208 Roxborough Drive
Toronto, ON M4W 1X8
$8,950,000
Beds:
5
Baths:
5
Sq. Ft. Range:
5000 +
Type:
House
Listing #C13476730
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.
Property Features
Community:
Rosedale-Moore Park
Area:
Toronto
Cross Street:
Glen Road and Whitney Drive
Toronto Municipality:
Toronto C09
City Area:
Toronto C09
Bedrooms Above Grade:
5
Interior:
Carpet Free, Sump Pump, Water Heater
Primary Bedroom Description:
Walk-In Closet(s), 4 Pc Ensuite, B/I Shelves
Full Baths:
5
Has Dining Room:
Yes
Dining Room Description:
Hardwood Floor, Wainscoting, Bay Window
Has Family Room:
Yes
Family Room Description:
B/I Shelves, W/O To Garden, Tile Floor
Living Room Description:
Hardwood Floor, Bay Window, Overlooks Garden
Kitchen Description:
Tile Floor, Eat-in Kitchen, Closet
Has Fireplace:
Yes
Fireplace Description:
Wood
Heating:
Water
Heating Fuel:
Gas
Cooling:
Central Air
Basement Description:
Partially Finished
Has Basement:
Yes
Style:
2-Storey
Construction:
Stone, Stucco (Plaster)
Foundation:
Unknown
Roof:
Tile
Septic or Sewer:
Sewer
Parking Description:
Private
Has Garage:
Yes
Garage Spaces:
2
Total Parking Spaces:
6
Pool Description:
None
Exposure Faces:
East
Garage Description:
Detached
Has Waterfront:
No
Features:
Greenbelt/Conservation, Wooded/Treed, River/Stream, Ravine, Place Of Worship, Park
Possession:
Flexible
Property Type:
SFR
Property SubType:
Detached
Age:
51-99
Parcel Number:
103940152
Status:
Active
Tax Year:
2026
Tax Amount:
$45,578.27
Transaction Type:
For Sale
$ per month
Year Fixed. % Interest Rate.
| Principal + Interest: | $ |
Listing Courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
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TRREB - Toronto data last updated at June 24, 2026, 9:14 PM ET
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