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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2 1/2 Storey
Approx. Age:
16-30
Total Approx Floor Area:
5000 +
Lot Depth:
149'6"45.6 m
Lot Frontage:
59'3½"18.1 m
Lot Details:
59.29 x 149.50 Feet (Together W/Easements)
Direction Faces:
West
Bedrooms:
4+1
Bathrooms:
7.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
# Main Level Bedrooms:
0
# Main Level Bathrooms:
0
Rooms Above Grade:
10
Rooms Below Grade:
3
Rooms:
13
Heating type:
Forced Air
Heating Fuel:
Gas
Cooling:
Yes
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Finished with Walk-Out
Fireplace/Stove:
Yes
Attached Garage:
Yes
Garage:
Built-In
Garage Spaces:
3.0
Parking Features:
Mutual
Parking Spaces:
0
Total Parking Spaces:
3.0
Family Room:
Yes
Possession Details:
TBD
Lot Irregularities:
Together W/Easements
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$33,562.18 /
2026
Assessment:
$- /
-
Toronto
Toronto C09
Rosedale-Moore Park
Park, Public Transit, Ravine, Rec./Commun.Centre, School
Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTAT
Data was last updated September 23, 2026 at 01:15 AM (UTC)
Area Statistics
Listings on market:
45
Avg list price:
$5,395,000
Min list price:
$1,549,000
Max list price:
$17,490,000
Avg days on market:
21
Min days on market:
1
Max days on market:
166
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.