For Sale
Single family home for sale at 957 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5107835 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 957 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5107835 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 957 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5107835 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 957 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5107835 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 957 Pleasant Valley Rd, Benson, VT 05743 | MLS# 5107835 | Listing updated on 2026-11-06
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Listed by: Alex Pintair (802) 777-5124 | Four Seasons Sotheby's Int'l Realty (802) 864-0541

$1,250,000

Monthly Est:$6,222

  • Beds Icon5 Beds
  • Beds Icon
    6 Baths
  • Beds Icon6,491sqft

957 Pleasant Valley Rd, Benson, VT 05743

$6,222/moEst:

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  • Single Family Residence

  • Built in 1887

  • $-- HOA

  • 248 acres lot

  • $193/sq.ft

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.

  • Houzeo last checked: 10 minutes ago
  • Listing updated: November 6, 2026 at 5:44 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5107835 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Rutland County

  • City

    Benson

  • Neighborhood

    --

  • Year Built

    1887

  • HOA Fees

    -

  • Finished Area

    6,491 sqft

  • Lot Size

    248 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5107835

  • MLS Status

    (10) Active - Active

  • Days on Market

    66

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 6

Interior

  • Exterior Features

    Barn, Building, Deck, Guest House, Outbuilding, Covered Porch, Shed, Storage, Double Pane Window(s), Stable(s), Poultry Coop

  • Sewer

    Septic Tank

  • Appliances

    Gas Cooktop, Dishwasher, Disposal, Dryer, Freezer, Microwave, Wall Oven, Refrigerator, Washer, Exhaust Fan, Vented Exhaust Fan

  • Flooring

    Marble, Slate/stone, Tile, Wood

  • Interior Features

    Cathedral Ceiling(s), Ceiling Fan(s), 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(s), Walk In Closet(s), 1st Floor Laundry, 2nd Floor Laundry

  • Cooling

    Mini Split, Wall Unit(s)

  • Heating

    Oil, Baseboard, 2 Stoves, Wood Boiler

Construction

  • Year Built

    Year Built: 1887

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Roof

    Metal, Asphalt Shingle, Slate

  • Architectural Style

    Farmhouse

  • Construction Materials

    Wood Frame, Wood Exterior, Wood Siding

  • Foundation Details

    Concrete, Fieldstone, Concrete Slab

Utilities & Energy

  • Utilities

    Cable, Phone Connected

  • Electric

    200+ Amp Service, Circuit Breakers, Generator, On Site

  • Parking Features

    Driveway, Garage, On Site, Parking Spaces 1 10, Unpaved, Barn

  • Basement

    Concrete, Storage Space, Sump Pump, Unfinished

  • Water Source

    Drilled Well

Other Features

  • Lot Features

    Alternative Lots Avail, Conserved Land, Country Setting, Farm, Dairy Farm, Horse/animal Farm, Pasture, Rolling Slope, Secluded, Wooded, Abuts Conservation, Rural

Price History

DateEventPrice

11/06/2026

Source: mls_logoNEREN/Prime MLS-NH #5107835

Price Decreased

$1,250,000 -26.45%

$193/sqft

10/22/2026

Source: mls_logoNEREN/Prime MLS-NH #5098593

Price Decreased

$1,699,500 -2.89%

$262/sqft

09/11/2026

Source: mls_logoNEREN/Prime MLS-NH #5098593

Price Decreased

$1,750,000 -12.46%

$270/sqft

08/30/2026

Source: mls_logoNEREN/Prime MLS-NH #5098593

Price Decreased

$1,999,000 -6.98%

$308/sqft

08/23/2026

Source: mls_logoNEREN/Prime MLS-NH #5098593

Listed for Sale

$2,149,000

$331/sqft

Nearby Homes

Based on information from PrimeMLS Inc. through Nov 08, 2026, 08:00AM. 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 Nov 08, 2026, 08:00AM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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