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living room
downstairs bedroom
upstairs left bedroom
upstairs left bedroom
Upstairs middle bedroom
Upstairs middle bedroom
upstairs right bedroom
upstairs right bedroom
downstairs half bath
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 Location
557 Pleasant Valley Road Benson
Property Details
List Price $799,000
Total Rooms 10
List Date Apr 24th, 2026
Cooperation Fee Unknown
Lot Size 231 Acres
Taxes $6,700
MLS# 5085235
Days on Market 61 Days
Tax Year 2026
Type House
Stories 2
Road Frontage 1200
Bedrooms 4
Style Farmhouse
Water Frontage
Full Bathrooms 0
Finished 1,727 Sqft
Construction No, Existing
3/4 Bathrooms 3
Above Grade 1,727 Sqft
Seasonal No
Half Bathrooms 1
Below Grade 0 Sqft
Year Built 1902
1/4 Bathrooms 0
Garage Size Car
County Rutland
Interior Features
Equipment & Appliances
ConstructionWood Frame
BasementConcrete Floor
Exterior Features
Disability Features
Foundation
House Color cream
Floors
Building Certifications
Roof Asphalt Shingle
HERS Index
DirectionsFrom the roundabout in Middlebury VT, head south on VT route 30 for 18 miles. Right on Lake Hortonia Road for 1.3 miles. Continue left on Lake Hortonia road, then slight right on VT-144 for .9 miles. Right on Pleasant Valley Road.
Lot DescriptionConserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Hilly, Mountain View, Pond, Rolling, Secluded, View, Wooded, Abuts Conservation, Rural, Valley, Private
Garage & Parking
Road Frontage Type Dirt
Water Access
Suitable UseAgriculture/Produce, Bed and Breakfast, Land:Pasture, Land:Tillable, Land:Woodland, Horse/Animal Farm, Field/Pasture, Recreation, Residential, Tillable, Woodland
Water Type
Driveway Gravel
Water Body
Flood Zone No
Zoning agricultural
School District Benson School District
Middle Assigned
Elementary Benson Village School
High Assigned
Heating Oil
Items Excluded
Cooling None
Negotiable
Sewer Septic
Parcel Access ROW
Water Drilled Well
ROW for Other Parcel
Water Heater
Financing
Cable Co
Documents Deed, Deed
Electric Circuit Breaker(s)
Tax ID 054-016-10549
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† The remarks published on this webpage originate from Listed By Alex Pintair of Four Seasons Sotheby\'s Int\'l Realty via the PrimeMLS IDX Program and do not represent the views and opinions of Coldwell Banker Hickok & Boardman. Coldwell Banker Hickok & Boardman cannot be held responsible for possible violations of copyright resulting from the posting of any data from the PrimeMLS IDX Program.