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Est. payment | -/mo

5 Beds

7 Baths

Save

Est. payment | -/mo

Save

5 Beds

7 Baths

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Approx. Sqft 5000 +

Municipality Toronto C09

Subdivision Rosedale-Moore Park

MLS Listing ID C13593480

Style 2 1/2 Storey

Bedrooms 5

Annual Tax Amount $33,562

Tax Year 2026

Property Sub-Type Detached

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.

Location

Province ON

County Toronto

Community Toronto C09

Area Toronto

Rooms

Family Room Yes

Basement Finished with Walk-Out

Kitchen 1

Separate Den/Office 1

Interior

Interior Features None

Cooling Central Air

Inclusions See Schedule B

Exterior

Parking Features Mutual

Garage Spaces 3.0

Pool None

Roof Type Asphalt Shingle

Lot Frontage 59.29

Lot Depth 149.5

Total Parking Spaces 3

Building

Building Age 16-30

Lot Description Irregular Lot

Foundation Poured Concrete

Others

Senior Community Yes

ParcelsYN No

Listed by ROYAL LEPAGE REAL ESTATE SERVICES OXLEY REAL ESTATE

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155 South DR Toronto C09, ON M4W 1S3