A truly unique opportunity in sought-after Upper Jarvis! Set well back from the street on a generous 20 x 132 ft lot, this exceptional 3-storey legal duplex offers approx. 2,500-3,000 sq ft across two distinct residences, combining incredible flexibility, character, and outdoor living. The ground-floor 2-bedroom residence features a spacious living/dining area, 3-piece bath and a bedroom with walk-out to a private patio. The upper residence spans the second and third floors and offers 3 bedrooms, with a generous, well-appointed kitchen, bedroom, separate laundry and 3-piece bath on the second floor. The third floor features a spacious primary bedroom, additional bedroom, 3-piece bath, skylight and walk-out to an incredible sun-filled rooftop terrace perfect for morning coffee, entertaining or enjoying the outdoors. Thoughtfully upgraded with exposed original 1870s brick, engineered hardwood, custom walnut veneer and Corian cabinetry, induction cooktop, stainless steel appliances, custom pantry and pull-out storage. The primary bedroom features custom-built closets, while additional highlights include heated floors, CAT-5 wiring, Legrand designer switches and built-in speaker wiring and windows. Separate entrances, separate metering, dedicated laundry for each residence and outlets, built-in speaker wiring and upgraded windows. Separate entrances, separate metering, dedicated laundry for each residence and four-car driveway on a quiet residential street surrounded by character homes and townhouses, just a short walk to Sherbourne subway station and close to Bloor Street, Yonge-Bloor, Yorkville, parks, restaurants, shops and everyday amenities. A rare downtown offering with five bedrooms, two distinct residences, remarkable outdoor space and endless possibilities for homeowners, investors and multi-generational families.