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*
Address
59 High Park Boulevard
List Price
$4,950,000
MLS® Status
New
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
3-Storey
Transaction Type
Sale
Area
Toronto W01
Sub-Area
High Park-Swansea
Region
Toronto
Bedrooms
7 + 3
Bedrooms (Total)
10
Rooms Above Grade
12
Rooms Below Grade
5
Bathrooms
8
Floor Area
3500-5000 Sq. Ft.
Lot Size Source
MPAC
Lot Depth
130
Lot Size Units
Feet
Lot Width
50
Parcel Number
213460169
Parcel of Tied Land
No
Occupant Type
Owner
Cross Street
High Park Blvd and Roncesvalles
MLS® Number
W13503632
Listing Brokerage
ICI SOURCE REAL ASSET SERVICES INC.
Basement Area
Apartment
Postal Code
M6R 1M9
Parking
Available
Parking Places (Total)
4
Parking Spaces
2
Tax Amount
$14,953.55
Tax Year
2025
Interior Features
Accessory Apartment, In-Law Capability, In-Law Suite, On Demand Water Heater, Primary Bedroom - Main Floor
Cable
Available
Central Vacuum
No
Family Room
Yes
Hydro
Yes
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heat Source
Gas
Heat Type
Radiant
Cooling Features
Wall Unit(s)
Construction Materials
Brick
Direction Faces
South
Fireplace
Yes
Foundation Details
Concrete
Garage
Yes
Garage Type
Detached
Covered Spaces
2
Kitchens Total
4
Kitchens Above Grade
3
Kitchens Below Grade
1
Pool Features
Inground
Roof
Asphalt Shingle
Tax Legal Description
LT 10 PL 1242 TORONTO; CITY OF TORONTO
Waterfront
No
Waterfront
None
Sewer
Sewer
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Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Main | Living Room | 4.52 x 7.33 | |
| Main | Dining Room | 4.52 x 3.63 | |
| Main | Den | 3.25 x 5.32 | |
| Main | Laundry | 3.58 x 5.11 | |
| Main | Bedroom | 4.28 x 5.63 | |
| Main | Bedroom 2 | 5.64 x 5.84 | |
| Second | Living Room | 4.55 x 5.95 | |
| Second | Dining Room | 2.98 x 4.94 | |
| Second | Bedroom 3 | 3.72 x 4.94 | |
| Second | Bedroom 4 | 4.75 x 4.27 | |
| Second | Kitchen | 5.14 x 4.37 | |
| Second | Bedroom 5 | 8.53 x 9.14 |