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$8,950,000Asking Price

208 Roxborough Drive, Toronto C09, ON M4W 1X8

Rosedale, Toronto

Detached
5
Bedrooms
5
Baths
8
Parking
Days on Market

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-wining 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 that is 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 square feet on the lower level. The primary suite includes a private office, walk-in closets, and an ensuite, and four additional bedrooms complete 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. Approvals are in place for a swimming pool and for the relocation of the garage and driveway, opening the way to an expansive garden and a private landscape with ravine views. 208 Roxborough Drive is a true landmark, and an opportunity to become part of its story.

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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-wining 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 that is 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 square feet on the lower level. The primary suite includes a private office, walk-in closets, and an ensuite, and four additional bedrooms complete 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. Approvals are in place for a swimming pool and for the relocation of the garage and driveway, opening the way to an expansive garden and a private landscape with ravine views. 208 Roxborough Drive is a true landmark, and an opportunity to become part of its story.

Key Info

  • 2-Storey Detached
  • 6-Car Driveway
  • 2-Car Detached Garage
  • Glen Road and Whitney Drive
  • 5000 + Approximate Sq Feet
  • 51-99 Years Approximate Age
  • 1 Kitchen
  • Water Gas Heating
  • Central Air

Property

  • Lot Size 88.5 x 408.21 Feet
  • Stone Exterior
  • Taxes were $45,578 in 2026
  • Possession: Flexible

Details

  • Fireplace
  • Family Room
  • Designation: Heritage
  • Sewers
  • Municipal Water
  •  
  • MLS #C13476730
  • ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM

Extras

Room Floor Dimensions Details
1 Foyer Main 22.34' x 11.68' Coffered Ceiling(s), Fireplace, Wainscoting
2 Kitchen Main 23.00' x 12.24' Tile Floor, Eat-in Kitchen, Closet
3 Breakfast Main 12.24' x 8.99' Tile Floor, Bar Sink, Pass Through
4 Library Main 12.83' x 12.01' Hardwood Floor, Built-in Shelves, Wainscoting
Washroom1 2-Piece Bathroom on Main Floor
Washroom3 4-Piece Bathrooms
Washroom1 2-Piece Bathroom on Lower

Who lives here?

Rosedale, Toronto is a central Toronto neighbourhood notable for its university grads, executives and business, education, law & public sector and arts & culture professionals. Residents tend to be older with a significant number of adults aged 50 to 64 and seniors aged 65 to 79.

Families

Kids Per Family

0.8

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

46% of residents are
single and loving it.

46% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

39% of residents
are renters.

39% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

74% of residents are
university grads.

74% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$523K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Management 13%
Government 12%
Business 12%
Sales 8%
Culture 6%

Immigrants

31% of residents were
born outside of Canada.

31% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

UK was once home to 3.4% of immigrants.
USA 2.8%
China 2.3%
India 1.5%
Hong Kong 1.1%

3.4% from UK
All-time

Birthplace - Recent

China was once home to 0.9% of immigrants.
Iran 0.7%
Turkey 0.6%
Hong Kong 0.3%
UK 0.3%

0.9% from China
Recent

Foreign Languages

Foreign Languages

French 3%
Spanish 2%
Mandarin 2%
Arabic 1%
Cantonese 1%

Religions

Religions

Christian 56%
Jewish 8%
Muslim 3%
Buddhist 1%
Hindu 1%

Social Housing

Social Housing Buildings

1

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)