23 South Drive
Toronto C09, ON M4W 1R2
About This Property
Expect the unexpected in this architecturally distinct 5-bedroom home in South Rosedale, on the market for the first time in over 30 years. Reimagined in 1987, this residence blends character, whimsy, and timeless elegance, making it truly one-of-a-kind. Situated on a remarkable 50-foot by nearly 300-foot ravine lot, it offers exceptional privacy and tranquility just minutes from Yonge & Bloor, Summerhill shops, and top schools.The expansive property, with mature trees and beautifully landscaped grounds, creates a serene, park-like atmosphere and offers plenty of table land for future expansion. Inside, the homes distinctive design draws attention to an open atrium, framing captivating views of the west-facing greenery. The traditional living room, accessed via an elegant reception area, features high ceilings and a wood-burning fireplace, while the spacious dining room overlooks a dramatic two-story indoor terrace.The sunlit kitchen floats above the atrium, seamlessly connected to the open space below. The lower level, with soaring ceilings, terracotta flooring, and painted brick walls, includes a cozy media room, games area, and a walkout to the lush outdoor setting. Five bedrooms provide peaceful retreats, including the primary suite, which boasts a sitting area, bay windows, wood-burning fireplace, and ensuite. Complete with a private driveway, two-car parking, and an attached garage, this exceptional home offers a rare blend of urban living and secluded charm.
Property Details
Features & Amenities
- View
- Fireplace
- Air Conditioning
- Basement
TRREB MLS® Attribution
MLS® C9396263
Listed by CHESTNUT PARK REAL ESTATE LIMITED
The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.
Team Filipe · RE/MAX · (647) 210-6070
Listed By
CHESTNUT PARK REAL ESTATE LIMITED






































