Leaside is one of those Toronto neighbourhoods that seems to have it all: charm, calm, and character—with just enough polish to remind you it’s still very much in the city. Tucked between Bayview and Laird, this east-midtown enclave is where old money meets new strollers, and where every Saturday starts with a coffee from Epi Breads and ends with a jog through Sunnybrook Park. Home to hockey families and golden retrievers (just not mine).
The Real Estate Scoop
Leaside real estate is basically the brunch of Toronto homes: timeless, well-balanced, and beloved by everyone. Detached homes reign here—think classic brick Tudors, handsome two-storeys, and some seriously tasteful new builds. If you’re into wide lots, private driveways, and top-tier curb appeal, Leaside delivers. It’s popular with families (for good reason—see below), but there’s also been a healthy wave of downsizers and young professionals eyeing the newer luxury condos around Eglinton and Bayview. Plus, the LRT is finally *almost* a thing, making this a smart long-term play.
The Neighbourhood
This neighbourhood was built for real life—and I mean that in the best way. Great schools (Roland Michener, Bessborough, Leaside High), a strong community vibe, and a steady stream of local events give it serious small-town-in-the-city energy. You’ll find kids biking to soccer practice, golden retrievers politely waiting outside Cumbrae’s, and Bayview Avenue buzzing with moms, dads, and Lululemon-clad retirees debating whether to grab croissants or kale (spoiler: they get both).
For shoppers, Leaside is dangerously convenient. From independent boutiques and curated gift shops to Big Box territory along Laird (hello, HomeSense/Costco double-header), everything’s within a few blocks. Foodies will find their people here, too—between brunch at Millwood Melt, wine at Local Leaside, and fresh pasta at De La Mer, you will not go hungry.
And let’s not forget the green space: Sunnybrook Park, Serena Gundy, and the Don Valley trails are all at your doorstep. This is city living with a backyard, and it’s exactly as lovely as it sounds.
The Neighbourhood in Photos
