Located on one of the most desirable streets in 12 South, this 1930s craftsman bungalow offers a rare combination of character, walkability, and flexibility at this price point, just steps from Belmont Boulevard, restaurants, shops, and everyday spots. The main home features 3 bedrooms and 2.5 bathrooms, blending original charm with key system updates to plumbing, electrical, and HVAC. A recent upstairs renovation creates a flexible second primary suite ideal for guests or everyday living, while the updated kitchen offers a clean, functional layout with warm, high end finishes. A standout feature is the 740/sft detached back house, designed by noted 12 South architect Allard Ward. Completed in 2015, the space includes a beautifully finished 1 bedroom, 1 bath layout with galley kitchen and loft, plus a wood burning porch fireplace that extends the space outdoors, well suited for a guest house, creative studio, home office, or private retreat. With its inviting front porch, Dutch front door, timeless feel, and premier location, this property presents a unique opportunity in a neighborhood where options at this price point are becoming increasingly limited, offering a blend of modern function and collected, lived in character throughout.