I don't know if you'll like the style, as it seems very polarizing, but the 2018 Fat Bob is the best-handling, best-performing, and (IMO) best-looking bike Harley has ever made. It's more expensive, but you'd be getting the 107ci Milwaukee 8 engine in it -- that's 1,750 cc full of torque. It's a much bigger bike (675 pounds) that doesn't really feel any bigger -- I swear it feels nearly as nimble and tossable as my Street 750 did.
Another in the Softail line that's really interesting is the Street Bob. It's the lowest-cost Softail, but it's really nice, if you like apehangers it might be the one.
The thing about the Softails is that they are all redesigned for 2018, they're extremely good performers, and they have really low seat heights. Most of 'em are 25.5"; the Fat Bob is the highest seat at 27.7" and even then I can flat-foot it almost as well as I could the Street.
But, they're (obviously) all more expensive than anything in the Sportster line. I just had a hard time considering a Sportster-anything when moving from the Street, as the Street outperforms just about anything in the Sportster lineup. I didn't want to go to a slower bike just to be able to say it was bigger. The Softails are a major upgrade in every way over the Street (with the exception of being air/oil cooled, whereas the Street has a genuine coolant-filled radiator).