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Offered at $699,000Active
beds
4
baths
4
sq ft
1,727
Built
1902

557 Pleasant Valley Road

Benson, VT 05743

Residential · Active · MLS #5085235
Listing Courtesy of Four Seasons Sotheby's Int'l Realty | Alex Pintair

The home

About this home

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 options. 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.

Property information

Details at a glance

Interior3 property facts
Rooms
10
Heating
Oil
Cooling
None
Building4 property facts
Style
Single Family Residence
Year built
1902
Foundation
Stone
Roof
Shingle
Land & utilities4 property facts
Lot size
231 acres
Water
Well
Sewer
Septic Tank
Zoning
agricultural
Financial2 property facts
Annual taxes
$6,700
Assessment year
2026

Plan your purchase

Estimated monthly cost

Explore costs at the $699,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$4,093 / monthAdjust
Principal & interest
$3,535
Property tax
$558
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $6,700. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Listing history

Price and status timeline

No additional listing history is available for public display.

Compare with confidence

Price & market context

See how this home compares with active listings in Benson.

This home compared with active listings in Benson
MetricThis homeLocal listings
List price$699,000$699,000Near the local benchmark
Price / sq ft$405$33322% above local
Days on market8241100% above local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

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Common questions

About 557 Pleasant Valley Road

Can I request a private showing?

Request a tour of 557 Pleasant Valley Road and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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