155 South Drive
Toronto C09, ON
- 5 bed
- 7 bath
- approx. 5000 + sqft
- Detached
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
- Taxes (2026)
- $33,562
- Listed
- September 22, 2026
Price History
Listing history
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Property
- Style
- 2 1/2 Storey
- Age
- 16-30
- Construction
- Stucco (Plaster)
- Roof
- Asphalt Shingle
- Foundation
- Poured Concrete
- Interior
- None
- Lot Size
- 59.29 x 149.5 Feet
Parking
- Garage
- Built-In
- Covered Spaces
- 3
- Total Parking
- 3
Utilities
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- Glen Road
- Parcel Number
- 211140182
- Possession
- Flexible
- Occupancy
- Owner
Included
- Inclusions
- See Schedule B
- Exclusions
- See Schedule B
Schools
Elementary
- Rosedale Junior Public School0.6 km
Public · Toronto DSB · 220 students
Grade 3 reading: 95% met the provincial standard · Grade 6 math: 100% met the provincial standard
- Rose Avenue Junior Public School0.7 km
Public · Toronto DSB · 680 students
Grade 3 reading: 52% met the provincial standard · Grade 6 math: 14% met the provincial standard
- St Martin Catholic School(OL of Lourdes1.2 km
Catholic · Toronto CDSB
Secondary
- Rosedale Heights School of the Arts0.7 km
Public · Toronto DSB · 945 students
Grade 10 literacy: 95% met the provincial standard
- Msgr Fraser College (Isabella Campus)0.8 km
Catholic · Toronto CDSB · 345 students
- CALC Secondary School1.2 km
Public · Toronto DSB · 565 students
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area M4W
- Population
- 15,296
- Private dwellings
- 9,238
- Median age
- 44.8
- Average household size
- 1.9
- Median household income
- $104,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Residential Freehold in Toronto C09 · last 12 months
- Median sold price
- $1,991,500
- Homes sold
- 248
- Median days on market
- 22
- Sale-to-list price
- 96.4%
Based on 248 recorded sales of residential freehold properties in Toronto C09 over the last 12 months.
Rooms
2-piece on Main, 6-piece on Second, 2 × 4-piece on Second, 3-piece on Third, 2 × 3-piece on Lower
Third
- Bedroom 420'2" x 15'2"
- Sitting17'7" x 15'10"
Second
- Bedroom 221'6" x 20'4"
- Bedroom 319'6" x 17'3"
- Primary Bedroom28' x 17'2"
Main
- Breakfast23'9" x 16'10"
- Dining Room17'3" x 14'7"
- Family Room21' x 19'8"
- Kitchen23'9" x 16'10"
- Library15'5" x 11'11"
- Living Room19'10" x 16'2"
Lower
- Media Room30'10" x 20'7"
Listed by
ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Walk Score
Walk
Transit
Bike
Scores by Walk Score®
Location
Street View
Mortgage Calculator
$1,579,000
Estimated Monthly Payment
$38,786
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $38,786/mo (20% down, 5.5%)
Taxes: $2,797/mo · Insurance: $1,974/mo
Estimates only. Consult a financial advisor.
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