59 High Park Boulevard

FOR SALE
$4,695,000
59 High Park Boulevard, Toronto
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
59 High Park Boulevard
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7 + 3
BEDROOMS
8
BATHROOMS
3 + 1
KITCHENS
12 + 5
ROOMS
W13503632
MLSID
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Property Description
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*
Sold History
List Date Sold Date Days Listed List Price Sold Price
2005-04-12 2005-04-29 17 $1,190,000 $1,190,000
2001-05-14 2001-07-05 52 $899,900 $850,000
Nearby Intersections
Property Features
Accessory Apartment, In-Law Capability, In-Law Suite, On Demand Water Heater, Primary Bedroom - Main Floor, Available
Property Details
Address
59 High Park Boulevard
Postal Code
M6R 1M9
Property Type
Detached, Detached
Lot Size
50' x 130'
Taxes
$14,954 (2025
Basement
Apartment
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
2
Garage Type
Detached
Listing contracted with Ici Source Real Asset Services Inc.
22 Brad Street, Toronto
8+2
BEDS
8
BATHS
$3,549,000
FOR SALE
Detached and uniquely positioned in the Junction/High Park pocket, this purpose-built 8-plex offers a sought-after mix of suites: 2 bachelors, 2 one-bedrooms, and 4 two-bedroom Euro-flat apartments. Tenants love the boutique, low-rise experienceclose to TTC, UP Express, and bike paths, and just blocks from the heart of The Junctions cafes, retail, and amenities. Consistently strong demand with a professional tenant profile and historically low vacancy. Site features 1 parking space on a 65' x 41.46' lot (approx). A rare, turn-key downtown investment with lifestyle appeal and transit convenience.
2706 Bayview Avenue, Toronto
6+2
BEDS
9
BATHS
$4,298,000
FOR SALE
A landmark residence of exceptional scale, The Bayview Estate stands behind private gates on an extraordinary 100 by 220-foot property in prestigious St. Andrew-Windfields. Offering over 8,200 square feet of beautifully appointed living space, this custom-built estate brings together timeless architecture, grand proportions and remarkable versatility.A dramatic two-storey foyer crowned by a skylight introduces soaring ceilings, Brazilian cherry hardwood and heated marble floors. Formal living and dining rooms are complemented by a richly panelled library, while the heart of the home unfolds through a chef-inspired kitchen, expansive breakfast area and inviting family room with custom built-ins and fireplace. A private elevator connects every level with ease.With seven bedrooms and nine bathrooms, this is an exceptionally rare offering for large or multigenerational families. Two luxurious primary retreats, a main-floor bedroom suite and private guest or nanny accommodations provide distinct spaces for parents, adult children, extended family and overnight guests, all while preserving comfort and privacy. Multiple living and entertaining areas allow generations to gather together or enjoy their own space.The finished walkout lower level features a recreation room, gym, guest suite and roughed-in home theatre. Outdoors, expansive terraces overlook manicured gardens, a saltwater pool and waterfall Jacuzzi, creating a private resort-like setting.Moments from celebrated schools, parks, Bayview Village, York Mills Plaza and Highway 401, The Bayview Estate presents a truly distinctive opportunity for sophisticated, multigenerational living in Toronto.
561 Durie Street, Toronto
7+1
BEDS
7
BATHS
$3,599,888
FOR SALE
Redefining what luxury living can be, this one-of-a-kind, custom-designed property offers an exceptional level of flexibility, privacy and possibility rarely found in the city. At 561 Durie, a beautifully designed 3-storey residence with a private lower-level suite, detached 2-car garage and detached 2-bedroom laneway house come together on a remarkable L-shaped lot. Bright, welcoming interiors, a third-floor lounge and a spacious green backyard create room to gather, retreat and grow. Imagine having family close while everyone enjoys their independence, welcoming guests, working from home or creating additional income. With 8 bedrooms, 7 bathrooms and multiple living spaces, this exceptional property offers a rare combination of space, privacy and versatility. Located close to cafés, shops, transit, parks and restaurants, and just minutes from The Junction, Bloor West Village and High Park. Enjoy easy TTC access and convenient routes to downtown, Pearson Airport and the UP Express.
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