My personal experience,
I THOUGHT that I still needed my Yamaha R6 and kept it this spring. I should have sold it. I bought a hold over 2003 1200cc sportster and put 10K miles on it this year. The R6 got 1200 miles.
DON"T BuY A 883. If you hang onto it, you will want the 1200cc for modifing and resale.
HD's are not learnly as refined, but that is what makes them fun, I tinker. Like with the Banshee and my Honda 250R. (I think I have too many toys...)
Next for me, sell the R6 and sporster and start on a full up custom softail, the V twin is kind of an addiction for me now.
Good luck, insurance is 1/2 of what I pay for my R6.
(Don't worry, with a different seat I was able to get 800 miles a day for a 2000 mile trip I took)
And resale is so much better than the hit I am anticipating when I put the R up for sale.