Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Rosedale-Moore Park. Expertly crafted featuring premium stone and stucco (plaster) construction, this residence presents an exceptional opportunity offered at $8,950,000 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.
Set on one of Rosedale's most coveted streets, 208 Roxborough Drive is a 1928 Tudor Revival residence of landmark stature, designed by the prize-winning architect Harold Richard Watson. The composition is grounded in stone, with tracery, a sweeping bay, and a procession of steps to a carved entrance. Inside, the entrance hall is crowned by a coffered plaster ceiling, and light pours through original leaded glass. Wood panelling lines the principal rooms, concealing built-in cabinetry and adorned with fine scrollwork rare in both quality and extent. Original fireplaces ground the rooms, and a hand-crafted staircase rises through the heart of the home. The living room spans the full width of the house, scaled for an era that built for permanence. Above grade, the residence offers more than 5,000 square feet, with over 2,300 more on the lower level. The primary suite includes a private office, walk-in closets, and an ensuite, with four additional bedrooms completing the second floor. Beyond the house is the land itself: the lot extends over 88 feet wide by 408 feet deep, descending into the ravine, a depth almost unheard of in Rosedale. Included in the sale are approved plans and permits for an addition and renovation by Taylor Smyth Architects, with landscape design by Cecconi Simone, a striking contemporary statement uniting irreplaceable historic character with modern convenience inside and out. The rear garden becomes a private landscape, a patio above a swimming pool overlooking the ravine; the primary becomes a jewel box framed by tree views; and the garage is shifted for privacy yet kept for convenience. 208 Roxborough Drive is a true landmark, and an opportunity to become part of its story.
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Greenbelt/Conservation, Wooded/Treed, River/Stream, Ravine, Place Of Worship, Park
Carpet Free, Sump Pump, Water Heater
No historical data available for this property.
This could be the first listing for this address.
Data-driven valuation for 208 Roxborough Drive, Toronto C09, ON M4W 1X8
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 $8,950,000 in Toronto, the legal minimum down payment is $1,790,000 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 $210,225 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $210,225 also applies, bringing the total estimated land transfer taxes to $420,450.
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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.