Used 2016 Chrysler 300 for Sale nearMilwaukee, WI

How much does the 2016 Chrysler 300 cost?

Prices have softened 3.04% compared to this time last year, making it a favorable time to shop this model year.

There are 494 listings available, which gives you a modest amount of inventory to compare.

Is the 2016 Chrysler 300 a good car?

Yes — the 2016 Chrysler 300 earns a 4.6/5 user rating, which points to strong owner satisfaction. Owners repeatedly praise its smooth ride, comfort, and powerful performance, and many also like the luxury feel and strong feature content for the price. If you want a full-size sedan with roomy space and a relaxed driving experience, it fits that use case well. With 25.5% of listings marked as good or great deals, you have some room to shop selectively.

Is the 2016 Chrysler 300 reliable?

Owners rate it 4.6/5, a strong signal of long-term satisfaction.

Owner feedback also highlights dependable everyday comfort, with many describing the car as trouble-free enough to enjoy for the long haul. At the same time, some owners mention higher maintenance costs and minor quality issues, so a careful pre-purchase check matters.

For used buyers, the main long-term ownership risk is that upkeep can be pricier than you might expect for a mainstream sedan.

What should I look for when buying a used 2016 Chrysler 300?

At 53.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should run a vehicle history report on every candidate and pay close attention to accident records, title status, and service history. A thorough pre-purchase inspection is especially important here, with extra focus on alignment, warning lights, and any signs of uneven wear or repair work. Because some owners mention minor quality issues, condition should matter as much as mileage and price.

Is now a good time to buy a used 2016 Chrysler 300?

This is a moderate market, so you can shop selectively without expecting a deep buyer’s market.

• Deal availability: 25.5% of listings are priced as good or great deals.
• Inventory: There are 494 listings available.
• Price trend: Prices have softened 3.04% compared with last year.
• Clean inventory: 53.4% of listings are accident-free.

If you find a listing below $12,208, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2016 Chrysler 300's resale value?

The current average of $12,648 sits slightly below last year's $13,044.

That softer pricing suggests the model has lost some market momentum, which can limit short-term resale upside if you buy at the wrong price. On the other hand, the current range still leaves room for value-focused shoppers to enter at a reasonable cost. If you maintain the car well and avoid overpaying, you can help protect your future resale position.

Vehicles with strong owner satisfaction ratings, like this model year's 4.6/5, tend to retain buyer demand, which supports resale value over time.

Should I buy a 2016 Chrysler 300 or consider a different year?

If you're weighing the 2016 against nearby model years, here's how to think about it:

Choose the 2016 if:

• 25.5% of listings are priced as good or great deals.
• At 53.4% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 3.04% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.

Consider the 2017 if:

• At $14,105, the 2017 costs more than the current year's $12,648 average.
• It adds refreshed appearance packages and a quicker Uconnect system.

The bottom line: If you want the better value play, the 2016 is the stronger starting point because pricing has eased and owner satisfaction is high. If you want to spend more for a newer year with updated styling touches and a slightly fresher feel, the 2017 is the better secondary path.

These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.