Welcome to 1476 High School Road, an idyllic 2.21-acre Sebastopol retreat featuring two custom homes completed in 2006 and 2008. Just moments from downtown, acclaimed dining, and The Barlow, this rare offering blends refined luxury with the tranquility of a private country setting. The main home spans approximately 3,488 square feet, offering 4 bedrooms and 3.5 bathrooms. Rich hardwood flooring flows throughout the primary living spaces, while expansive ipe decks extend from multiple rooms, creating a seamless indoor-outdoor experience that captures the essence of Sebastopol living. The scale and layout are equally impressive, with dual garage wings providing space for 3+ vehicles each, ideal for collectors, hobbyists, or multi-use flexibility. The guest residence, totaling approximately 840 square feet, offers 2 bedrooms and 2 full bathrooms, finished with the same level of quality and attention to detail as the main home, perfect for extended family, guests, or potential income opportunities. Set down a private drive, the property offers a rare sense of seclusion and serenity, while remaining just minutes from the vibrant lifestyle of Sebastopol. The usable acreage presents endless possibilities, whether envisioning gardens, recreation, or a personalized estate compound. A truly exceptional offering where privacy, scale, and proximity converge, 1476 High School Road is the embodiment of Sebastopol luxury living.