Dramatic and captivating, this distinctive home blends striking architecture with a magical setting in the hills of Sleepy Hollow. Designed to embrace its surroundings, the main living areas face sweeping 180-degree views across the valley, where the light shifts throughout the day and the hills glow golden at sunset. Inside, the open floor plan is filled with natural light from large skylights and warm tones that highlight the home's remarkable design. Four connected octagonal living spaces create a rare sense of flow, offering both expansiveness and warmth while providing phenomenal spaces for entertaining. The main skylight bathes the living room in natural light by day and frames the moon as it moves across the night sky, while the central fireplace creates a cozy haven on winter evenings. Expansive decks extend from the main living areas, creating seamless indoor-outdoor living and a setting where gatherings and memorable dinners unfold against a breathtaking natural backdrop. Outside, the property feels like a private retreat. A flourishing orchard of more than 50 varieties of fruit trees and garden spaces creates a vibrant landscape. At the top of the property, a hot tub overlooks the valleyan ideal place to unwind while watching golden sunsets, stargazing under the night sky, and listening to the quiet sounds of nature. Set at the end of a peaceful cul-de-sac, the property offers exceptional privacy and tranquility in one of Marin's most beloved communities. Known as a hidden gem in the hills of San Anselmo, Sleepy Hollow offers a warm, close-knit neighborhood, nearby trails, and a lifestyle deeply connected to nature. A truly special home offering space, light, privacy, and the magic of Sleepy Hollow living.