59 High Park Boulevard
Toronto W01, ON
- 10 bed
- 8 bath
- approx. 3500-5000 sqft
- Detached
- 71 days on market
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*
Listing Details
- Taxes (2025)
- $14,954
- Originally Listed
- $4,950,000
- Listed
- June 29, 2026
Price History
Listing history
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Property
- Style
- 3-Storey
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Interior
- Accessory Apartment, In-Law Capability, In-Law Suite, On Demand Water Heater, Primary Bedroom - Main Floor
- Lot Size
- 50 x 130 Feet
Parking
- Garage
- Detached
- Covered Spaces
- 2
- Total Parking
- 2
Utilities
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- High Park Blvd and Roncesvalles
- Parcel Number
- 213460169
- Possession
- Flexible
- Occupancy
- Owner
Included
- Inclusions
- Washers and dryers and refrigerators and stoves (except selected ranges)
- Exclusions
- Furniture and art and selected appliances
- Rental Items
- No rental items.
Schools
Elementary
- Garden Avenue Junior Public School0.5 km
Public · Toronto DSB · 175 students
Grade 3 reading: 89% met the provincial standard · Grade 6 math: 94% met the provincial standard
- St Vincent de Paul Catholic School0.6 km
Catholic · Toronto CDSB · 260 students
Grade 3 reading: 91% met the provincial standard · Grade 6 math: 63% met the provincial standard
- Howard Junior Public School0.6 km
Public · Toronto DSB · 395 students
Grade 3 reading: 76% met the provincial standard · Grade 6 math: 87% met the provincial standard
Secondary
- Bishop Marrocco/Thomas Merton Catholic Secondary School1.3 km
Catholic · Toronto CDSB · 775 students
Grade 10 literacy: 69% met the provincial standard
- École secondaire Toronto Ouest1.4 km
French public · CS Viamonde · 195 students
Grade 10 literacy: 100% met the provincial standard
- ÉSC Saint-Frère-André1.4 km
French Catholic · CS catholique MonAvenir · 350 students
Grade 10 literacy: 96% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area M6R
- Population
- 19,349
- Private dwellings
- 9,255
- Median age
- 39.2
- Average household size
- 2.2
- Median household income
- $104,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Residential Freehold in Toronto W01 · last 12 months
- Median sold price
- $1,002,000
- Homes sold
- 478
- Median days on market
- 15
- Sale-to-list price
- 101.1%
Based on 478 recorded sales of residential freehold properties in Toronto W01 over the last 12 months.
Rooms
2 × 2-piece, 6 × 3-piece
Second
- Bedroom 312'2" x 16'2"
- Bedroom 415'7" x 14'
- Bedroom 5
- Dining Room9'9" x 16'2"
- Kitchen16'10" x 14'4"
- Living Room14'11" x 19'6"
Main
- Bedroom14'1" x 18'6"
- Bedroom 218'6" x 19'2"
- Den10'8" x 17'5"
- Dining Room14'10" x 11'11"
- Laundry11'9" x 16'9"
- Living Room14'10" x 24'1"
Listed by
ICI SOURCE REAL ASSET SERVICES INC.
Walk Score
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Location
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Mortgage Calculator
$939,000
Estimated Monthly Payment
$23,065
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $23,065/mo (20% down, 5.5%)
Taxes: $1,246/mo · Insurance: $1,174/mo
Estimates only. Consult a financial advisor.
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