Don't buy a new or used Jeep! They are terrible cars that fall apart when the warranty expires. Anyone who knows about cars will say this to you. The only exception maybe is the Wrangler, but that SUV is not a good daily driver.
Except Subaru and Jeep (which have really good AWD systems), the rest of the small SUVs have an AWD system that performs similarly, so it is a matter of "which AWD SUV is the best overall." The best ones are the new Honda CR-V, Toyota RAV4, and Mazda CX-5.
If you want a smooth ride and AWD, the most recent Subarus are the best option. Their cars have a really soft suspension. My first suggestion is the 2018 or 2019 Subaru Crosstrek. It is smooth and quiet even though it is an economy car. Get the 2.0i Premium CVT with the package that adds EyeSight, blind spot monitoring, and the steering responsive headlights. That is the best trim and it comes in right around your budget. The 4WD system is very good. These have not had the problem with oil consumption nearly as much as the other Subarus. And if it does, it's as easy as adding oil.
The other suggestion is another Outback, but you'll have to buy a used one. If it were my money, I'd get a new Crosstrek. The Forester feels less substantial than the Crosstrek, so it has more noise and is bumpier.
Somebody is going to suggest the Buick Encore or Envision. You won't get the features you have on the Crosstrek in these even though they are "luxury cars." The Subaru is a better choice. Good luck and please tell us what you choose!
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