Pomfret Vermont Real Estate

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.

Discover the possibilities with this beautifully crafted three bedroom, three and one half bath home and versatile Post and Beam barn/studio, set between Woodstock and Silver Lake in scenic Barnard. The main residence features an airy great room with vaulted ceilings, warm wood accents, and expansive windows that invite natural light and frame peaceful views. Thoughtful design and quality finishes, including granite highlights, shine throughout. Enjoy outdoor living from the screened porch, covered porch, or open upper deck, ideal for entertaining or quiet moments. Each bedroom offers the privacy of an ensuite bath, including a serene suite located separately above the garage, perfect for guests, remote work, or added flexibility. A convenient powder room and strong rental history add further appeal. The Post and Beam barn/studio offers inspiring space for creative pursuits, a home business, or potential conversion to guest quarters or an accessory dwelling. Mature perennial gardens, open grounds, and ample parking enhance the charm. Steps from the Appalachian Trail and nestled along a scenic route, this unique offering blends Vermont tranquility with exceptional versatility.

Breathtaking long range views of Killington Peak and Saskadena 6 greet you as you wind your way up to your private slice of Heaven. Situated on nearly 91 acres, this spectacular property offers everything, from the views and open fields to the saltwater pool tucked nicely into the hillside to the trails running throughout the woods and a lovely stone patio aligned perfectly for evening sunsets. Inside, nearly every aspect of the house has been updated. There are four bedrooms including a primary with ensuite bath and two additional full baths. The fully renovated kitchen is open to the dining area which leads to the living room with new floor to ceiling windows overlooking the Pomfret hills and mountains beyond. A stone fireplace anchors the living room, complete with a new insert and chimney liner. Between mini splits in all rooms and radiant floor heat in select areas, this house is fossil fuel free and derives most of its power from 61 onsite solar panels. Two Tesla power walls provide backup in the event of a grid outage. Separate from the main house is a two room cottage that was completely redone and currently set up as a guest bedroom and office, with a half bath inside and a seasonal outdoor shower on the deck. A short trek up through the woods takes you to an open meadow with a small cabin awaiting some finishing touches. Located privately atop the coveted Cloudland neighborhood just minutes from downtown Woodstock and Saskadena 6, this is a must see property.