155 South Drive, Toronto, ON

Toronto, Central Toronto, Rosedale-Moore Park Hood
Glen Road
4+1 Br | 7 Bath | 5000 + Sqft
$8,395,000 For Sale

Property Overview

  • Detached — 2 1/2 Storey
  • SqFt: | 5000 + Sqft
  • Lot Size: 59.29 x 149.50 Feet
  • Age: 16-30 Years
  • Basement: Finished with Walk-Out
  • Exterior: Stucco (Plaster)
  • Taxes: 33,562 / 2026
  • Zoning: n/a
  • MLS #: C13593480
  • Sewer: Sewer
  • Heat Source: Gas , Forced Air

Property Description

Welcome to 155 South Drive, a landmark residence on one of Rosedale's most prestigious crescents, overlooking the gated Craigleigh Gardens & steps to the renowned Branksome Hall. Gracefully positioned on a spectacular south- and west-facing lot, this timeless estate offers nearly 8,000 sq. ft.

across four impeccably designed levels, where classic architecture meets modern luxury. Designed for elegant entertaining & exceptional family living, the home features soaring 10-foot ceilings, an elevator servicing every floor, exquisite custom millwork, oversized principal rooms, 3 fireplaces, and walls of windows that fill the home with natural light.

The main level showcases formal living and dining rooms, a richly panelled library, inviting family room w/custom built-ins, & a chef's kitchen with centre island, generous breakfast area, & French doors opening to beautifully landscaped gardens. The second floor is anchored by an extraordinary primary retreat with sitting room, gas fireplace, dual walk-in closets, dressing room, & a spa-inspired ensuite. Two additional oversized bedrooms each feature their own ensuite.

The sun-filled third level offers a fourth bedroom, sitting room, and an exceptional wraparound sky terrace with sweeping treetop & skyline views. The walk-out lower level includes a spacious recreation/media room, fitness studio or fifth bedroom with ensuite, steam room, mudroom & direct access to a rare underground 3-car garage-an extraordinary offering in Rosedale. Professionally landscaped for complete privacy, the gardens feature expansive stone terraces, mature cedar hedging, and remote-controlled awnings, creating an idyllic outdoor retreat.

Surrounded by ravine trails, premier parks & some of Toronto's finest estates, yet minutes to Yorkville, downtown, top-ranked schools & the TTC, 155 South Drive offers an unmatched combination of location, scale, elegance, and convenience. A truly rare opportunity to own one of Rosedale's most distinguished homes.

See Schedule B

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2 1/2 Storey
  • Lot: 59.29 x 149.50 Feet
  • Region: Toronto
  • Hood: Rosedale-Moore Park
  • Zoning: n/a
  • Lot Features: Irregular Lot
  • Lot Irreg: Together W/Easements
  • Fronting On: West

Building Details

  • Age: 16-30 Years
  • Exterior: Stucco (Plaster)
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: None
  • Pool: None
  • Sewer: Sewer
  • Garage: Built-In
  • Total Parking: 4.00
  • Driveway: Mutual

Property Interior

  • Sqft: 5000 + Sqft
  • Bed: 4 +1
  • Bath: 7
  • Kitchen: 1
  • Family Room: No
  • Basement: Finished with Walk-Out
Rooms Details

Living Room

Main Level

6.05 x 4.93

Wood, Gas Fireplace, Halogen Lighting

Dining Room

Main Level

5.26 x 4.45

Wood, Overlooks Living, Recessed Lighting

Library

Main Level

4.69 x 3.63

Halogen Lighting, B/I Bookcase, Wood

Family Room

Main Level

6.4 x 5.99

B/I Bookcase, Gas Fireplace, W/O To Patio

Kitchen

Main Level

7.23 x 5.13

B/I Appliances, Centre Island, Wood

Breakfast

Main Level

7.23 x 5.13

Combined w/Kitchen, French Doors, W/O To Patio

Primary Bedroom

Second Level

8.53 x 5.23

His and Hers Closets, Gas Fireplace, 6 Pc Ensuite

Bedroom 2

Second Level

6.55 x 6.19

Double Closet, Wood, 4 Pc Ensuite

Bedroom 3

Second Level

5.94 x 5.25

Walk-In Closet(s), Wood, 4 Pc Ensuite

Sitting

Third Level

5.35 x 4.82

Skylight, French Doors, W/O To Deck

Bedroom 4

Third Level

6.14 x 4.62

Double Closet, W/O To Deck, Semi Ensuite

Media Room

Lower Level

9.39 x 6.27

Halogen Lighting, Broadloom, 4 Pc Bath

Property Listed by: ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE
Virtual Tour: n/a

Home Valuation Estimate

What is 155 South Drive, Toronto, ON worth in today’s Rosedale-Moore Park, Central Toronto market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 4-bedroom Detached with 5000 + sq. ft. in Rosedale-Moore Park, Central Toronto. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 155 South Drive
  • Neighborhood: Rosedale-Moore Park
  • Zip/Postal Code: M4W 1S3
  • Nearby Amenities: Park, Public Transit, Ravine, Rec./Commun.Centre, School
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About 155 South Drive, Toronto, ON M4W 1S3, Central Toronto

Located at 155 South Drive, Toronto, ON in Central Toronto (Rosedale-Moore Park neighbourhood), near Glen Road. This freehold home offers Detached, ["2 1\/2 Storey"], 4 bedrooms, 7 bathrooms, 13 total rooms and 5000 + sq.ft. (approx.) in a layout suited to everyday family living. Basement: Finished with Walk-Out • 4 parking spots • Garage: Built-In • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $33,562 for 2026. Welcome to 155 South Drive, a landmark residence on one of Rosedale's most prestigious crescents, overlooking the gated Craigleigh Gardens & steps to the renowned Branksome Hall. Gracefully positioned on a spectacular south- and west-facing lot, this timeless estate offers nearly 8,000 sq. ft. across four impeccably designed levels, where classic architecture meets modern luxury. Designed for elegant entertaining & exceptional family living, the home features soaring 10-foot ceilings, an elevator servicing every floor, exquisite custom millwork, oversized principal rooms, 3 fireplaces, and walls of windows that fill the home with natural light. The main level showcases formal living and dining rooms, a richly panelled.

FAQs for 155 South Drive, Toronto, ON , Rosedale-Moore Park , Central Toronto

What are the listing details for 155 South Drive, Toronto, ON?
155 South Drive, Toronto, ON is a Detached for sale in Central Toronto, in the Rosedale-Moore Park neighbourhood, Toronto. The current list price is $8,395,000. MLS number: C13593480.
How many bedrooms and bathrooms does this home have?
155 South Drive, Toronto, ON is listed as a Detached with a ["2 1\/2 Storey"] style, featuring 4+1 bedroom(s) and 7 bathroom(s). The listed interior size range is 5000 + sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 59.29 x 149.50 Feet. The basement is listed as: Finished with Walk-Out. Garage type: Built-In. Total parking: 4 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Stucco (Plaster).
Where is this property located?
155 South Drive, Toronto, ON is located in the Rosedale-Moore Park neighbourhood of Central Toronto. The listed cross street is Glen Road.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $33,562 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.