557 Pleasant Valley Road Benson, VT $ 999,000
557 Pleasant Valley Road
$ 999,000
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557 Pleasant Valley Road

Benson, VT, 05743
$ 999,000
Bedrooms4 Baths3.1 Sq 1,727

Monthly Estimate*

$ 6,151

Listed by Alex Pintair, Four Seasons Sotheby's Int'l Realty, 802-777-5124, alex.pintair@fourseasonssir.com
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Single Family Home for sale in Benson, VT

for $999,000 with 4 bedrooms and 3 full baths, 1 half bath. This 1,727 square foot home was built in 1902 on a lot size of 231.

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.

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Single Family Active

Price

$ 999,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Farmhouse

Lot Size

231

Year Built

1902

Town/City

Benson

County/Region

Rutland

MLS | Web ID

5085235

Features
Interior
Basement Description Concrete Floor
Basement Yes
Beds 4
Total Rooms 10
Total Number of Units 1
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General
Road Frontage Yes
Sewer Septic
Heating Oil
Cooling None
Utilities Telephone at Site
Possession At Closing
Roof Asphalt Shingle
Pets Allowed Yes
Garage No
current use Yes
Flood Zone No
Zoning agricultural
Restrictions None
3/4 Baths 3
Full Baths 0
Half Baths 1
Bathrooms 4
Year Built 1902
Electric Circuit Breaker(s)
Style Farmhouse
Stories Count 2
Construction Status Existing
Type Single Family
Auction No
Tax Year 2026
Status Detail 0
Covenants No
Construction Materials Wood Frame
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. R
High School Assigned
City Benson
School District Benson School District
Seasonal No
Elementary School Benson Village School
Middle School Assigned
DOM 20
Price Per Sq Ft Total AG 578.46
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Exterior
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
Driveway Gravel
Water View No
Lot Size Area 231
Water Source Drilled Well
Parking Features Driveway Off Street On-Site Parking Spaces 1 - 10
Foundation Concrete Stone
Waterfront Property No
Water Body Access No
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* Excluded Features
List By
Alex Pintair

Listing Agent

Four Seasons Sotheby's Int'l Realty

Broker

(802) 777-5124

Phone

alex.pintair@fourseasonssir.com

Email

Affordability Calculator

$6,151
Per Month
100%
0%
0%
Monthly Principal & Interest
$6,151
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5446354 Elementary School
5453961 Middle School
Assigned High School High School
Pricing History
DatePricePrice ChangeDescription
4/24/2026$999,000 Listed Price

Map


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557 Pleasant Valley Road, Benson, VT, 05743 is a Single Family Home for sale at $999,000 with 1,727 sqft and a lot size of 231. 557 Pleasant Valley Road has 4 bedrooms, 3.1 baths, and was built in 1902. The property's zip code is 05743 which is in Benson, VT