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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
51-99
Total Approx Floor Area:
5000 +
Lot Depth:
408'2½"124 m
Lot Frontage:
88'6"27 m
Direction Faces:
East
Bedrooms:
5
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
5
Kitchens Above Grade:
1
Rooms Above Grade:
13
Rooms Below Grade:
1
Heating type:
Water
Heating Fuel:
Gas
Fireplaces:
3
Foundation:
Unknown
Roof:
Tile
Basement:
Partially Finished
Fireplace Features:
Wood
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
2.0
Parking Features:
Private
Parking Spaces:
6
Total Parking Spaces:
8.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$45,578.27 /
2026
Assessment:
$- /
-
Toronto
Toronto C09
Rosedale-Moore Park
Greenbelt/Conservation, Wooded/Treed, River/Stream, Ravine, Place Of Worship, Park
Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Data was last updated June 23, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
49
Avg list price:
$5,300,000
Min list price:
$1,749,000
Max list price:
$17,490,000
Avg days on market:
41
Min days on market:
1
Max days on market:
168
These statistics are generated based on the current listing's property type
and located in
Rosedale-Moore Park. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
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 the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.