208 Roxborough Drive, Toronto, ON

$8,950,000
MLS#:C13476730
5 beds
5 baths
5000 + sqft
8.0 parking
Residential Freehold
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Property Highlights

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.

  • 5 Bedrooms and 5 Bathrooms
  • Generous living space spanning 5000 + sqft on a premium 88.5 x 408.21 ft lot
  • Features a partially finished basement, adding superb versatility for recreation, a home gym, or extra storage
  • 8.0 total parking spaces available with a convenient detached configuration
  • Notable attributes: Carpet Free, Sump Pump, Water Heater
  • equipped with central air central cooling and highly efficient water heating via gas

Description

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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Key Features

Bedrooms
5
Bathrooms
5
Kitchens
1
Living Area
5000 + sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Listed Date6/22/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionStone, Stucco (Plaster)
BasementPartially Finished
Lot Size88.5 × 408.21 Feet
CountyToronto
Annual Tax$45,578.27
Legal DescriptionLT 100 PL 344E TORONTO; PT LT D PL 344E TORONTO AS IN CA516179; CITY OF TORONTO

Parking & Garage

Parking Spaces8.0
Garage Spaces6
Garage TypeDetached

Heating & Cooling

Heat SourceGas
Heat TypeWater
CoolingCentral Air

Features

Property Features

Greenbelt/Conservation, Wooded/Treed, River/Stream, Ravine, Place Of Worship, Park

Interior Features

Carpet Free, Sump Pump, Water Heater

Security Features

Community Features

Location

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208 Roxborough Drive, Toronto, ON
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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 208 Roxborough Drive, Toronto C09, ON M4W 1X8

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

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Interest Rate5.25%
Down Payment$1,790,000 (20.0%)
* Minimum Canadian down payment required for this price is $1,790,000.
Amortization Period25 Years
Estimated Monthly Payment$42,668Based on a loan of $7,160,000 over 25 years.
Purchase Price$8,950,000
Loan Amount$7,160,000
Provincial Land Transfer Tax:$210,225
Toronto Municipal Land Transfer Tax:$210,225
Total Estimated Closing Taxes:$420,450

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.

Nearby Listings

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City & Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,165,469

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Local Schools Guide

Elementary Schools

St Monica
Public14 Broadway Avenue, Toronto, Ontario, M4P 1T4
6.9
Deer Park
Public23 Ferndale Avenue, Toronto, Ontario, M4T 2B4
6.9
St Anselm
Public182 Bessborough Drive, Toronto, Ontario, M4G 3J9
8.7
Blythwood
PublicToronto, Ontario, M4G 0A6
9.4
Our Lady of Perpetual Help
Public1 1/2 Garfield Avenue, Toronto, Ontario, M4T 1E6
9.7

Secondary Schools

North Toronto
Public17 Broadway Avenue, Toronto, Ontario, M4P 1T7
8.4
Northern
Public851 Mount Pleasant Road, Toronto, Ontario, M4P 2L5
8.2
Marshall McLuhan
Public1107 Avenue Road, Toronto, Ontario, M5N 3B1
7.2
Leaside
Public200 Hanna Road, Toronto, Ontario, M4G 3N8
9.1
Forest Hill
Public78 Dunloe Road, Toronto, Ontario, M5P 2T6
7.5

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

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.