Opportunities like this are incredibly rare in Dayton's beloved Oregon Historic District. Spanning three separate parcels, this extraordinary 1890 home blends historic charm, designer finishes, unmatched flexibility, and a private backyard oasis with a heated inground pool, all just steps from the district's renowned restaurants, boutiques, coffee shops, and entertainment. Inside, Victorian architecture meets Art Deco and Mid-Century Modern design, creating a home that's both timeless and unexpected. From Gucci wallpaper and Jonathan Adler lighting to countless custom touches, every room has been thoughtfully curated while preserving the warmth and charm of this historic home. Designed for both everyday living and entertaining, the main home offers multiple living spaces, a stunning dining room with direct access to the backyard, a beautifully updated kitchen, and an incredible butler's pantry. Upstairs, you'll find three spacious bedrooms and a spa-inspired primary bath reminiscent of a luxury resort. Beyond its stunning design, the flexible layout offers endless possibilities. Currently operating as an established income-producing short-term rental, the property can continue as an investment, function as a duplex, accommodate multigenerational living, or be enjoyed as one remarkable single-family home. A private entrance leads to a separate living area complete with a bedroom, family room, full bath, laundry, and kitchenette. Step outside to a setting that's nearly impossible to replicate. The fully fenced backyard spans all three parcels, creating an incredible space for entertaining, relaxing by the heated inground pool, or simply enjoying your own private retreat in the heart of downtown. Lovingly maintained and thoughtfully updated by generations of owners, this is more than just a home—it's an opportunity to own one of Dayton's most iconic and unforgettable properties.