208 Roxborough Drive, Toronto, ON

Toronto, Central Toronto, Rosedale-Moore Park Hood
Glen Road and Whitney Drive
5 Br | 5 Bath | 5000 + Sqft
$8,950,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 5000 + Sqft
  • Lot Size: 88.50 x 408.21 Feet
  • Age: 51-99 Years
  • Basement: Partially Finished
  • Exterior: Stone, Stucco (Plaster)
  • Taxes: 45,578 / 2026
  • Zoning: n/a
  • MLS #: C13476730
  • Sewer: Sewer
  • Heat Source: Gas , Water

Property 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-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.

All appliances and light fixtures, as-is.

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 88.50 x 408.21 Feet
  • Region: Toronto
  • Hood: Rosedale-Moore Park
  • Zoning: n/a
  • Lot Irreg: Fronting on: East
  • Fronting On: East

Building Details

  • Age: 51-99 Years
  • Exterior: Stone, Stucco (Plaster)
  • Heat: Gas , Water
  • A/C: Central Air
  • Interior Features: Carpet Free, Sump Pump, Water Heater
  • Pool: None
  • Sewer: Sewer
  • Garage: Detached
  • Total Parking: 8.00
  • Driveway: Private

Property Interior

  • Sqft: 5000 + Sqft
  • Bed: 5
  • Bath: 5
  • Kitchen: 1
  • Family Room: No
  • Basement: Partially Finished
Rooms Details

Foyer

Main Level

6.81 x 3.56

Coffered Ceiling(s), Fireplace, Wainscoting

Living Room

Main Level

29.49 x 19.91

Hardwood Floor, Bay Window, Overlooks Garden

Dining Room

Main Level

7.72 x 5.18

Hardwood Floor, Wainscoting, Bay Window

Kitchen

Main Level

7.01 x 3.73

Tile Floor, Eat-in Kitchen, Closet

Breakfast

Main Level

3.73 x 2.74

Tile Floor, Bar Sink, Pass Through

Family Room

Main Level

5.79 x 4.24

B/I Shelves, W/O To Garden, Tile Floor

Library

Main Level

3.91 x 3.66

Hardwood Floor, B/I Shelves, Wainscoting

Primary Bedroom

Second Level

6.12 x 5.31

Walk-In Closet(s), 4 Pc Ensuite, B/I Shelves

Bedroom 2

Second Level

7.26 x 3.63

B/I Desk, 4 Pc Ensuite, Double Closet

Bedroom 3

Second Level

5.38 x 4.5

Fireplace, Overlooks Garden, Double Closet

Bedroom 4

Second Level

5.38 x 3.81

Double Closet, Overlooks Garden, Hardwood Floor

Bedroom 5

Second Level

4.17 x 4.14

Double Closet, Hardwood Floor, Window

Office

Second Level

3.84 x 3.35

B/I Shelves, Hardwood Floor, Closet

Recreation

Lower Level

8.97 x 6.07

Fireplace, Beamed Ceilings, Window

Property Listed by: ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Virtual Tour: https://youtu.be/tUPfThg6e1I

Home Valuation Estimate

What is 208 Roxborough Drive, Toronto, ON worth in today’s Rosedale-Moore Park, Central Toronto market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 5-bedroom Detached with 5000 + sq. ft. in Rosedale-Moore Park, Central Toronto. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 208 Roxborough Drive
  • Neighborhood: Rosedale-Moore Park
  • Zip/Postal Code: M4W 1X8
  • Nearby Amenities: Greenbelt/Conservation, Wooded/Treed, River/Stream, Ravine, Place Of Worship, Park
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About 208 Roxborough Drive, Toronto, ON M4W 1X8, Central Toronto

Located at 208 Roxborough Drive, Toronto, ON in Central Toronto (Rosedale-Moore Park neighbourhood), near Glen Road and Whitney Drive. This freehold home offers Detached, ["2-Storey"], 5 bedrooms, 5 bathrooms and 5000 + sq.ft. (approx.) in a layout suited to everyday family living. Basement: Partially Finished • 8 parking spots • Garage: Detached • Heating: Gas Water • Cooling: Central Air. Property taxes are approximately $45,578 for 2026. 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 bu.

FAQs for 208 Roxborough Drive, Toronto, ON , Rosedale-Moore Park , Central Toronto

What are the listing details for 208 Roxborough Drive, Toronto, ON?
208 Roxborough Drive, Toronto, ON is a Detached for sale in Central Toronto, in the Rosedale-Moore Park neighbourhood, Toronto. The current list price is $8,950,000. MLS number: C13476730.
How many bedrooms and bathrooms does this home have?
208 Roxborough Drive, Toronto, ON is listed as a Detached with a ["2-Storey"] style, featuring 5 bedroom(s) and 5 bathroom(s). The listed interior size range is 5000 + sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 88.50 x 408.21 Feet. The basement is listed as: Partially Finished. Garage type: Detached. Total parking: 8 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Water. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Stone, Stucco (Plaster).
Where is this property located?
208 Roxborough Drive, Toronto, ON is located in the Rosedale-Moore Park neighbourhood of Central Toronto. The listed cross street is Glen Road and Whitney Drive.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $45,578 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.