305 Kennedy Avenue

305 Kennedy Avenue
305 Kennedy Avenue
305 Kennedy Avenue
+25
5
 bed
2
 bath
2
 parking
2000 - 2500
 sqft
Detached
Sold for
$1,880,000
Listed for
$1,798,000
Sold on 
Sep 30, 2025
8 days
 on site
Sold for
$1,880,000
Listed for
$1,798,000
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Size
-
Lot size
3600 sqft
Street frontage
-
Possession
30-59 days
Price per sqft
$752 - $940
Taxes
$8,830.36 (2025)
Parking Type
-
Style
2 1/2 Storey
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Description
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. 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!
Broker: RE/MAX WEST REALTY INC.
MLS®#: W12420095
Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
2 1/2 Storey
MLS Size:
2000-2500 sqft
Lot front:
30 Ft
Lot depth:
120 Ft
Listed on:
Sep 22, 2025
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About 305 Kennedy Avenue

305 Kennedy Avenue is a Toronto detached house which was for sale. Asking $1798000, it was listed in September 2025, but is no longer available and has been taken off the market (Sold) on 30th of September 2025.. This detached house has 5 beds, 2 bathrooms and is 2000-2500 sqft. 305 Kennedy Avenue resides in the Toronto High Park neighbourhood, and nearby areas include Bloor West Village, Swansea, Runnymede and Baby Point.

305 Kennedy Ave, Toronto is not far from Starbucks for that morning caffeine fix and if you're not in the mood to cook, Halcyon, New York Fries and Delights of China are near this detached house. For groceries there is Cinnaholic which is not far.

Transit riders take note, 305 Kennedy Ave, Toronto is a short walk to the closest public transit Train Stop (Runnymede Station - Eastbound Platform) with route Line 2 (bloor - Danforth). For drivers, the closest highway is Gardiner Expressway and is within a few minutes drive from 305 Kennedy Ave, making it easier to get into and out of the city getting on and off at Dowling Ave.