This exceptional property begins with its standout feature: an award-winning ADU with a private entrance--ideal for luxury guest accommodations, multigenerational living, or premium rental income. A spacious three-car garage, architecturally designed breezeway, and covered RV storage offer rare functionality that perfectly complements Bend's active outdoor lifestyle. Inside the main residence, thoughtful custom upgrades create a refined yet welcoming atmosphere. A designer coffee and wine bar provides an elegant space for entertaining or unwinding, while a dedicated office or den offers flexibility for remote work or creative pursuits. A whole-home humidifier ensures year-round comfort and enhanced indoor air quality. Situated on a corner lot in a sought-after Westside location, this Craftsman home blends timeless architectural character with modern convenience--just minutes from hiking and biking trails, skiing, golf, pickleball, parks, river recreation, concerts, dining, shopping,