59 High Park Boulevard, Toronto, ON M6R 1M9

About this residence

A rare and versatile century home offering exceptional flexibility for both end users and investors. This impressive 3-storey residence offers over 5,000 sq. ft. of living space, with 9 bedrooms and 7 bathrooms in the main house, plus a detached 1-bedroom pool house. Currently configured as 4 separate apartments plus the pool house, the property can also be easily converted back into one expansive single-family home by reopening access to the original main staircase. For buyers seeking income potential, the home may function as 4 or 5 apartments depending on configuration. The detached pool house can remain as its own self-contained unit, or it can be incorporated into the main floor apartment to create a larger 3-bedroom main-level suite, resulting in a total of 4 separate apartments. This makes the property ideal for multi-generational living, live-in owners seeking rental income, or investors looking for a flexible asset in a highly desirable location. The home combines timeless character with thoughtful modern upgrades. Features include natural stone walkways with snow-melt heating, a high-efficiency Viessmann boiler, heat pump air conditioning in all apartments, new fencing, and a detached pool house with independent in-floor heating and gas fireplace. The backyard retreat includes a 15-foot swim spa hot tub with a 250,000 BTU pool heater, creating a unique urban oasis rarely found in homes of this scale. Wonderful Single family home, or Premium Rental Property. *For Additional Property Details Click The Brochure Icon Below*

Property details

Property type

Detached

Total rooms

17

Garage

Detached

Parking spaces

2

Annual taxes

$14,954 (2025)

Possession

Flexible

Directions

1) North of Lakeshore blvd on Parkside drive. Turn Right at Parkside drive (Eastern direction). 2) East of Roncesvalles on High Park Blvd

Location