This charming Willow Glen bungalow offers 2 bedrooms and 1 bathroom across 1,351 sq ft, set on a 4,635 sq ft lot and complemented by an unfinished basement and a detached two-car garage. This home offers classic character and a unique opportunity to restore, renovate, or reimagine. Adding to its special appeal, the home has been owned by the same family for generations, thoughtfully passed down over time. A fun piece of history: the original owner purchased the home after winning the lottery, making this property not only rich in character, but rich in story as well. The home is a fixer and is being sold as-is, presenting an excellent canvas for buyers looking to blend historic charm with modern updates. Whether thoughtfully restoring original elements or fully re-envisioning the space, the property offers flexibility and long-term potential. With R2 zoning and a long-established neighborhood setting, the potential here is as compelling as the history itself. Located in a well-established San Jose neighborhood close to local amenities and commuter routes, 749 Willow Street is a rare opportunity to preserve tradition while creating something meaningful for the future.