Welcome To
75 Evelyn Avenue
A Smarter Way into High Park North: Space, Schools + Backing onto a Ravine
This is the kind of home buyers target when getting into High Park North matters more than anything.
Set on a quiet, tree-lined stretch between Annette and Glenlake, this is a wider-than-average semi that lives bigger than its footprint suggests. Inside, the layout has real flow – defined principal rooms, good separation, and enough width that nothing feels compressed. Original details like wainscotting, baseboards, and the dining room plate rail give it that familiar Bloor West character, without tipping into something that feels overly old or precious.
Upstairs, the layout does what it needs to: three bedrooms that work for a growing family, with a primary bedroom that’s big enough for a King-size bed (that’s more rare than you imagine).
But the real shift in how this home lives happens downstairs.
The basement has been fully underpinned and rebuilt, with 8-foot ceilings, radiant in-floor heating, and a 12-foot wide span of windows overlooking the ravine. It doesn’t read like a typical lower level – it feels connected, bright, and usable in a way most area basements simply aren’t. With a walkout to a second deck, a full 3-piece bathroom, separate laundry room, and built-in storage, this becomes true living space: family room, guest zone, work-from-home setup, or all three. It’s the kind of lower level that changes how long you can comfortably stay in a home like this.
Out back, the property takes a different approach than most. This isn’t a flat backyard with grass to maintain. It’s a layered ravine setting, with two walkouts to decks tucked into a canopy of mature oak, maple, and elm trees. It’s quiet, private, and low-maintenance. The current owners (and their neighbours) have leaned into front-yard living for kids, which is more common on streets like this than you might expect.
And importantly, much of the heavy lifting has already been done.
The basement renovation included new sewage lines, sump pump, backwater valve, electrical panel, and HVAC ductwork. Major systems have been updated or replaced: roof (2023), AC (2025), windows and front door (2021), furnace (2018), and a tankless water heater (owned). This isn’t a house where the next owner inherits a long list of unseen costs – what’s left is largely cosmetic, and optional.
Which is exactly why this works.
For a young family focused on Runnymede and Humberside, or a condo owner ready for more space without jumping to a fully detached price point, this is a strategic move. You’re buying into the neighbourhood first, securing the schools, and getting a home that already functions well – with the flexibility to improve over time.
It’s not trying to be everything. But it’s solving the right problems.
5 Things We Love
- The lower level actually changes how the home works – With full underpinning, 8’ ceilings, radiant heat, and a wide window span, this isn’t “bonus space” – it’s where real daily life can happen.
- A wider semi makes a noticeable difference – The extra width shows up everywhere: larger rooms, better flow, and a layout that doesn’t feel tight or compromised.
- Ravine setting without the upkeep – Two decks tucked into mature trees give you outdoor space that’s quiet and private without maintaining a traditional backyard.
- The expensive work is already done – Structural, mechanical, and system upgrades are in place, so future spending can be intentional and visible—not reactive.
- School access that drives long-term value – Runnymede and Humberside catchments continue to anchor demand in this neighbourhood.
About High Park North
High Park North attracts a very particular buyer, and once you understand why, it’s hard to substitute.
This is where west-end families land when schools become the priority, but they’re not ready to give up walkability or neighbourhood character to get them.
The streets here are quieter than Bloor, but still tightly connected to it. From Evelyn, you’re a short walk in multiple directions: north to the Junction’s independent shops and restaurants, south to Bloor West Village’s more established strip, and west into High Park itself. It’s one of the few pockets in the city where your daily routine can flex between urban and green space without planning around it.
The housing stock is consistent: early 20th-century semis and detached homes, many updated over time, but rarely uniform. You’ll see kids playing out front, neighbours who know each other, and a pace that feels settled rather than transitional.
Transit is another quiet advantage. The UP Express, subway access along Bloor, and multiple streetcar and bus routes make commuting downtown or across the west end straightforward, which is part of why young professionals and families continue to target this area.
But the real anchor is the schools.
Runnymede Jr & Sr PS and Humberside CI are a major draw, and for many buyers, they’re the deciding factor. People stretch to get into this catchment, and once they’re here, they tend to stay. That creates a level of demand stability that shows up consistently in resale values.
It’s not the cheapest way into the west end. But for buyers who care about how their day-to-day life works, and where their kids will go to school, it’s one of the more deliberate choices you can make.