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557 Pleasant Valley Road, Benson, VT 05743

$999,000
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New to the Market Active
BEDS4 BATHS3 full 1 partial SQUARE FEET1,727 MLS#5085235
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLBenson

Listing Courtesy of: Four Seasons Sothebys Intl Realty
Agency Phone: 802-864-0541
Associate Name: Alex Pintair
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Property 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 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 231 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.

557 Pleasant Valley Road | MLS# 5085235

This single family home located at 557 Pleasant Valley Road, Benson, VT 05743 is currently listed for sale with an asking price of $999,000. This property was built in 1902 and has 4 bedrooms and 3 full and 1 partial baths with 1727 sq. ft. Pleasant Valley Road is located within the Benson school district. Search Benson real estate on teamschneider.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Concrete Floor
Cooling: None
Heating: Oil
Home Style: Farmhouse
Lot Size: 231.00 Acres
Roof Type: Asphalt Shingle
Stories: 2.0
Taxes: $6,700
Year Built: 1902

Feature Descriptions

Baths 1/2: 1
Baths 3/4: 3
Color: cream
Construction: Wood Frame
Construction Status: Existing
Driveway: Gravel
Electric: Circuit Breaker(s)
Exterior: Wood Frame
Flood Zone: No
Foundation: Concrete, Stone
Lot: 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
Number of Rooms: 10
Parking: Driveway, Off Street, On-Site, Parking Spaces 1 - 10
Restrictions: None
Road Frontage: 1200
Roads: Dirt
Sewer: Septic
Sq. Ft. Above Grade Finished: 1727
Sq. Ft. Total Finished: 1727
Total Stories: 2
Units: 1
Water: Drilled Well
Water Access: No
Water View: No
Zoning: agricultural

Local Schools

High School: Assigned
Middle School: Assigned
Elementary School: Benson Village School
School District: Benson

Listed By / Shown By

Listed By

Agency Name: Four Seasons Sothebys Intl Realty
Agency Phone: 802-864-0541
Agent Name: Alex Pintair

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Estimated Payment

$ 3,073.05 per month $2,223.34 Principal & Interest $558.33 Property Tax $291.38 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 04/25/2026. The listing information on this page last changed on 04/25/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 04/25/2026 12:00:29 AM EST) or MLSPIN MLS (last updated Fri 04/24/2026 11:38:35 PM EST) or Prime MLS (last updated Fri 04/24/2026 11:33:30 PM EST) or MREIS (last updated Fri 04/24/2026 11:55:24 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display 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 2026-04-24 23:33:30

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