Used 2019 Chrysler 300 for Sale nearStamford, CT

How much does the 2019 Chrysler 300 cost?

Prices have softened 7.33% compared to this time last year, making it a favorable time to shop this model year.

There are 710 listings available, which suggests you have a workable amount of inventory to compare.

If you find a listing below $16,103.41, that's toward the low end of the year-round range and worth acting on quickly.

Is the 2019 Chrysler 300 a good car?

Yes — the 2019 Chrysler 300 earns a 4.62/5 user rating, which points to strong owner satisfaction.

Owners consistently praise the smooth ride, powerful engines, and spacious interior. The model also stands out for its comfort-and-performance balance, which makes it appealing if you want a large sedan with a traditional feel rather than a typical midsize alternative.

For shoppers who value roomy proportions, a comfortable commute, and a distinctive full-size sedan presence, the 300 fits that use case well. With 24.8% of listings marked as good or great deals, you also have some room to shop selectively.

Is the 2019 Chrysler 300 reliable?

Owners rate it 4.62/5, a strong signal of long-term satisfaction.

The owner feedback also points to a dependable, trouble-free ownership experience for many drivers, with praise centered on the car’s durable powertrains and comfortable daily use. That kind of long-term confidence matters if you plan to keep the car for years rather than just a short stint.

For used buyers, the main long-term ownership risk is less about the core formula and more about finding a well-kept example that has been maintained consistently.

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

At 56.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should run a vehicle history report before you commit, then prioritize a pre-purchase inspection on any car that looks especially clean on paper. Focus on body condition, signs of prior repair, and whether the car’s overall wear matches its mileage and asking price.

Because this model’s appeal depends heavily on comfort and condition, a careful walkaround and test drive matter just as much as the spec sheet.

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 with some leverage if you stay patient.

• Deal availability: 24.8% of listings are priced as good or great deals.
• Inventory: There are 710 listings available.
• Price trend: Prices have softened 7.33% compared with last year.
• Clean inventory: 56.8% of listings are accident-free.

If you find a listing below $16,103.41, 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 $16,222 sits slightly below last year's $17,506.

That kind of price movement suggests the market has already adjusted downward, which can help you as a buyer today but may limit upside if you plan to resell soon. For a future seller, the key is to buy well and avoid overpaying now, because a lower entry price gives you more cushion later.

Vehicles with strong owner satisfaction ratings, like this model year's 4.62/5, 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:

• 24.8% of listings are priced as good or great deals.
• At 56.8% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 7.33% compared with last year.
• Owners rate it 4.62/5 — a strong satisfaction signal.

The bottom line: If you want the strongest mix of value, comfort, and traditional full-size-sedan character, the 2019 is the primary path to consider. If you're especially price-sensitive, you can broaden your search to nearby years and compare condition, accident history, and asking price closely before deciding.

These recommendations are based on CarGurus' proprietary market data from August 28, 2026, CarGurus experts' opinions, and generative AI.