23 South Drive photo 1
23 South Drive photo 2
23 South Drive photo 3
23 South Drive photo 4
23 South Drive photo 5
23 South Drive photo 6
23 South Drive photo 7
23 South Drive photo 8
23 South Drive photo 9
23 South Drive photo 10
23 South Drive photo 11
23 South Drive photo 12
23 South Drive photo 13
23 South Drive photo 14
23 South Drive photo 15
23 South Drive photo 16
23 South Drive photo 17
23 South Drive photo 18
23 South Drive photo 19
23 South Drive photo 20
23 South Drive photo 21
23 South Drive photo 22
23 South Drive photo 23
23 South Drive photo 24
23 South Drive photo 25
23 South Drive photo 26
23 South Drive photo 27
23 South Drive photo 28
23 South Drive photo 29
23 South Drive photo 30
23 South Drive photo 31
23 South Drive photo 32
23 South Drive photo 33
23 South Drive photo 34
23 South Drive photo 35
23 South Drive photo 36
23 South Drive photo 37
23 South Drive photo 38
23 South Drive photo 39

23 South Drive

Toronto C09, ON M4W 1R2

Sold
5 Beds
5 Baths
3,500 Sq Ft
Single Family Home
This property has sold. Interested in something similar? Ask Filipe →
Virtual Tour Available

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

StatusSold
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,500 sq ft
Bedrooms5
Bathrooms5
ListedJanuary 31, 2026
Postal CodeM4W 1R2

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.

MLS®C9396263
TypeSingle Family Home
CityToronto C09

Team Filipe · RE/MAX · (647) 210-6070

Listed By

CHESTNUT PARK REAL ESTATE LIMITED