229 Winona Drive, York

Humewood-Cedarvale, Midtown, Toronto

229 Winona Drive
229 Winona Drive
229 Winona Drive
+47
6+1
 bed
3
 bath
2
 parking
2000 - 2500
 sqft
Detached
$1,569,000
For Sale
45 days
 on site
$1,569,000
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Size
-
Lot size
3300 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$628 - $785
Taxes
$6,637.24 (2026)
Parking Type
-
Style
2-Storey
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Description
Attention Investors and End-Users! A high-potential property has arrived just north of the vibrant crossroads of St. Clair Avenue West and Winona Drive. Nestled in a quiet, coveted, and family-friendly neighbourhood where Humewood, Hillcrest, Oakwood Village, and Wychwood meet, this versatile detached home offers an amazing opportunity to make it your own, providing the ultimate canvas for a spectacular single-family home transformation.This bright, spacious, and updated home features 6 bedrooms, 3 bathrooms, and 3 kitchens. Complete with on site parking for two vehicles total and a garage for parking for one of those 2 vehicles andor extra storage, the property is exceptionally accessible with the TTC just steps away. Enjoy a quick commute to both St. Clair subway stations via the streetcar, with cafes, bars, restaurants, and vibrant city life all within walking distance. With a Walk Score of 95, you do not want to miss this opportunity-act now!
Broker: ROYAL LEPAGE SUPREME REALTY
MLS®#: C13757114
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Property details
Parking:
2
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2-Storey
MLS Size:
2000-2500 sqft
Lot front:
33 Ft
Lot depth:
100 Ft
Listed on:
Sep 8, 2026
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Rooms
LevelNameSizeFeatures
Basement
Kitchen
13.4 x 10.1 ft
Basement
Bathroom
7.1 x 3.1 ft
Main
Kitchen
18.6 x 9.4 ft
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Instant estimate:
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$6,643
higher than listed price
i
High
$1,641,617
Mid
$1,575,643
Low
$1,484,661
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About 229 Winona Drive

229 Winona Drive is a York detached house for sale. It was listed at $1569000 in September 2026 and has 6+1 beds and 3 bathrooms. 229 Winona Drive resides in the York Humewood-Cedarvale neighbourhood, and nearby areas include Hillcrest | Bracondale Hill, Corso Italia, Christie Pits and Dovercourt Park.

Some good places to grab a bite are Pizza Hut, Little Caesars or What A Bagel-St Clair. Venture a little further for a meal at one of Humewood-Cedarvale neighbourhood's restaurants. If you love coffee, you're not too far from Krave Coffee located at 781 St Clair Ave W. For groceries there is Luciano's No Frills which is a short distance away.

For those residents of 229 Winona Dr, Toronto without a car, you can get around rather easily. The closest transit stop is a Bus Stop (St Clair Ave West at Winona Dr) and is a short distance away connecting you to Toronto's public transit service. It also has route St.clair-junction Night Bus, and route St. Clair nearby. If you need to get on the highway often from 229 Winona Dr, Allen Rd and Lawrence Ave W has both on and off ramps and is within a few minutes drive.