Used 2021 Chrysler 300 for Sale nearCleveland, OH

How much does the 2021 Chrysler 300 cost?

Prices have softened 9.41% compared to this time last year, making it a favorable time to shop this model year.

There are 514 listings available, which suggests you have a workable amount of inventory to compare.

Is the 2021 Chrysler 300 a good car?

Yes — it earns a 4.6/5 user rating and a 7.67/10 expert rating. The standout strength is Technology at 9/10.

Owners consistently praise the luxurious look, smooth ride, and impressive handling, and they also call out the acceleration and comfort. The 300’s comfortable, quiet cabin and easy-to-use technology fit well if you want a traditional luxury sedan feel without chasing the newest design trends.

The main trade-off is that it can feel poor value for money, and the car’s aging design means it may not feel as fresh as newer rivals.

With 29.8% of listings marked as good or great deals, there’s enough market softness to make careful shopping worthwhile.

Is the 2021 Chrysler 300 reliable?

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

The owner feedback points to a car that feels reliable, dependable, and comfortable to live with over the long term, especially if you value a quiet, traditional sedan experience. The expert evaluation also describes it as quiet, capable and comfortable on the road, which supports the idea that it’s built for steady everyday use rather than drama.

For used buyers, the main long-term ownership risk is less about outright complexity and more about making sure the specific car you choose has been maintained well and still feels as solid as its reputation suggests.

What should I look for when buying a used 2021 Chrysler 300?

At 67.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle-history report and then prioritize a pre-purchase inspection, especially if you’re considering a higher-mileage example or one with a price that looks unusually attractive. Focus on body condition, signs of prior repair, and whether the cabin and electronics still feel consistent with the car’s premium positioning.

Key things to evaluate:

• Trim level: The base 300 Touring uses cloth upholstery and 17-inch silver alloys, while the 300 Touring L adds Nappa leather and 18-inch polished alloys. The 300S steps up further with perforated inserts, accent stitching, and standard 20-inch Black Noise wheels, so the lower trims are the ones where feature gaps are most noticeable.
• Powertrain: The 3.6-liter Pentastar V6 makes 292 horsepower and 260 pound-feet of torque in the Touring and Touring L, while the 300S gets 300 horsepower and 264 pound-feet. The 300S also offers a 5.7-liter V8 with 363 horsepower and 394 pound-feet of torque, and all engines use an eight-speed automatic.
• Safety package: All Chrysler 300s include active head restraints, airbags, traction and stability control with brake assist, rain brake support, ready alert braking, and hill start assist. Blind-spot monitoring and rear cross-traffic alert are only available on the Touring L or 300S, and the SafetyTec Plus Group adds forward collision warning, automatic emergency braking, adaptive cruise control, automatic high beams, lane departure warning, and rain-sensing wipers.
• Infotainment: The 8.4-inch Uconnect 4C touchscreen is standard across the lineup, and Apple CarPlay and Android Auto are standard too. If you want more tech, the Popular Equipment Group adds navigation, a 506-watt amp, nine premium Alpine speakers, SiriusXM Traffic Plus, surround sound, a trunk-mounted subwoofer, and a dual-pane sunroof.
• Fuel efficiency: The V6 with RWD returns 19 mpg city, 30 mpg highway, and 23 mpg combined. AWD lowers that to 18 mpg city, 27 mpg highway, and 21 mpg combined, while the V8-powered 300S returns 16 mpg city, 25 mpg highway, and 19 mpg combined.

Which 2021 Chrysler 300 trim should I buy?

The 2021 Chrysler 300 is offered in 3 trim levels: 300 Touring, 300 Touring L, 300S.

Here's the short version:

• 300 Touring: This is the entry point, and it gives you the core Chrysler 300 experience with the V6, rear-wheel drive, cloth upholstery, and the standard 8.4-inch touchscreen. It makes sense if you want the least expensive way into the car’s roomy, quiet, old-school luxury feel.
• 300 Touring L: This is the best-value choice for most shoppers because it adds Nappa leather, 18-inch polished alloys, and access to more comfort and safety equipment. If you want the 300 to feel properly upscale without jumping to V8 territory, this is the trim to target.
• 300S: This is the most expressive version, with 300 horsepower from the V6, standard 20-inch Black Noise wheels, perforated inserts, accent stitching, and the option of the 5.7-liter V8. It suits you best if you want the strongest performance and the most distinctive appearance.

Blind-spot monitoring and rear cross-traffic alert are only available on the Touring L or 300S, and the SafetyTec Plus Group adds several advanced driver-assistance features.

Is now a good time to buy a used 2021 Chrysler 300?

The market looks selective rather than overheated, so you can shop carefully and still find opportunities.

• Deal availability: 29.8% of listings are priced as good or great deals.
• Inventory: There are 514 listings available.
• Price trend: Prices have softened 9.41% compared with last year.
• Clean inventory: 67.1% of listings are accident-free.

If you find a listing below $20,212, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2021 Chrysler 300's resale value?

The current average of $20,279 sits slightly below last year's $22,384.

That decline suggests the market has already adjusted downward, which can help you as a buyer but may limit upside if you plan to sell soon. For a future seller, the key question is whether the car’s condition, mileage, and equipment can help it stand out from the broader pool of listings.

Because the 300 still has a distinct identity and a loyal audience, well-kept examples should remain easier to market than more ordinary large sedans. Strong equipment and clean history matter more when a model is this niche.

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.

Is the 2021 Chrysler 300 safe?

The 2021 Chrysler 300 earns Good IIHS scores in most crash tests, but it received Marginal scores in the small overlap tests and a Poor rating for headlights. It also received a four-star overall crash test rating from NHTSA, with four-star driver and passenger side crash test ratings, a four-star rollover rating, and a five-star rating for NHTSA's combined side barrier and side pole crash test.

It earns a 7/10 safety score from our experts.

Standard safety equipment includes active head restraints, an arsenal of airbags, traction and stability control with brake assist, rain brake support, ready alert braking, and hill start assist. Advanced driver-assistance features are not broadly standard, and blind-spot monitoring, rear cross-traffic alert, and the SafetyTec Plus Group are tied to higher trims or extra packages.

The weak headlights rating is the main caveat to keep in mind, especially if you do a lot of night driving.

Should I buy a 2021 Chrysler 300 or consider a different year?

If you're weighing the 2021 against nearby model years, here's how to think about it:

Choose the 2021 if:

• 29.8% of listings are priced as good or great deals.
• At 67.1% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 9.41% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.
• You want a year that still delivers the 300’s classic rear-drive luxury-sedan character, available V8 power, and easy-to-use tech.

The bottom line: The 2021 Chrysler 300 makes the most sense if you want a distinctive full-size sedan with traditional character and you’re willing to shop carefully for condition and equipment. If you’re highly price-sensitive, a lower-priced nearby year may be worth considering, but the 2021 remains a strong pick when you find a clean, well-equipped example at the right price.

These recommendations are based on CarGurus' proprietary market data from September 15, 2026, CarGurus experts' opinions, and generative AI.