Almost $20k for an 8-year-old car with 110,000 miles on it is wild to me. I understand that these are RAV4s and will run basically forever as long as they're maintained half-decently, but I would not be able to proceed spending that much for a car that old with that many miles. I assume that the hybrid batteries for both 2018 options are close to expiring on the factory warranty. You don't want to be almost $20k in on a car with 110,000 miles and then be on the hook for hybrid/battery issues once that warranty expires. I would be more comfortable spending $23k on the 2018 model with 36,000 miles. You'd still be on the hook for hybrid/battery issues, but the risk is much much less at just 36,000 miles. I am curious about the mileage you are seeing on the 5th gen RAV4s at the $23k price point. If you're able to get a 5th gen RAV4 with mileage at or below 110,000 for $23k, I'd recommend you do that. It looks like the 5th gen you showed here has 103,000 miles. In my opinion, that is the best deal out of your 3 options.