305 Kennedy Avenue

305 Kennedy Avenue
305 Kennedy Avenue
305 Kennedy Avenue
+25
5
 bed
2
 bath
2
 parking
2000 - 2500
 sqft
Detached
$1,798,000
For Sale
11 hours
 on site
$1,798,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
3600 sqft
Street frontage
-
Possession
30-59 days
Price per sqft
$719 - $899
Taxes
$8,830.36 (2025)
Parking Type
-
Style
2 1/2 Storey
See what's nearby
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
Show all details
Rooms
LevelNameSizeFeatures
Main
Foyer
18.0 x 9.4 ft
Lower
Laundry
10.7 x 8.0 ft
Third
Bedroom 5
18.6 x 12.6 ft
Show all
Instant estimate:
orto view instant estimate
$80,064
higher than listed price
i
High
$1,956,701
Mid
$1,878,064
Low
$1,769,619
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

222 Pacific Avenue
1/50
$1,648,000
6 days
222 Pacific Avenue
5+1BD
3BA
0 Parking
2,000-2,500 sqft
MLS#: W12406806
RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
6 days
232 Pacific Avenue
1/40
$1,699,000
25 days
232 Pacific Avenue
6+1BD
4BA
6 Parking
2,000-2,500 sqft
MLS#: W12369277
ROYAL LEPAGE SIGNATURE REALTY
25 days
19 Wade Avenue
1/13
$1,750,000
1 day
19 Wade Avenue
4BD
3BA
4 Parking
2,000-2,500 sqft
MLS#: W12417832
RH REALTY INC.
1 day
29 Greenlaw Avenue
1/45
$1,575,000
13 days
29 Greenlaw Avenue
4+1BD
4BA
1 Parking
2,000-2,500 sqft
MLS#: W12391893
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
13 days

About 305 Kennedy Avenue

305 Kennedy Avenue is a Toronto detached house for sale. It has been listed at $1798000 since September 2025. This 2000-2500 sqft detached house has 5 beds and 2 bathrooms. Situated in Toronto's High Park neighbourhood, Bloor West Village, Swansea, Runnymede and Baby Point are nearby neighbourhoods.

Some good places to grab a bite are Halcyon, New York Fries or Delights of China. Venture a little further for a meal at one of High Park neighbourhood's restaurants. If you love coffee, you're not too far from Starbucks located at 2210 Bloor St W. For grabbing your groceries, Cinnaholic is not far.

If you are looking for transit, don't fear, 305 Kennedy Ave, Toronto has a public transit Train Stop (Runnymede Station - Eastbound Platform) a short distance away. It also has route Line 2 (bloor - Danforth) close by. If you're driving from 305 Kennedy Ave, you'll have decent access to the rest of the city by way of Gardiner Expressway as well, which is within a few minutes drive using on and off ramps on Dowling Ave.