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.
About this home
Photos of 155 South Drive
Facts and features of 155 South Drive
| Type | Detached |
|---|---|
| Style | 2 1/2 Storey |
| Bedrooms | 4 + 1 |
| Bathrooms | 7 |
| Size | 5000 + sq ft |
| Lot | 59.29 x 149.5 Feet |
| Parking | 3 |
| Garage | Built-In |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished with Walk-Out |
| Exterior | Stucco (Plaster) |
| Age | 16-30 |
| Taxes | $33,562 (2026) |
| Days on market | 37 |
| Listing brokerage | ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE |
Rooms
12 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Sitting | Third | 17′ 7″ × 15′ 10″ 5.35 × 4.82 m | skylight, french doors, w/o to deck |
| Breakfast | Main | 23′ 9″ × 16′ 10″ 7.23 × 5.13 m | combined w/kitchen, french doors, w/o to patio |
| Dining Room | Main | 17′ 3″ × 14′ 7″ 5.26 × 4.45 m | wood, overlooks living, recessed lighting |
| Kitchen | Main | 23′ 9″ × 16′ 10″ 7.23 × 5.13 m | b/i appliances, centre island, wood |
| Bedroom 4 | Third | 20′ 2″ × 15′ 2″ 6.14 × 4.62 m | double closet, w/o to deck, semi ensuite |
| Primary Bedroom | Second | 28′ 0″ × 17′ 2″ 8.53 × 5.23 m | his and hers closets, gas fireplace, 6 pc ensuite |
| Library | Main | 15′ 5″ × 11′ 11″ 4.69 × 3.63 m | halogen lighting, b/i bookcase, wood |
| Living Room | Main | 19′ 10″ × 16′ 2″ 6.05 × 4.93 m | wood, gas fireplace, halogen lighting |
| Bedroom 2 | Second | 21′ 6″ × 20′ 4″ 6.55 × 6.19 m | double closet, wood, 4 pc ensuite |
| Media Room | Lower | 30′ 10″ × 20′ 7″ 9.39 × 6.27 m | halogen lighting, broadloom, 4 pc bath |
| Family Room | Main | 21′ 0″ × 19′ 8″ 6.4 × 5.99 m | b/i bookcase, gas fireplace, w/o to patio |
| Bedroom 3 | Second | 19′ 6″ × 17′ 3″ 5.94 × 5.25 m | walk-in closet(s), wood, 4 pc ensuite |
Around this home
What’s near 155 South Drive
From 155 South Drive, the nearest station is Sherbourne station (Line 2 Bloor-Danforth), 9 minutes on foot; the nearest grocery store is Wan2 supermarket, 11 minutes on foot; the nearest TDSB elementary school is Rosedale Junior Public School, 11 minutes on foot; and the nearest park is Craigleigh Gardens, 3 minutes on foot.
Transit
- Sherbourne station Line 2 Bloor-Danforth 9 min walk
- Castle Frank station Line 2 Bloor-Danforth 10 min walk
- Bloor-Yonge station Line 1 Yonge-University · Line 2 Bloor-Danforth 17 min walk 5 min drive
Groceries and pharmacies
- Bloor-Sherbourne Pharmacy Pharmacy 9 min walk
- Rosedale Pharmacy Pharmacy 10 min walk
- Wan2 supermarket Grocery 11 min walk
- No Frills Grocery 11 min walk
- FreshCo Grocery 13 min walk
Parks
- Craigleigh Gardens Park 3 min walk
- Beaumont Park Park 6 min walk
- Drumsnab Parkette Park 10 min walk
Schools
- Rosedale Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 100% · Gr 6 math 100% 11 min walk
- Rose Avenue Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 67% · Gr 6 math 14% 13 min walk
- Quest Alternative School Senior TDSB middle school · 7-8 31 min walk 7 min drive
- Our Lady of Lourdes Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 80% · Gr 6 math 43% 17 min walk 5 min drive
- Rosedale Heights School of the Arts TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 66% · Gr 10 literacy 95% 12 min walk
- Msgr Fraser College (Isabella Campus) Catholic secondary · 9-12 13 min walk
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Rosedale-Moore Park Community Association Community centre 8 min walk
- Aquatic Centre Pool or arena 14 min walk
- St. James Town Library Library 15 min walk 4 min drive
Private schools
- Girls
- Branksome Hall JK to Grade 12 7 min walk
- Co-ed
- The Rosedale Day School JK to Grade 8 24 min walk 7 min drive
- The Shire School JK to Grade 6 30 min walk 9 min drive
- De La Salle College "Oaklands" Grades 5 to 12 33 min walk 8 min drive
- The York School JK to Grade 12 36 min walk 8 min drive
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- Seoul Food Google reviews 9 min walk
- Eggstatic Google reviews 10 min walk
- Sushi Cafe Google reviews 10 min walk
- Chae's Chester Fried Chicken Express Google reviews 10 min walk
- Mahal Kita Restaurant Google reviews 10 min walk
Places: OpenStreetMap contributors, October 2026. Walking and driving times: openrouteservice. Schools: EQAO 2024-25, Ontario Ministry of Education.
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155 South Drive
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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MLS® C13816450 Data source: PropTx Listed September 22, 2026
