65 Bentley Lane

In a picturesque valley nestled between the majestic slopes of Camel’s Hump and Mount Mansfield, where sweeping, panoramic views stretch across the horizon, lies a truly special place; Simpson’s High Meadow. Spanning 201+ acres of pristine Vermont landscape, this remarkable property is a tapestry of wildflower meadows, lush forests, and winding recreational trails perfect for walking, skiing and exploring in every season. A lovely home and a rustic post and beam cabin rich with Vermont charm, are thoughtfully built on the land, creating welcoming spaces for gathering, reflection, and simple living. A spring-fed pond with a dock invites summer swims and relaxing afternoons by the water, while a nearby fire-pit becomes the heart of evenings shared with family, friends, and guests beneath star-filled skies. Follow a woodland trail that climbs gently to a hilltop, where the quiet remains of a historic barn still stand—once part of the property connected to the famed photographer and naturalist “Snowflake” Bentley, whose legacy lives on along Bentley Road. For more than fifty years, the Simpson family lovingly stewarded this land across generations. They built the homes and cabin, created the trails, and cared for the meadows and forests that make this place so extraordinary. Simpson’s High Meadow is the essence of Vermont: a timeless landscape where dreams take root and memories are made.