Listed by Re/Max West Realty Inc..

305 Kennedy Avenue is a Detached, 2 1/2 Storey and is currently for Sale @ $1,798,000. Taxes in 2025 were $8,830.36.

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Welcome to 305 Kennedy Avenue, a stately and elegant 2 1/2 storey, 5 bedroom home situated on one of Bloor West's most coveted streets. The 2 1/2 Storey on 305 Kennedy Avenue has 5 bedrooms, 2 bathrooms, and is located on a 120 x 30 ft lot in the community of High Park North . This classic residence offers the perfect blend of character, space, and location. Just a short stroll to the subway, High Park, and the vibrant shops, restaurants, and cafés of Bloor West Village, it also enjoys proximity to neighbourhood parks, the GO and UP Express stations, and scenic lakefront parkland. Families will appreciate being in the catchment for two of the best area schools: Runnymede P.S. and Humberside C.I. A spacious and inviting front porch welcomes you into a grand entry foyer featuring a large closet, a hidden stained glass bay window, and leaded glass sidelights that frame the front door. From here, step into a sophisticated living room with 9 ft ceilings, a handsome brick fireplace, original stained glass windows, elegant French doors, and a bay window adorned with leaded glass transoms. The formal dining room is equally impressive, showcasing more stained glass accents, French doors, and immaculate wood trims. The kitchen provides access to a private backyard, complete with a detached garage and a parking pad easily accessible via an extra-wide mutual drive. Plus, this property qualifies for a garden suite with up to 1291 sq ft of living space (report attached). Upstairs, the 2nd floor features 4 spacious bedrooms, including a generous primary suite with a fireplace and built-in cabinetry. The 2 front bedrooms are filled with light, each featuring charming bay windows. The 3rd floor offers a versatile 5th bedroom or family room, complete with a walk-in closet and a bay window with a cozy window seat. The finished lower level includes a comfortable recreation room and a full bathroom perfect for additional living space or guest accommodations. This is a rare opportunity to restore and personalize a grand family home on one of the areas most prestigious streets. A true gem in the heart of Bloor West!

Fridge, stove, washer dryer, light fixtures, hot water tank (owned).

The address 305 Kennedy Avenue was listed for sale (MLS# W12420095) on Monday, September 22, 2025.