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957 Pleasant Valley Road, Benson, VT, 05743

12beds
6baths
6,491sqft
$2,249,000
$346price/sqft
$16,009/moest. monthly cost
$640,360/yrincome needed

About This Home

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.

Getting Around

0
WalkingCar-Dependent
0
TransitVery Limited Transit
25
BikeSomewhat Bikeable

Schools

--
Benson Village SchoolGrades PK-64.5 mi
2/10
Fair Haven Uhsd #16Grades 7-1210.7 mi

Construction

Condition

  • Year built: 1887

Materials

  • Foundation: Concrete,Fieldstone,Concrete Slab
  • Roof: Metal,Asphalt Shingle,Slate
  • Construction materials: Wood Frame,Vinyl Siding,Wood Exterior,Wood Siding

Type & Style

  • Home type: SingleFamily
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Gas Cooktop,Dishwasher,Disposal,Dryer,Freezer,Microwave,Electric Range,Gas Range,Refrigerator,Washer,Exhaust Fan,Vented Exhaust Fan
  • Laundry features: 1st Floor Laundry,2nd Floor Laundry

Basement

  • Has basement: Yes
  • Basement: Concrete,Storage Space,Sump Pump,Unfinished,Walkout,Exterior Entry,Interior Entry

Bedrooms & Bathrooms

  • Bedrooms: 12
  • Bathrooms: 6
  • Full bathrooms: 5
  • 1/2 bathrooms: 1

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)
  • Window features: Skylight(s),Double Pane Windows
  • Flooring: Laminate,Marble,Slate/Stone,Tile,Wood
  • Fireplace features: Gas,Wood Burning
  • Fireplace: Yes
  • Finished area below ground: 0
  • Finished area above ground: 6,491

Heating & Cooling

  • Heating features: Oil,Baseboard,2 Stoves,Wood Stove,Wood Boiler
  • Cooling features: Wall Unit(s),Mini Split

Interior Area

  • Total structure area: 7,091
  • Total interior livable area: 6,491 sqft

Property

Details

  • Parcel number: 5401610549
  • Zoning description: agricultural
  • Other equipment: Standby Generator

Features

  • Levels: 2.5
  • Stories: 2
  • Patio & porch: Covered Porch
  • Exterior features: Building,Deck,Shed,Storage,Poultry Coop
  • Frontage length: Road frontage: 1330

Lot

  • 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

Parking

  • Total spaces: 2
  • Parking features: Gravel,Driveway,Garage,On Site,Parking Spaces 1 - 10,Unpaved,Barn
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2
  • Has uncovered spaces: Yes

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Cold Wave
    Cold WaveModerate
  • Inland Flooding
    Inland FloodingModerate
  • Lightning
    LightningModerate
  • Strong Wind
    Strong WindModerate
  • Winter Weather
    Winter WeatherModerate

How This Home’s Risks Compare

Cold Wave
Inland Flooding
Lightning
Strong Wind
Winter Weather

FEMA Declared Disasters Across Vermont Counties

Flood
Severe Storm
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $11,372$136,464
Home Insurance $720$8,640
Property Taxes $3,092$37,104
Electricity $825$9,908
Total$16,009$192,108

Income You'd Need if You Spent...

35% on housing$548,880/yr
40% on housing$480,270/yr
45% on housing$426,906/yr

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 7.0%
7.0%
0%30.0%
Electricity Growth Rate10-year average: 7.6%
7.6%
0%15.0%
Property Taxes Growth Rate2-year average: -0.7%
-0.7%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$346This listing

vs Other Active Listings

Avg $/sqft

ZIP 05743$202
Rutland County$221

vs Homes Sold Last Month

Median $/sqft

ZIP 05743$150
Rutland County$180

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-07-07Listed for sale$2,249,000
2023-04-03Listing removed--
2022-11-11Listing removed$2,870,000
2022-11-11Price change$2,870,000
2022-04-28Listed for sale$3,450,000
2020-09-07Listing removed$3,600,000
2020-01-08Listed for sale$3,600,000
2019-10-27Listing removed$3,600,000
2019-10-15Listed for sale$3,600,000
2019-09-07Listing removed$3,600,000
2018-11-12Listed for sale$3,600,000
2005-12-06Sold$467,280

For Sale by Agent

AgentAlex Pintair
BrokerageFour Seasons Sotheby's Int'l Realty

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