Welcome to 104 Winchester Street, A charming home in the heart of Cabbagetown – A neighbourhood renowned for its historic charm & Victorian homes. Thoughtfully updated while preserving its heritage, this 3+1 bed, 2 bath home seamlessly combines classic elegance with modern comforts. Inside, character meets contemporary with a floating staircase, exposed brick, and stained glass accents, offering a timeless yet stylish aesthetic. Sunlight pours through skylights, illuminating the thoughtfully repainted interiors and highlighting the elegance of this unique space. The renovated kitchen boasts modern finishes, while the newly converted primary bedroom offers a serene retreat with a spacious closet. The second and third bedrooms exude warmth and style, with expansive windows filling the space with natural light. The renovated lower-level bedroom and bathroom exude comfort and sophistication, with the bathroom featuring the added luxury of underfloor heating for ultimate warmth. New carpeting adds comfort to the top two floors, while custom closet organizers maximize storage and efficiency in every bedroom. Step outside to enjoy multiple outdoor retreats, including a newly fenced garden patio – A private oasis for morning coffee or evening relaxation. The rooftop deck is the perfect space to unwind or entertain while taking in the charming neighbourhood views. Living in Cabbagetown means being steps from Riverdale park & farm, and the scenic Don Valley trails – ideal for nature lovers. Enjoy the vibrant atmosphere of Parliament Street’s shops, cafes, and eateries, all within walking distance. Close to great public schools & well-connected by transit, this home offers both family-friendly living & effortless commuting. An extraordinary chance to own a piece of Toronto’s history, this home offers timeless elegance and modern convenience in highly coveted Cabbagetown!