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The Look Around images in my area are dated 2019.

Two months ago would be fine but those dates are only when the images were captured, not when the images were available in Maps.app.
The point is, they are already taking new pictures as they should be and it will be updated as soon as it is processed.. Google Street View for my house is from 10 years ago!
 
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I feel like Maps has to be the most understaffed and underfunded teams inside Apple. I get that it's a ton of work to bring this stuff to the entire planet, but the pace is way too slow. Every territory should have feature parity by now, and it's really disappointing that a place like Italy is just now getting modern features, and at the same time, we're still waiting around for biking directions in Minneapolis.

Great job for displacing Google Maps in popularity on iOS, Apple, but get to the damn finish line. I know it's a moving target but you have billions. Fund it until it gets there if you want to take this seriously.
 
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Apple Maps also being tested in Zillow mobile apps. I recently updated the Zillow app on my iPhone and iPad, and now the mapping is provided by Apple Maps, minus the Street View functionality on the latest version.
 
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