IIRC, 2014 was the last year you could get an Outback with a slushbox (5 speed). The problem with the CVT equipped ones is they're programmed to prevent putting too much strain on them, so they're all show and no go. Even with the '14 and earlier models, the NA 2.5 4 cyl is gutless and can't do much more than slightly rutted dirt roads. Even the 3.6R would be limited due to the lack of a low range.
If you wanted a softer riding street SUV that can still tackle rough terrain, you'd be better off getting an older Jeep Cherokee XJ and upgrading it. I inherited my mom's 1997 Cherokee Country and with the exact same tires and shocks (Michelin LTX II's and Bilstein 4600's) it rode a lot smoother than my Gen 3 4Runner due to the unibody construction. Add that parts are cheap and plentiful, plus most people can work on them unlike some newer trucks.
I ultimately sold the Cherokee because I didn't need two SUV's and the body on frame 4Runner towed my boat better. It's an '02 with 100K miles on it.
I still have it, but don't really use it anymore and should sell it. It's just hard to get rid of an 18 year old truck that the only issue beyond routine maintenance was a broken visor latch that was $12, and a power antenna motor that was $100. Gen 3 4Runners are solid GOLD. All I've done is add a Clarion head unit for bluetooth phone and music.
Still, I bought this last year:
2018 Chevy Colorado ZR2. With the exception of hauling stuff inside it does everything the 4Runner does, but better. Rides smoother, handles flatter, tows better, more off road capability, MUCH quicker, quieter cabin, better seats, up to date safety features, etc., etc., etc. The only thing it misses the mark on is having an SUV twin, because I'd buy one in a heartbeat.
Crazy enough, this thing actually cost me less than what a LP Adventure modded Outback wagon would cost, and several thousand less than the '18 4Runner would've spec'd out the way I'd want it.
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