Used 2019 Chrysler 300 for Sale nearNaples, FL

How much does the 2019 Chrysler 300 cost?

Prices have softened 10.52% compared to this time last year, making it a favorable time to shop this model year.

There are 616 listings available, which suggests a solid amount of inventory to compare.

Is the 2019 Chrysler 300 a good car?

Yes — the 2019 Chrysler 300 earns a 4.6/5 user rating, which points to strong owner satisfaction. Owners consistently praise its smooth ride, powerful engines, and spacious interior, and many also value the blend of comfort and performance for the price. In practical terms, that makes it a good fit if you want a roomy, traditional large sedan with a relaxed driving character and a value-oriented feel. With 31.7% of listings marked as good or great deals, you still have room to shop selectively.

Is the 2019 Chrysler 300 reliable?

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

Owners describe it as smooth, dependable, and a car they can count on, with praise centered on its comfortable ride and strong powertrain feel. The overall feedback suggests a sedan that has aged well in daily use, especially for buyers who want a straightforward large car rather than something highly complex. For used buyers, the main long-term ownership risk is less about the core driving experience and more about finding a well-kept example with consistent maintenance.

What should I look for when buying a used 2019 Chrysler 300?

At 53.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report so you can separate clean examples from cars with prior damage. After that, prioritize a thorough pre-purchase inspection, especially on body condition, panel alignment, and signs of uneven wear that could point to past repairs. It also makes sense to focus on interior and exterior condition closely, since the 300’s value proposition depends heavily on finding one that still feels well preserved.

Is now a good time to buy a used 2019 Chrysler 300?

This looks like a moderate, selective buyer’s market, so you can shop patiently and still find worthwhile listings.

• Deal availability: 31.7% of listings are priced as good or great deals.
• Inventory: There are 616 listings available.
• Price trend: Prices have softened 10.52% compared with last year.
• Clean inventory: 53.6% of listings are accident-free.

If you find a listing below $15,280, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2019 Chrysler 300's resale value?

The current average of $15,280 sits slightly below last year's $17,077.

That price movement suggests the 2019 Chrysler 300 has already absorbed a meaningful amount of depreciation, which can help future sellers if they buy at the right price. Because the market is already lower than it was a year ago, your resale outcome will depend heavily on how well the car is maintained and how clean its history is. A well-kept example should be easier to move later than one with accident history or visible wear.

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 2019 Chrysler 300 or consider a different year?

If you're weighing the 2019 against nearby model years, here's how to think about it:

Choose the 2019 if:

• 31.7% of listings are priced as good or great deals.
• At 53.6% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 10.52% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.

The bottom line: The 2019 is the right pick if you want the current-year balance of price, owner satisfaction, and available inventory in this generation. If you are especially price-sensitive, you can also compare nearby years to see whether a cleaner or better-equipped example is available at a similar cost, but the 2019 already looks attractive for shoppers focused on value.

How does the 2019 Chrysler 300 compare to the 2019 Dodge Charger?

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.