229 Winona Drive, Toronto, ON M6C 3S4
Oakwood Village, Toronto · Near St.Clair and Winona · View map
About this home
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!
The home
- Type
- Detached home
- Style
- 2-Storey
- Square footage
- 2000-2500 sq ft
- Bedrooms
- 6
- Basement bedrooms
- 1
- Bathrooms
- 3
- Kitchens
- 3
- Rooms
- 10
- Basement
- Finished with Walk-Out
- Lot size
- 33 x 100 ft
- Faces
- East
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Radiant
- Air conditioning
- Wall Unit(s)
- Fireplace
- No
Garage & parking
- Garage
- Detached
- Garage spaces
- 1
- Driveway spaces
- 1
- Total parking
- 2
Taxes & other
- Property taxes
- $6,637/yr
- Tax year
- 2026
- Occupancy
- Vacant
- Possession
- Flexible
- Cross street
- St.Clair and Winona
- Neighbourhood
- Oakwood Village
More
- Price per sq ft
- ~$666 (at 2,250 sq ft)
- MLS® number
- C13757114
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No features listed yet.
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax and Toronto municipal land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
229 Winona Drive, Toronto, ON M6C 3S4
Oakwood Village, Toronto · Near St.Clair and Winona
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Listing history for 229 Winona Drive
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 229 Winona Drive
Answers come straight from this home’s MLS® listing.
How much is 229 Winona Drive listed for, and what would it cost each month?
229 Winona Drive is listed for $1,499,000. With 20% down ($299,800), the mortgage payment would be roughly $6,047 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $6,600 a month, all in. That figure is an illustration, not a quote.
Is 229 Winona Drive freehold or a condo, and is there a monthly fee?
229 Winona Drive is a detached home in Oakwood Village, Toronto. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 229 Winona Drive have?
229 Winona Drive has 6 bedrooms, plus 1 more bedroom in the basement, and 3 bathrooms. The listing gives the style as 2-storey.
Does 229 Winona Drive have a garage and parking?
Yes. The listing shows the garage as detached, with room for 1 car. The driveway adds 1 space. In total the listing counts 2 parking spaces.
Does 229 Winona Drive have a finished basement?
The listing describes the basement as finished with walk-out. It counts 1 bedroom on that level. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 229 Winona Drive?
229 Winona Drive is a detached home. A detached home stands on its own lot with no shared walls.
How big is 229 Winona Drive, and what is the lot size?
The listing puts the home between 2,000 and 2,500 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 33 x 100 ft.
How is 229 Winona Drive heated and cooled?
Heating is radiant (gas). Cooling is wall unit(s).
What are the property taxes for 229 Winona Drive?
Property taxes are $6,637 a year (2026), or about $553 a month.
Where is 229 Winona Drive?
229 Winona Drive is in the Oakwood Village community of Toronto. The nearest main intersection is St.Clair and Winona. The postal code is M6C 3S4.
Is 229 Winona Drive still for sale?
Yes. It is an active listing (MLS® C13757114). Listings here update from the board through the day and come down once a home sells.
What are similar properties near 229 Winona Drive asking?
Similar properties for sale nearby right now include 628 Winona Drive at $1,890,000 (3+1 bed), 611 Northcliffe Boulevard at $1,650,000 (4 bed) and 2099 Dufferin Street at $1,499,000 (3+2 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 229 Winona Drive sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 229 Winona Drive?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
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Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.