Distinguished Annex Residence Blending Historic Character with Extensive Modern Upgrades.Situated on one of the Annex's most coveted residential streets, this elegant 6-bedroom home offers approximately 3,500 square feet of total living space, including a finished basement. Rich in architectural character, the residence showcases beautifully preserved original oak hardwood floors, intricate stained-glass windows, and warm wood trim that reflect the craftsmanship and charm of a bygone era.Extensive capital improvements (2019) provide exceptional peace of mind. A new roof, new aluminum soffits and eavestroughs, a new rear porch, new radiators (2020), upgraded 200-amp electrical service, new plumbing and drains, comprehensive waterproofing, and installation of a new sump pump system. Additional enhancements include new insulation and soundproofing, New wall mounted gas boiler, ensuring comfort and energy efficiency throughout the home. Rear windows have been replaced to improve natural light and thermal performance, while professional landscaping enhances curb appeal and outdoor enjoyment.The spacious interior layout offers versatility for large families, multigenerational living, or work-from-home flexibility. Generous principal rooms provide both formal and relaxed gathering spaces, while the finished lower level adds a valuable living area ideal for recreation, guests, or private retreat.Located in the heart of the Annex, residents enjoy immediate access to Toronto's finest schools, parks, cafés, boutiques, cultural institutions, and transit connections. This is a rare opportunity to own a distinguished home that seamlessly combines preserved architectural beauty with the confidence of modern systems and upgrades - all in one of the city's most prestigious and walkable neighbourhoods. 2 car parking/Mutual drive.NOTE: Photos are from a previous listing, property is currently tenanted month to month.