A once-in-a-lifetime opportunity to own an extraordinary 460-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 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.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Alex Pintair
Price cut: $499K (9/2)
$1,999,000
957 Pleasant Valley Road, Benson, VT 05743
12beds
6,491sqft
Single Family Residence
Built in 1887
461 Acres Lot
$1,943,600 Zestimate®
$308/sqft
$-- HOA
What's special
Hay barnDairy barnEquipment barnPastoral viewsHistoric warmthCharming vintage farmhouseSeparate guest cottage
- 64 days
- 776
- 44
Zillow last checked:
Listing updated:
Listed by:
Alex Pintair,
Four Seasons Sotheby's Int'l Realty 802-864-0541
Source: PrimeMLS,MLS#: 5098593
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/ADU, 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
Video & virtual tour
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
- 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: $308/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
$1,943,600
$1.85M - $2.04M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/2/2026 | Price change | $1,500,000-25%$231/sqft |
Source:  PrimeMLS #5107835 Report a problem | ||
| 8/31/2026 | Price change | $1,999,000-7%$308/sqft |
Source: PrimeMLS #5098593 Report a problem | ||
| 8/24/2026 | Price change | $2,149,000-4.4%$331/sqft |
Source: PrimeMLS #5098593 Report a problem | ||
| 7/7/2026 | Listed for sale | $2,249,000-21.6%$346/sqft |
Source: PrimeMLS #5098593 Report a problem | ||
| 4/3/2023 | Listing removed | -- |
Source: PrimeMLS #4907276 Report a problem | ||
| 11/11/2022 | Listing removed | $2,870,000$442/sqft |
Source: PrimeMLS #4907276 Report a problem | ||
| 11/11/2022 | Price change | $2,870,000-16.8%$442/sqft |
Source: PrimeMLS #4907276 Report a problem | ||
| 4/28/2022 | Listed for sale | $3,450,000-4.2%$532/sqft |
Source: PrimeMLS #4907276 Report a problem | ||
| 9/7/2020 | Listing removed | $3,600,000$555/sqft |
Source: Four Seasons Sotheby's Int'l Realty #4725107 Report a problem | ||
| 1/8/2020 | Listed for sale | $3,600,000$555/sqft |
Source: Four Seasons Sotheby's International Realty #4725107 Report a problem | ||
| 10/27/2019 | Listing removed | $3,600,000$555/sqft |
Source: Four Seasons Sotheby's International Realty #4725107 Report a problem | ||
| 10/15/2019 | Listed for sale | $3,600,000$555/sqft |
Source: Four Seasons Sotheby's International Realty #4725107 Report a problem | ||
| 9/7/2019 | Listing removed | $3,600,000$555/sqft |
Source: Four Seasons Sotheby's International Realty #4725107 Report a problem | ||
| 11/12/2018 | Listed for sale | $3,600,000+670.4%$555/sqft |
Source: Four Seasons Sotheby's International Realty #4725107 Report a problem | ||
| 12/6/2005 | Sold | $467,280$72/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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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Neighborhood: 05743
Nearby schools
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.
