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Single family home for sale at 557 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5085235 | Listing updated on 2026-09-12
Photo 1 of Single family home for sale at 557 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5085235 | Listing updated on 2026-09-12
Photo 2 of Single family home for sale at 557 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5085235 | Listing updated on 2026-09-12
Photo 3 of Single family home for sale at 557 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5085235 | Listing updated on 2026-09-12
Photo 4 of Single family home for sale at 557 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5085235 | Listing updated on 2026-09-12
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Listed by: Alex Pintair | Four Seasons Sotheby's Int'l Realty (802) 864-0541

$600,000

Monthly Est:$2,986

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon1,727sqft

557 Pleasant Valley Rd, Benson, VT 05743

$2,986/moEst:

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  • Single Family Residence

  • Built in 1902

  • $-- HOA

  • 231 acres lot

  • $347/sq.ft

Description

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, or conversion to other optio
ns. 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 212 acres protected to preserve its natural beauty. The area of land across the street offers 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.

  • Houzeo last checked: 9 minutes ago
  • Listing updated: September 12, 2026 at 6:30 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5085235 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Rutland County

  • City

    Benson

  • Neighborhood

    --

  • Year Built

    1902

  • HOA Fees

    -

  • Finished Area

    1,727 sqft

  • Lot Size

    231 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5085235

  • MLS Status

    (10) Active - Active

  • Days on Market

    169

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Sewer

    Septic Tank

  • Cooling

    None

  • Heating

    Oil

Construction

  • Year Built

    Year Built: 1902

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Roof

    Asphalt Shingle

  • Architectural Style

    Farmhouse

  • Foundation Details

    Concrete, Stone

  • Construction Materials

    Wood Frame

Utilities & Energy

  • Water Source

    Drilled Well

  • Basement

    Concrete Floor

  • Utilities

    Phone Connected

  • Electric

    Circuit Breakers

  • Parking Features

    Driveway, Off Street, On Site, Parking Spaces 1 10

Other Features

  • Lot Features

    Conserved Land, Country Setting, Farm, Dairy Farm, Horse/animal Farm, Pasture, Hilly, Mountain View, Rolling Slope, Secluded, Views, Wooded, Abuts Conservation, Rural, Valley, Private

Price History

DateEventPrice

09/11/2026

Source: mls_logoNEREN/Prime MLS-NH #5085235

Price Decreased

$600,000 -14.16%

$347/sqft

09/01/2026

Source: mls_logoNEREN/Prime MLS-NH #5085235

Price Decreased

$699,000 -6.80%

$405/sqft

08/24/2026

Source: mls_logoNEREN/Prime MLS-NH #5085235

Price Decreased

$750,000 -6.13%

$434/sqft

06/10/2026

Source: mls_logoNEREN/Prime MLS-NH #5085235

Listed for Sale

$799,000

$463/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Oct 10, 2026, 09:46PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Oct 10, 2026, 09:46PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group