155 South Drive
Rosedale-Moore Park · Toronto C09 · ON · M4W 1S3
On market 43 days
About this property
155 South Drive - This is the stunning South Rosedale Home you've been looking for! Commandingly positioned on one of the neighbourhood's most coveted streets, directly overlooking the gated beauty of Craigleigh Gardens, sits an exceptional 4+1 bedroom residence on a spectacular 59' x 149' south & west-facing lot. Almost 7,900 sq. ft. of beautifully finished living space, an Elevator to all 4 levels & that almost impossible-to-find 3-car underground garage! Direct & integrated access from your garage to the house - never think about brushing snow off your car again! Everything is perfectly proportioned: The scale. The light. The incredible Soaring 10' ceilings. A generous & wide hallway w/ rich millwork, beautiful hardwood floors & 3 fireplaces set the stage for grand entertaining without ever feeling overly formal. Fabulous living & dining rooms, a gorgeous panelled library/home office, inviting family room & chef's kitchen w/ lg breakfast area & French doors that spill out to the garden. Upstairs, the primary suite is exactly what you want - sitting room with fireplace, 2 walk-in closets, dressing room & spa-like ensuite. Two additional bedrooms each have ensuites, while the sun-filled 3rd floor is something special: a 4th bedroom, sitting room & incredible wraparound sky terrace with breathtaking treetop & Toronto skyline views that are breath taking. And the garden! Completely private, south & west-facing and beautifully landscaped with huge stone terraces, mature cedar hedging & remote-controlled awnings. Summer dinners, cocktails, kids, dogs - there is room for all of it. The walk-out lower level has a rec/media room, gym or 5th bedroom/nanny suite, steam room & mudroom. Steps to Branksome Hall, Rosedale Jr. P.S, T.T.C., ravine trails & parks and minutes to Yorkville & downtown. Elegant yet incredibly livable. This is a rare gem that you won't want to miss.
Key facts
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Property details
Rooms & baths
- Kitchens
- 1
- Den / Family room
- Yes
- Rooms above / below grade
- 10 · 3
- Bedrooms above / below
- 4 · 1
- Washrooms
- 1 × 2-pc · Main
- 1 × 6-pc · Second
- 2 × 4-pc · Second
- 1 × 3-pc · Third
- 2 × 3-pc · Lower
- Laundry
- Lower Level
Basement
- Basement
- Finished with Walk-Out
Fireplace
- Fireplace
- Yes
Heating & cooling
- Heat
- Forced Air · Gas
- A/C
- Central Air
Outdoor
- Direction faces
- West
Construction
- Construction
- Stucco (Plaster)
- Roof
- Asphalt Shingle
- Foundation
- Poured Concrete
Parking & garage
- Garage
- Built-In · 3
- Covered spaces
- 3
- Total
- 3
- Features
- Mutual
Utilities
- Sewer
- Sewer
- Water
- Municipal
Lot
- Width / Depth
- 59.3 ft · 149.5 ft
- Features
- Irregular Lot
Property & nearby
- Park
- Public Transit
- Ravine
- Rec./Commun.Centre
- School
Building
- Elevator
- Yes
Taxes & fees
- Taxes
- $33,562/2026
Included & excluded
- Inclusions
- See Schedule B
- Exclusions
- See Schedule B
Overview
- Property type
- Detached
- Style
- 2 1/2 Storey
- Age
- 16-30
- Possession
- TBD · Flexible
- Cross street
- Glen Road
Mortgage calculator
Location
Cross street: Glen Road
Market Overview
Toronto C09
Listing data provided by the Toronto Regional Real Estate Board (TRREB).
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The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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.
Last updated: November 4, 2026.