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.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Alex Pintair
Price cut: $99K (9/12)
$600,000
557 Pleasant Valley Road, Benson, VT 05743
4beds
1,727sqft
Single Family Residence
Built in 1902
231 Acres Lot
$567,800 Zestimate®
$347/sqft
$-- HOA
What's special
Comfortable living spacesSweeping pastoral viewsChicken coopDiverse terrainClassic dairy barnElectric fenced paddocksFour spacious bedrooms
- 45 days
- 1,045
- 124
Zillow last checked:
Listing updated:
Listed by:
Alex Pintair,
Four Seasons Sotheby's Int'l Realty 802-864-0541
Source: PrimeMLS,MLS#: 5085235
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- 3/4 bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Oil
Cooling
- None
Features
- Basement: Concrete Floor,Interior Entry
Interior area
- Total structure area: 2,465
- Total interior livable area: 1,727 sqft
- Finished area above ground: 1,727
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Gravel, Driveway, Off Street, On Site, Parking Spaces 1 - 10
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 1200
Lot
- Size: 231 Acres
- Features: Conserved Land, Country Setting, Farm, Dairy Farm, Horse/Animal Farm, Field/Pasture, Hilly, Rolling Slope, Secluded, Views, Wooded, Abuts Conservation, Rural, Valley
Details
- Zoning description: agricultural
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Concrete, Stone
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1902
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Utilities for property: Telephone at Site
Community & HOA
Location
- Region: Fair Haven
Financial & listing details
- Price per square foot: $347/sqft
- Annual tax amount: $6,700
- Date on market: 8/25/2026
- Listing terms: Conventional
- Road surface type: Dirt
Estimated market value
$567,800
$539,000 - $596,000
$2,645/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/12/2026 | Price change | $600,000-14.2%$347/sqft |
Source: | ||
| 9/2/2026 | Price change | $699,000-6.8%$405/sqft |
Source: | ||
| 8/25/2026 | Listed for sale | $750,000-6.1%$434/sqft |
Source: | ||
| 7/7/2026 | Listing removed | $799,000$463/sqft |
Source: | ||
| 6/11/2026 | Price change | $799,000-20%$463/sqft |
Source: | ||
| 4/24/2026 | Listed for sale | $999,000$578/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 05743
Nearby schools
Schools provided by the listing agent
- Elementary: Benson Village School
- Middle: Assigned
- High: Assigned
- District: Benson School District
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.



