
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Oakwood Village. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $1,569,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
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!
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This detached home located at 229 Winona Drive, Toronto is currently for sale and has been available on SousaSells for 3 days. This property is listed at $1,569,000 with an estimated mortgage of $5,223* per month. It has 7 beds, 3 bathrooms, and is 2000-2500 square feet. 229 Winona Drive, Toronto is in the Oakwood Village neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 7 bedrooms and 3 bathrooms, this home offers ample space and comfort for growing families in Oakwood Village, Toronto.
Growing families needing multi-bedroom flexibility and space in Oakwood Village, Toronto.
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No historical data available for this property.
This could be the first listing for this address.
If you are looking for a house in Toronto or researching Toronto real estate for sale, this 7-bedroom detached at 229 Winona Drive, Toronto, ON offers an exceptional opportunity to buy a home in Toronto, Ontario. Whether you are a first-time Toronto home buyer or comparing active Toronto MLS® homes for sale, working with a dedicated Toronto buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.
Browse all verified Toronto real estate listings, compare active Toronto houses for sale, and view brand new MLS® inventory before it hits the open market.
Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Toronto realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.
Estimated mortgage: $5,223*/month*. Estimated Ontario Land Transfer Tax: $55,710. First-time Toronto home buyers may qualify for up to $8,475 in rebates.
The current listing price for 229 Winona Drive, Toronto, ON in Oakwood Village, Toronto is $1,569,000.
This property features 7 bedrooms and 3 bathrooms across approximately 2000-2500 sqft.
229 Winona Drive, Toronto, ON is a Detached (2-Storey) featuring a Finished with Walk-Out basement.
Interior highlights include: None.
Yes, this property offers parking space for 2.0 vehicles (Detached).
Heating is provided via Gas and cooling via Wall Unit(s).
Oakwood Village, Toronto
137 assaults (583.3/100k)
47 B&E (200.1/100k)
49 thefts (208.6/100k)
Elevated vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
Data-driven valuation for 229 Winona Drive, Toronto, ON M6C 3S4
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.
About Purchasing a Home in Toronto, ON
For a property listed at $1,569,000 in Toronto, the legal minimum down payment is $313,800 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $27,855 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $27,855 also applies, bringing the total estimated land transfer taxes to $55,710.
Comprehensive city-wide demographics, local real estate stats, and school rankings for Oakwood Village, Toronto.
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Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.
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