For sale · Detached · 2-Storey
229 Winona Drive.
Oakwood Village, Toronto, ON M6C 3S4
Buyer's market
House market in Oakwood Village. New listings are outpacing sales, so buyers have more choice and room to negotiate. Homes here sell in about 35 days. Market data
Sales-to-new-listings ratio, last 3 months: 36%
Months of supply: 4.4
What it means
- Buyer's market in Oakwood Village: houses take about 35 days to sell.
- About 4.4 months of houses for sale in Oakwood Village at the current pace of sales.
At a glance
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 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!
Home details
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The homeproperty type, style, size, heating
- Property type
- Detached
- Style
- 2-Storey
- Size
- 2,000–2,500 sq ft
- Heating
- Radiant
- Cooling
- Wall Unit(s)
- Basement
- Finished with Walk-Out
- Lot size
- 33 × 100 feet
- Possession
- Flexible
Parking and storageparking, garage
- Parking
- 2
- Garage
- Detached
Fees and taxesproperty taxes, price per sq ft
- Property taxes
- $6,637 (2026)
- Price per sq ft
- $666
Rooms18 rooms with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Kitchen | Basement | 4.08 × 3.08 m | w/o to yard · tile floor |
| Bathroom | Basement | 2.17 × 0.95 m | window · tile floor |
| Kitchen | Main | 5.67 × 2.87 m | window · east view · tile floor |
| Furnace Room | Basement | 2.68 × 1.25 m | Concrete Floor |
| Kitchen | Second | 3.84 × 3.69 m | window · tile floor |
| Primary Bedroom | Main | 3.35 × 2.99 m | window · closet |
| Bedroom 4 | Second | 4.39 × 3.26 m | window · laminate |
| Laundry | Basement | 2.44 × 2.23 m | Concrete Floor |
| Bedroom | Basement | 4.02 × 2.29 m | window · tile floor |
| Recreation | Basement | 5.67 × 4.27 m | laminate · window |
| Dining Room | Main | 3.96 × 3.26 m | window · linen closet · overlooks living |
| Bedroom 3 | Second | 4.39 × 2.68 m | window · laminate |
| Bathroom | Main | 1.98 × 1.25 m | Glass Block Window |
| Living Room | Main | 4.12 × 3.69 m | window · west view · overlooks dining |
| Primary Bedroom | Second | 4.82 × 3.05 m | window · laminate |
| Bedroom 2 | Second | 3.63 × 2.77 m | window · laminate |
| Bathroom | Second | 2.35 × 2.32 m | window · tile floor |
| Bedroom 2 | Main | 3.02 × 2.74 m | window · laminate |
What it could cost each month
— a month, estimated
With 20% down. Includes property tax. Estimate only.
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How this price compares
Members70 similar detached houses sold in Oakwood Village in the last 12 months.
Sales activity nearby
Number of similar detached houses sold each quarter.
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Sale and listing history
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The area
The neighbourhood
Oakwood Village
Central, community-driven and changing as transit and investment arrive.
Listing brokerage · MLS® C13757114Royal Lepage Supreme RealtyData last updated Oct 26, 2026 1:24 pm.
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