Grew up in this area (O’Connor/St Clair and currently near Dawes/Crescent Town). Always thought of East York as a suburban/urban hybrid (which I wouldn’t call the best of both worlds as it’s mostly suburban with a few urban qualities).
I’m gonna start off some negatives, it could‘ve done a heck of a lot better job when it comes to mixed use zoning. Old East York (and really, EY as a whole) is mostly residential and it can be a long walk to commercial areas depending on where you are. I know where I am now, a walk down to the Danforth is at least 10 minutes . Mind you, the quality of the walk on a nice day is actually not bad with the path and quiet residential streets with homes close together. Now, biking is a different story, and is generally pretty good especially with the Danforth bike lanes available! The other thing too, why does streetscape on the strips in Old EY kinda suck? The strips on Coxwell, Donlands, Pape Village, Dawes, Cosburn, and O’Connor/St. Clair all lack tree canopy and really look meh compared to walkable strips in Old Toronto. Even Upper Avenue in North York looks more aesthetically pleasing than these strips simply because of the stronger tree canopy there. The area sandwiched between Woodbine, Donlands, O’Connor, and Cosburn has pretty poor tree canopy in both residential and commercial areas.
Now onto the good. The strips mentioned above, despite their poor tree canopy, are nice to have. They make EY more walkable than a traditional North American suburb. Even growing up in the Topham Park neighbourhood (2007-2013), which is clearly a car centric area, I remember walking to stores on O’Connor between St Clair and Bermondsey and it was convenient due to most of them being street front retail. There’s also little convenience stores scattered throughout the area in neighbourhoods which is nice (I especially love Olds Cool @ Westlake/Lumsden). Compared to the outer 416 and 905, roads are narrower, *most* of Old EY uses the grid street system, housing is mostly single detached, but semis and small walk up apartments fit nicely into a few neighbourhoods, and setbacks aren’t too extreme (some are really low, though close to the Old Toronto border) making active transportation fairly convenient (albeit, there could be much better bike infrastructure on a lot of roads here). I actually enjoy driving on roads like Cosburn, Mortimer, Woodbine, and Danforth FAR more than the outer suburban arterials (Sheppard, Lawerence, etc.).
Aside from those urbanist critiques above, there’s other aspects like the food/retail options, greenery, and central location (immediately north of Danforth and close/accessible to downtown) that are positives of Old East York.
Overall, I do enjoy the area.