Sydney "feels like" winter when the maximum temperature is below 20. It means you have the heater on (or it means I need to light a fire). It feels like summer when the minimum temperature is above 20; you have to sleep with at least a fan but you can dive into the pool or sea any time of the day or night and it isn't uncomfortable.
Here's how many winter-like days there were vs the number of summer-like days.
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So is Sydney becoming the city of endless Summer? Who wants to take a bet on the first year when there are more summer-like days than winter-like days? I'm guessing around 2020.
I've saved the Jupyter notepad (including where to get the source data) here:
https://github.com/solresol/python-workshop/blob/master/curriculum/02-materials/code/farewell-winter-endless-summer.ipynb -- feel free to modify it and/or try it out for data in your city.