Well I pulled the trigger on the allroad today. 2014 with 52k miles, Premium Plus model, Sports Interior, brown leather and aluminum trim. It has an extended warranty until 120k miles or 2025 (covers most stuff on the car). Only issue is the subwoofer is not working and there's a broken visor clip. However if the warranty doesn't cover that, it should be an easy/cheap fix (replacement sub is $120). I paid $21.6k
Coming from the S40 with 170k miles, the allroad is exceptionally quiet/insulated (there is zero engine sound), comfortable, and refined. The ZF8 is excellent for a torque converter. Disappointingly it does not allow you to hold a gear (it will upshift automatically at redline). Fun factor is lower than the S40 but I was well aware of that going in. On the flipside it's very relaxing to just cruise slowly. Acceleration is noticeably better in the S40, even with the antiquated AW55. It's stronger off the line and just overall torquier feeling.
We'll see I when I get the sub fixed, and I'm no audiophile, but the Bang Olufsen stereo is only slighter better than premium sound in the S40 (that really is a good stock sound system).
Favorite thing so far is the lights. Goddamn, xenon headlights are good. That should've been my first mod to the S40 when I got it 5 yrs ago. I didn't really believe how good HIDs were until I experienced them a few hours ago.