A rare opportunity for multigenerational living with flexibility for up to three private quarters, each with its own kitchen area, bedroom, full bath, and living space, including ADA-friendly features. Coming in at around 5,000 sf of living space, this original-owner estate sits on 1.5 acres atop one of Sherwood’s most scenic hilltop settings, showcasing sweeping valley, vineyard, and mountain views. The one-level layout with daylight basement offers spacious common areas and timeless architecture, with open spaces, tall ceilings, pillars, custom millwork, arched picture windows, and built-ins throughout. You’ll also appreciate the generous patios and outdoor living areas that surround the home, along with mature landscaping, a private oversized driveway, extra parking, a 6-car tandem garage with mower-access door and built-in storage, along with recently replaced furnaces and A/C, making this property both practical and unique in so many ways. A legacy home built for connection, comfort, and long-term lifestyle flexibility in sought-after Chehalem View Estates, close to everything Sherwood and the Yamhill Valley have to offer.