957 Pleasant Valley Road, Benson, VT, 05743 | $2,249,000

A once-in-a-lifetime opportunity to own an extraordinary 460-acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Nestled within 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. More than a farm, this is an opportunity to create a lasting legacy limited only by your imagination.

Features

  • Rooms: 20
  • Bedrooms: 12
  • Baths: 5 full / 1 half
  • Style: Farmhouse
  • Year Built: 1887
  • Garage: 2-car Garage
  • Heating: Oil,Baseboard,2 Stoves,Wood Stove,Wood Boiler
  • Cooling: Wall AC Units,Mini Split
  • Basement: Concrete,Storage Space,Sump Pump,Unfinished,Walkout,Exterior Access
  • Approx Sq. Feet: 6,491
  • Acreage: 461
  • Est. Taxes: $27,000
  • Lot Desc: Alternative Lots Avail,Conserved Land,Country Setting,Farm,Dairy Farm,Horse/Animal Farm,Field/Pasture,Pond,Rolling,Secluded,Wooded,Abuts Conservation,Rural
  • Elem. School: Benson Village School
  • Middle School: Assigned
  • High School: Assigned
  • School District: Benson School District
  • MLS#: 5098593
  • Website: https://www.raveis.com
    /eprop/5098593/957pleasantvalleyroad_benson_vt?source=qrflyer
©2026 New England Real Estate Network, Inc. All rights reserved.This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of PrimMLS. 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 7/8/2026
Listing courtesy of Four Seasons Sotheby's Int'l Realty   Phone: 802-864-0541
Listing Agent: Alex Pintair

William Raveis Family of Services

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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Joel FanjoyRegional SVP Insurance Sales, William Raveis Insurance

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Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
  • Offers full-service coverage such as Homeowner's, Auto, Life, Renter's, Flood and Valuable Items
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957 Pleasant Valley Road, Benson, VT, 05743

$2,249,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,799,200 $1,799,200 $1,799,200
Term 360 months 360 months 180 months
Initial Interest Rate** 5.375% 6.000% 5.875%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.117% 6.121% 6.058%
Monthly Tax Payment $2,250 $2,250 $2,250
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $10,075 $10,787 $15,061
Total Monthly Payment $12,450 $13,162 $17,436

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.