9. 2011 Volvo XC60
KBB pre-owned starting price: $24,297
This was around the time Volvo started killing off the last of its trademark wagons and slapping that XC on their replacements. The XC60 is Volvo's base crossover and comes with all the safety features parents love, including a five-star crash safety rating, a low-speed collision avoidance system, pedestrian detection and a driver-attention monitor that issues a warning if the driver appears to be drowsy at the wheel. Volvo eventually threw in SirusXM satellite radio, HD Radio, Bluetooth hands-free communications and other fun little toys as distractions to justify the expense.
Still, they didn't skimp on the performance and handling that made Volvos the wagon of choice for much of upper middle-class U.S. drivers. The XC60 3.2 and 3.2 R-Design models are powered by a 3.2-liter straight six with 240 horsepower. A cleaner-burning version manages 230 horsepower, but the all-wheel drive upgrades got a 3.0-liter turbocharged straight six with 300 horsepower. This crossover didn't want to be called a wagon and was brawny enough to beat that definition out of its system.
8. 2011 Cadillac DTS
KBB pre-owned starting price: $28,227
Yep, it was only three years ago that bailed-out General Motors was OK with producing a sedan with the mileage of a pickup truck.
The 4.6-liter, 270 horsepower V8 engine in this full-sized boat made even those 15 miles per gallon in the city and 23 on the highway seem like a stretch. Sure, it was quiet, plush and had a whopping 19 cubic feet of space in the trunk, but this was already beginning to look like a dinosaur compared with the Toyota Avalon and GM's own Buick LaCrosse.
It didn't help that the base model came with little more than xenon headlights, foglights, remote engine starter, dual-zone automatic climate control, leather upholstery, power front seats, OnStar emergency and information system and an eight-speaker CD stereo with satellite radio. If you paid fror the Luxury model, you got 17-inch chrome wheels, a sunroof, front and rear parking sensors, an auto-dimming rearview mirror, triple-zone climate control system, heated and ventilated front seats, heated rear seats, a heated steering wheel, driver seat memory settings and an eight-speaker Bose audio system with a six-disc CD changer.
In technology, performance and size, this was your grandparents' Cadillac. If you know someone longing for a simpler time when apps were the fried cheese you ate before dinner at the restaurant in the strip-mall parking lot and Bluetooth was what you got when you ate a nice blueberry cobbler too fast, this is your ride back to those good old days.