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  • Listed by: Four Seasons Sotheby's Int'l Realty
    $999,000

    557 Pleasant Valley Road, Benson, VT 05743

    4beds
    1,727sqft
    : 
    Farm
    Built in 1902
    231 Acres Lot
    $-- Zestimate®
    $578/sqft
    $-- HOA

    What's special

    Comfortable living spacesSweeping pastoral viewsChicken coopDiverse terrainClassic dairy barnElectric-fenced paddocksFour spacious bedrooms
    Discover a rare opportunity to own a breathtaking 231-acre farm offering a blend of natural beauty, agricultural functionality, and future development potential. This pristine property features sweeping pastoral views, diverse terrain, and well-designed infrastructure suited for a variety of uses. The land includes approximately 93.1 acres of tillable fields and pasture, 103 acres of mature woodland, 3.8 acres of wetland/open water, and a 6.4-acre farmstead complex. Livestock operations are supported by electric-fenced paddocks, a classic dairy barn, and a large equipment barn. The dairy barn offers excellent versatility—continue agricultural use or explore conversion into up to 7 residential short-term rental units, with additional potential for classroom or workshop space. The main residence offers four spacious bedrooms, including three with ensuite bathrooms, plus a half bath on the main level. A large eat-in kitchen and comfortable living spaces make the home ideal for everyday living or hosting. Additional features include a chicken coop and established farm infrastructure, making this property ready for immediate use.The property is enrolled in a land trust, with approximately 231 acres protected to preserve its natural beauty. An additional 19 acres are excluded, offering a designated site for a potential new home. Located just 30 minutes from Middlebury, VT, and just down the road from Lake Horntonia, this property combines privacy with accessibility. Whether for farming, livestock, or a private retreat, this is an exceptional opportunity with endless potential.
    20 hours
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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#: 5085235MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • 3/4 bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • None
      Features
      • Basement: Concrete Floor,Interior Entry
      Interior area
      • Total structure area: 2,465
      • Total interior livable area: 1,727 sqft
      • Finished area above ground: 1,727
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: Gravel, Driveway, Off Street, On Site, Parking Spaces 1 - 10
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Has view: Yes
      • View description: Mountain(s)
      • Waterfront features: Pond
      • Frontage length: Road frontage: 1200
      Lot
      • Size: 231 Acres
      • Features: Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Hilly, Rolling Slope, Secluded, Views, Wooded, Abuts Conservation, Rural, Valley
      Details
      • Zoning description: agricultural

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Farm
      Materials
      • Wood Frame
      • Foundation: Concrete, Stone
      • Roof: Asphalt Shingle
      Condition
      • New construction: No
      • Year built: 1902

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Septic Tank
      • Utilities for property: Telephone at Site

      Community & HOA

      Location
      • Region: Fair Haven

      Financial & listing details

      • Price per square foot: $578/sqft
      • Annual tax amount: $6,700
      • Date on market: 4/24/2026
      • Road surface type: Dirt
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        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        4/24/2026Listed for sale$999,000$578/sqft
        Source: PrimeMLS #5085235 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Est. payment
        $6,700/mo
        Principal & interest
        $5152
        Property taxes
        $1548
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          Climate risks

          Neighborhood: 05743

          Getting around

          0 / 100
          Car-Dependent
          10 / 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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