
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Rosedale-Moore Park. Expertly crafted featuring premium brick and stucco (plaster) construction, this residence presents an exceptional opportunity offered at $10,995,000 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.
One of North Rosedale's most admired and coveted estate residences, originally built in 1921, has undergone a complete transformation and expansion under the meticulous care of Karen Kayne Design. Directly facing the lawns and lush mature trees of Chorley Park, this magnificent residence sits on an extraordinary 62 by 235-foot lot spanning a full one-third of an acre. A large covered front verandah offers a peaceful vantage point to enjoy the surrounding green landscape. Inside, approximately 5,825 sq ft of total living space (across all levels) gracefully combines classic architecture with a warm atmosphere of refinement. Top-tier finishes abound. The chef's kitchen has a La Cornue range at its centre, along with 2 Sub Zero fridges and 2 Miele dishwashers. Formal and casual dining can be enjoyed both indoors and out. The ultra-private and exceptionally deep back garden (with magnificent trees, hedges and plantings) serves as a remarkable outdoor oasis, carefully crafted for both quiet relaxation and formal entertaining. Square-cut Hampton limestone terraces and stone patios frame a heated inground concrete pool, complete with an integrated hot tub and two dedicated change rooms. An intimate covered dining terrace overlooks the pool. Stellar construction standards are evident throughout, highlighted by exceptional windows and doors. Winters are managed easily thanks to 2 fireplaces and the attached heated garage (with custom built-ins) for 2 tandem cars, paired with a heated concrete driveway accommodating four additional vehicles. In-floor heating in every room. Coveted public and Catholic schools are within easy walking distance, as is top rated K-12 Branksome Hall for girls. Daily errands and gourmet provisions are a short walk away to Summerhill Market. Step onto the Beltline Trail to jog or walk the dog through scenic nature trails, taking you straight down to the vibrant Saturday farmers' market at Evergreen Brick Works.
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This detached home located at 266 Douglas Drive, Toronto is currently for sale and has been available on SousaSells for 1 day. This property is listed at $10,995,000 with an estimated mortgage of $36,598* per month. It has 5 beds, 6 bathrooms, and is 3500-5000 square feet. 266 Douglas Drive, Toronto is in the Rosedale-Moore Park neighborhood.
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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 5 bedrooms and 6 bathrooms, this home offers ample space and comfort for growing families in Rosedale-Moore Park, Toronto.
Growing families needing multi-bedroom flexibility and space in Rosedale-Moore Park, 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 5-bedroom detached at 266 Douglas 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: $36,598*/month*. Estimated Ontario Land Transfer Tax: $522,700. First-time Toronto home buyers may qualify for up to $8,475 in rebates.
The current listing price for 266 Douglas Drive, Toronto, ON in Rosedale-Moore Park, Toronto is $10,995,000.
This property features 5 bedrooms and 6 bathrooms across approximately 3500-5000 sqft.
266 Douglas Drive, Toronto, ON is a Detached (2-Storey) featuring a Finished basement.
Key property features include: Park, Place Of Worship, Public Transit, Ravine, Rec./Commun.Centre, School.
Interior highlights include: Carpet Free, Generator - Partial.
Security features include: Alarm System.
Yes, this property offers parking space for 6.0 vehicles (Attached).
Heating is provided via Gas and cooling via Central Air.
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Rosedale-Moore Park, Toronto
289 assaults (1258.4/100k)
75 B&E (326.6/100k)
76 thefts (330.9/100k)
Improving 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 266 Douglas Drive, Toronto, ON M4W 2C1
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 $10,995,000 in Toronto, the legal minimum down payment is $2,199,000 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 $261,350 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $261,350 also applies, bringing the total estimated land transfer taxes to $522,700.
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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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