Aldo Udovicic, BrokerRe/Max Crossroads Realty Inc., Brokerage533 Danforth Rd, Scarborough(416) 438-2536getaldonow@gmail.com
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Listings208 Roxborough Drive

208 Roxborough Drive, Rosedale / Moore Park, ON M4W 1X8

$8,950,000

activeNEW
MLS® #C13476730Single Family HomeRosedale-Moore Park
5Beds
5Baths
5,000Sq Ft
208 Roxborough Drive, Rosedale / Moore Park, ON M4W 1X8 - Photo 1
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About This Property

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 Details

Property Type

Single Family Home

Status

Active

MLS® Number

C13476730

Bedrooms

5

Bathrooms

5

Interior Sq Ft

5,000

Neighbourhood

Rosedale-Moore Park

Listed

June 23, 2026

Features & Amenities

View
Fireplace
Air Conditioning
Basement

Location

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208 Roxborough Drive, Rosedale / Moore Park, ON M4W 1X8

208 Roxborough Drive, Rosedale / Moore Park, ON M4W 1X8

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Listing Information

MLS®# C13476730
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Listed June 23, 2026

$8,950,000

Single Family Home · For Sale

5

Beds

5

Baths

5,000

Sq Ft

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Re/Max Crossroads Realty Inc., Brokerage — 533 Danforth Rd, Scarborough ON M1K 1C9