121 Howe Hill Road

Windsor County VT 05068

1258 sq. ft.

16988 sq. ft.

Single-Family

Last sold for $259,000

Shannon Handrahan, last sold this property on 29 May 2026 after 112 days on market.

Overview

Step into a rare piece of Vermont history. Built in 1840, the Hewittville Schoolhouse is the oldest of five schoolhouses constructed in Pomfret and offers a truly unique opportunity to own a lovingly converted historic landmark. Once a classroom, the expansive one-room interior has been thoughtfully transformed into a light-filled residence that blends character and comfort. The open kitchen, living, and dining areas are spacious and welcoming, great for entertaining, with soaring ceilings, hardwood floors, and an abundance of natural light throughout. The home features a very large bedroom with a small office or storage space off the back, and direct walkout access from the bedroom to the inviting covered porch overlooking the front yard—perfect for morning coffee or peaceful evenings. Conveniently located with easy access to Dartmouth and the Upper Valley, or head south to historic Woodstock for dining, shopping, and amenities. Outdoor enthusiasts will love the proximity to Saskadena Six, Pico, Killington, and Okemo for skiing, as well as championship golf, fly fishing, snowmobiling, and the Green Mountain Horse Association. The combination of historic charm and a sought-after Vermont location could make this an attractive investment opportunity. A one-of-a-kind historic property, come experience the charm for yourself.

Features

1 bedroom

1 bathroom

1258 sq. ft. floor area

16988 sq. ft. lot size

Single-Family

Estimated Value

We need at least 3 similar 1 bedroom single-family properties sold in Windsor County over the last 12 months.

Property history for 121 Howe Hill Road

2026

Sold

$259,000

29 May 2026 by Shannon Handrahan, of Elevations Real Estate

2020

Sold

$210,000

02 Oct 2020 by Gretchjen Smith, of Williamson Group Sothebys Intl. Realty

Happy sellers in Windsor County

We have insufficient information to provide an overview of customer satisfaction for Windsor County. Viewing the agent profiles, reviews and sales for Windsor County can provide insights for this location.