155 South Drive, Toronto

For sale · $7,895,000

5 beds · 7 baths · Detached · 5000 + sq ft

Photo of 155 South Drive

About this home

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.

Listing details

  • MLS® number: C13816450
  • Listed on September 22, 2026
  • 49 photos

Listing brokerage: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTAT

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MLS® listing data by PropTx under licence from TRREB, deemed reliable but not guaranteed accurate by PropTx. Operated by HighPoint Homes Realty, Brokerage.