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208 ROXBOROUGH DRIVE, TORONTO, ON M4W 1X8

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
Location Information
Community: Rosedale-Moore Park
Area: Toronto
Cross Street: Glen Road and Whitney Drive
Toronto Municipality: Toronto C09
City Area: Toronto C09
Interior Features
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
Exterior Features
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
Additional Information
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


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Monthly Tax: $
Monthly Insurance: $
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Down Payment
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List Price:
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Based on a fully amortized fixed rate loan. Ask your agent for the tax rates in your area. Insurance estimate is based on an average cost, your final premium cost will be determined by the type of coverage you select. This program only provides an estimate.
Listing Courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
© 2026 Toronto Regional Real Estate Board. All rights reserved.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate, of the type being offered via this website. Data is deemed reliable but is not guaranteed accurate by the Toronto Regional Real Estate Board (TRREB). In Canada, the trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
TRREB - Toronto data last updated at June 24, 2026, 9:14 PM ET

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