This is why I'm hesitant to buy one...may end up hating one and then appreciate my 500X much more. I'll see into renting one, I recall HD rents out bikes. Or they used to pre-COVID.
I suffered the same HD infatuation as you, so I got one back in 2012. It wasn't a sportster, but a Dyna Glide so at least it's similar.
My observations:
Looked great from any angle with a vintage vibe
Excellent real-world engine (mid range sweet spot)
Good, but limited handling
Only comfy for short rides (mid mount pegs with Hwy pegs = sore lower back/arse, aching knee, worn out from wind blast)
Poor (charitable description) suspension for secondary roads at speed limit
Brakes - for such a heavy bike they were a disgrace. Not as good as my 1987 BMW and only marginally better than my 1974 Norton.
HEAVY, HEAVY , HEAVY for what it was
Too social for me - cruisers & HD people always wanted to talk and seemed to think I wanted to listen.
I owned it for 6 months and moved on. Not because it was a bad bike, but just the WRONG bike for the roads and pace I like to ride.
Perhaps a sportster would be the right bike for you. You live in an urban area and your roads are in better shape than the ones out here. With your restricted availability to go for rides leaving you with only a couple hours at a time maybe a sharp looking little paint shaker would be a good choice.