Summary

• With 36 currently listed for sale near Orlando, FL and an average price of $10,496.00, 13.9% of 2016 Chrysler 300s for sale on CarGurus are rated as good or great deals.

• Favorably reviewed: Owners rated the 2016 Chrysler 300 4.6 / 5 stars.

• 61.1% of 2016 Chrysler 300 models on CarGurus are accident free.

Why it stands out

The 2016 Chrysler 300 stands out as a big, rear-wheel-drive American sedan that blends classic luxury-car presence with everyday usability. Chrysler’s modern 300 was developed with help from Mercedes-Benz, and the result is a roomy, durable car with a distinctly upscale feel. It was designed with rear-wheel drive in mind, but all-wheel drive was planned from the start for drivers who wanted extra traction. That combination of size, comfort, and traditional sedan layout is a big part of its appeal, especially for buyers who want something more substantial than the average midsize car.

For 2016, the 300 benefits from the second-era updates that arrived in 2015, including a more upscale cabin design and available driver-assistance features such as adaptive cruise control, automatic emergency braking, and lane-keep assist. The UConnect touchscreen system had also been improved, and by 2016 the car already offered the kind of tech and convenience features that help it feel more modern than its old-school shape might suggest. Owners often praise the smooth ride, comfort, and strong performance, along with the luxury feel and the amount of equipment offered for the price.

There are tradeoffs, though. The 300 is a large car with a big appetite for fuel, and it is not as performance focused as its Dodge Charger sibling. Some owners also note higher maintenance costs and occasional quality issues such as dashboard alerts or alignment problems. Even so, the 2016 Chrysler 300 remains appealing because it delivers a lot of space, a comfortable driving experience, and a sense of style that is increasingly rare in used sedans.

Other model years to consider

• 2017 Chrysler 300

  • Average price: $8,062.00
  • Good/great deal percentage: 11.1%
  • User rating: 5 / 5
  • Total listings: 54

• 2018 Chrysler 300

  • Average price: $14,210.00
  • Good/great deal percentage: 10.5%
  • User rating: 4.75 / 5
  • Total listings: 57

• 2023 Chrysler 300

  • Average price: $30,722.00
  • Good/great deal percentage: 21.1%
  • User rating: 5 / 5
  • Total listings: 38

This analysis is based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.