557 Pleasant Valley Road Benson, Vermont - For Sale

557 Pleasant Valley Road Benson, Vermont 05743 MLS# 5085235

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For Sale Status

$799,000 List Price

House Type

4 Beds

4 Baths

1,727 Sqft

Listed By Alex Pintair of Four Seasons Sotheby's Int'l Realty
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557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
living room living room
downstairs bedroom downstairs bedroom
upstairs left bedroom upstairs left bedroom
upstairs left bedroom upstairs left bedroom
Upstairs middle bedroom Upstairs middle bedroom
Upstairs middle bedroom Upstairs middle bedroom
upstairs right bedroom upstairs right bedroom
upstairs right bedroom upstairs right bedroom
downstairs half bath downstairs half bath
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road
557 Pleasant Valley Road

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.