$1,569,000
229 Winona Dr
Toronto C03, ON M6C 3S4
229 Winona Dr, Toronto C03 — Listed at $1,569,000. 7 bedroom, 3 bathroom 2-Storey Detached. MLS® C13757114.
Possession · seller's timeline
Flexible
What's this home worth?
Get a free estimate for 229 Winona Dr
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 and\or 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!
Property Details
Property Insights
Listing Courtesy of: ROYAL LEPAGE SUPREME REALTY
MLS® #C13757114
The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.
© 2026 Toronto Regional Real Estate Board. All rights reserved.
HouseIndex Take: 229 Winona Drive
This detached (2-Storey) is located in the Oakwood Village neighbourhood of Toronto.
The home offers 7+1 bedrooms, 3 bathrooms.
Features include a finished with walk-out basement, 2 parking spaces including a 1-car garage.
Additional details: lot dimensions of 33 × 100 feet.
Listed at $1,569,000 CAD with annual property taxes of $6,637.24 (2026).
Explore similar listings:
Similar Listings in This Price Range in Toronto C03
Active Detached listings priced within 5% of $1,569,000 — comparable homes you may also want to see.
$1,549,990
183 Glenholme Ave
4 bed • 3 bath
Detached
$1,599,000
80 Lanark Ave
5 bed • 3 bath
Triplex
$1,599,000
82 Lanark Ave
5 bed • 3 bath
Triplex
$1,599,900
29 Thelma Ave
2 bed • 2 bath
Detached
$1,519,000
8 Manor Rd W
2 bed • 2 bath
Condo Apartment
$1,629,000
110 Castlefield Ave
3 bed • 3 bath
Semi-Detached
About Toronto Real Estate
This Detached is located in the Oakwood Village community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.