Welcome to 25 Wilson Park Road, a classic red-brick 1909 Edwardian home in the heart of South Parkdale set on an oversized 28 x 147 lot. This rare 2.5 storey detached residence offers generous proportions, original character, a charming covered front porch ideal for morning coffee or connecting with neighbours, as well as a flexible layout suited to single-family living, income potential, or multi-generational use. The main level features grand principal rooms including a spacious living room with original fireplace and stained glass bay window and a formal dining room with plate rail and bay window, a large eat-in kitchen, a welcoming foyer, rear mudroom, powder room, additional storage and timeless architectural details which include stained and leaded glass windows, wood trim and high ceilings. Second level with four generously-sized bedrooms including one with an original fireplace as well as a full 4-piece bathroom. The third-floor retreat offers an expansive bedroom with large walk-in closet as well as an additional room suitable as a 6th bedroom, den, or office. An unfinished lower level with separate entrance adds flexibility for future living space or income potential. This home offers phenomenal potential to update and personalize to suite while retaining it's classic character and features. The deep backyard provides ample outdoor space for everyday use, gardening and a fantastic canvas for landscaping improvements. Well-located in South Parkdale with walkable access to Queen Street West, Roncesvalles, local cafés, shops, parks, and waterfront trails, with streetcar service along both Queen and King and convenient connections to the Gardiner Expressway, Lake Shore Boulevard, downtown Toronto, and Billy Bishop Airport. Walk Score 87, Transit Score 80, Bike Score 81! A compelling opportunity to secure a grand, character-filled detached home with flexibility and plenty of potential in one of West Toronto's most dynamic neighbourhoods!