoke Detector(s), Hardwired Smoke Detector
      Location
      • Region: Benson

      Financial & listing details

      • Price per square foot: $346/sqft
      • Tax assessed value: $979,900
      • Annual tax amount: $27,000
      • Date on market: 7/7/2026
      • Electric utility on property: Yes
      • Road surface type: Gravel

        Estimated market value

        $2,142,500

        $2.04M - $2.25M

        $7,120/mo

        Price history

        DateEventPrice
        7/7/2026Listed for sale$2,249,000-21.6%$346/sqft
        Source: PrimeMLS #5098593 Report a problem
        4/3/2023Listing removed--
        Source: PrimeMLS #4907276 Report a problem
        11/11/2022Listing removed$2,870,000$442/sqft
        Source: PrimeMLS #4907276 Report a problem
        11/11/2022Price change$2,870,000-16.8%$442/sqft
        Source: PrimeMLS #4907276 Report a problem
        4/28/2022Listed for sale$3,450,000-4.2%$532/sqft
        Source: PrimeMLS #4907276 Report a problem
        9/7/2020Listing removed$3,600,000$555/sqft
        Source: Four Seasons Sotheby's Int'l Realty #4725107 Report a problem
        1/8/2020Listed for sale$3,600,000$555/sqft
        Source: Four Seasons Sotheby's International Realty #4725107 Report a problem
        10/27/2019Listing removed$3,600,000$555/sqft
        Source: Four Seasons Sotheby's International Realty #4725107 Report a problem
        10/15/2019Listed for sale$3,600,000$555/sqft
        Source: Four Seasons Sotheby's International Realty #4725107 Report a problem
        9/7/2019Listing removed$3,600,000$555/sqft
        Source: Four Seasons Sotheby's International Realty #4725107 Report a problem
        11/12/2018Listed for sale$3,600,000+670.4%$555/sqft
        Source: Four Seasons Sotheby's International Realty #4725107 Report a problem
        12/6/2005Sold$467,280$72/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $979,900
        2023-- $979,900 -0.9%
        2022-- $988,900
        2021-- $988,900 +1.5%
        2020-- $974,700
        2019-- $974,700
        2018-- $974,700 -1.8%
        2017-- $992,600 -30.2%
        2016-- $1,421,200 +10759.6%
        2015-- $13,087 +4.5%
        2014-- $12,518 0%
        2013-- $12,522 +37.4%
        2010-- $9,114
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 05743

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Benson Village School
        • Middle: Assigned
        • High: Assigned
        • District: Benson School District

        Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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