Iconic Annex address meets inspired design in this exceptional two-storey semi-detached on one of Toronto's most beloved streets. Soaring through three beautifully appointed levels, this three bedrooms, two bathrooms home masterfully blends Victorian character with thoughtful modern upgrades. A charming courtyard entrance welcomes you home - a rare and private approach that sets the tone before you even step inside. The grand main floor impresses immediately. A sprawling open-concept living/dining room features a statement fireplace and bay window, flowing seamlessly into a chef's kitchen anchored by a professional Wolf range and stainless steel appliances. A sun-drenched family room with floor-to-ceiling windows overlooks the garden, while the sliding doors step right onto your deck and an idyllic backyard oasis - lush, private, and made for entertaining. Upstairs, the primary suite offers a generous layout, large closet, and a spa-worthy five-piece ensuite. A dedicated walk-in dressing room and second bedroom complete the floor. The third level delivers a dramatic bedroom retreat beneath a vaulted ceiling and skylight. The partially finished basement adds valuable flex space, and with laneway housing potential (information attached), the upside here is exceptional. Steps to Bloor Street's finest dining, boutiques, University of Toronto, and transit. Within reach of some of Toronto's most sought after schools. Two-car laneway garage. Homes of this calibre simply don't come along often.