557 Pleasant Valley Rd
Description
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...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 use or explore conversion into up to 7 residential short-term rental units, with additional potential for classroom or workshop space. 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. An additional 19 acres are excluded, offering 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.
- Listed by Alex Pintair • Four Seasons Sotheby's Int'l Realty
Property Details for 557 Pleasant Valley Road
Water View
No
Waterfront PropertyNo
Zoningagricultural
LISTING UPDATED: 04/27/2026 12:26 PM
Property Details for 557 Pleasant Valley Road
| Status | Active |
|---|---|
| MLS # | 5085235 |
| Days on Market | 10 |
| Taxes | $6,700 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Property Type | Single Family |
| MLS Type | Residential / Single Family |
| Year Built | 1902 |
| Lot Size | 231.00 AC / 10,062,360 SF |
| County | Rutland County |
Location
Listing Courtesy of Four Seasons Sotheby's Int'l Realty
Add your commute
Building Information for 557 Pleasant Valley Road
Stories2Year Built1902Building Size-Lot Size231.00 AC / 10,062,360 SF
Payment Calculator
$5,589 per month
30 year fixed, 6.46% Interest
Principal and Interest
$5,030
Property Taxes
$558
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
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1Property Information for 557 Pleasant Valley Road
Summary
Location and General Information
- City: Benson
- County: VT-Rutland
- Directions: From 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.
- Latitude: 43.750829000000998
- Longitude: -73.240582000000003
- Road Frontage: Yes
- Seasonal: No
- State: VT
- Street Designation: Road
- Zip Code: 05743
Taxes and HOA Information
- SPAN Number: 054-016-10549
- Tax Year: 2026
- Tax Year Notes: estimated
- Taxes TBD: No
Parking
- Garage: No
- Driveway: Gravel
Virtual Tour
- Property Panorama Virtual Tour: https://tour.primemls.com/557-Pleasant-Valley-Road-Benson-VT-05743/unbranded
Property
Lot Information
- Lot Features: Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Hilly, Mountain View, Pond, Rolling, Secluded, View, Wooded, Abuts Conservation, Rural, Valley, Private
- Lot Size Acres: 231.0
- Road Frontage Length: 1200.0
- Water Body Access: No
- Total Finished Area: 1727.0
- Above Grade Finished Area: 1727.0
- Above Grade Finished Area Source: Measured
- Above Grade Unfinished Area: 138.0
- AboveGradeUnfinishedAreaSource: Measured
- Below Grade Finished Area: 0.0
- Below Grade Finished Area Source: Other
- Below Grade Unfinished Area: 600.0
- BelowGradeUnfinishedAreaSource: Other
- Lot Size Square Feet: 1.006236E7
- Total Area: 2465.0
Property and Assessments
- Current Use: Yes
- Property Class: Residential
- Property Type: Single Family
- Construction Status: Existing
- Easements: No
- Flood Zone: No
- Owned Land: No
- PreConstruction: No
- Resort: No
- Suitable Use: Agriculture, Bed and Breakfast, Development Potential, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Recreation, Residential, Tillable, Woodland
- Surveyed: Unknown
- Year Built: 1902
- School District: Benson School District
- High School: Assigned
- Middle/Jr School: Assigned
- Elementary School: Benson Village School
Utilities
- Electric: Circuit Breaker(s)
- Sewer: Septic
- Water Source: Drilled Well
- Utilities: Telephone at Site
- Internet: DSL
Interior and Exterior Features
Exterior Features
- Color: cream
- Construction Materials: Wood Frame
- Roof: Asphalt Shingle
Interior Features
- Basement: Yes
- Basement Access Type: Interior
- Basement Description: Concrete Floor
- Heating: Oil
- Cooling: None
- Total Stories: 2
- Rooms Total: 10
- Bathrooms Full: 0
- Bathrooms Half: 1
- Bathrooms One Quarter: 0
- Bathrooms Three Quarter: 3
- Bedrooms Total: 4
- Bathrooms Total: 4
Multi Family
Multi-Family Information
- Units Per Building: 1
Property History for 557 Pleasant Valley Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Apr 24, 2026 | Listed (Active) New England Real Estate Network #5085235 | $999,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 04/24/2026 | Listed (Active) New England Real Estate Network #5085235 | $999,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Schools near 557 Pleasant Valley Road
This home is within Slate Valley Unified Union School District #62.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 6 | |||
| Public - | 6 to 8 | |||
| Public - | 7 to 12 |
Rating | School | Distance |
|---|---|---|
Benson Village School PublicPK to 6 | ||
Castleton Village School Public6 to 8 | ||
Fair Haven Uhsd #16 Public7 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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Listing Courtesy of Four Seasons Sotheby's Int'l Realty
Copyright 2026 PrimeMLS, 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 PrimeMLS. 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 05/04/2026 06:26 PM
