208 Roxborough Drive

208 Roxborough Drive
208 Roxborough Drive
208 Roxborough Drive
+46
5
 bed
5
 bath
8
 parking
5000 - 65535
 sqft
Detached
$8,950,000
Instant Estimate Not Available
For Sale
5 hours
 on site
$8,950,000
Instant Estimate Not Available
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Size
-
Lot size
36126 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$137 - $1,790
Taxes
$45,578.27 (2026)
Parking Type
-
Style
2-Storey
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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-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.
Broker: ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
MLS®#: C13476730
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
2-Storey
MLS Size:
5000-65535 sqft
Lot front:
88 Ft
Lot depth:
408 Ft
Listed on:
Jun 22, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Primary Bedroom
20.1 x 17.4 ft
Main
Living Room
96.8 x 65.3 ft
Main
Breakfast
12.2 x 9.0 ft
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About 208 Roxborough Drive

Located at 208 Roxborough Drive, this Toronto detached house is available for sale. It has been listed at $8950000 since June 2026. This 5000-65535 sqft detached house has 5 beds and 5 bathrooms. Situated in Toronto's Rosedale neighbourhood, Moore Park, Bennington Heights, Playter Estates and St. James Town are nearby neighbourhoods.

Nearby grocery options: Summerhill Food Market is a 6-minute walk.

Living in this Rosedale detached house is easy. There is also 550 Bayview Ave - Evergreen Brick Works Bus Stop, not far, with route Bayview South nearby. If you're driving from 208 Roxborough Dr, you'll have decent access to the rest of the city by way of Don Valley Parkway as well, which is within a few minutes drive