Used Chrysler 300 for Sale nearNaples, FL
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Blue (Frostbite)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,393
- Stock #:
- L100737B
- VIN:
- 2C3CCAAG7NH112002


Sponsored by Kendall Toyota
2022 Chrysler 300
Touring RWD
19,393 mi
$21,566
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Ocean Blue Metallic Clear Coat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,954
- VIN:
- 2C3CCAAG4KH548883

Sponsored Listing
2019 Chrysler 300
Touring RWD
59,954 mi
$13,802
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Deep Mocha
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,672
- Stock #:
- 27408
- VIN:
- 2C3CCAEG4JH294181

-$400
Sponsored Listing
2018 Chrysler 300
Limited RWD
90,672 mi
$15,294
$14,894
- Year:
- 2022
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,912
- Stock #:
- T52571A
- VIN:
- 2C3CCAAG1NH139678

2022 Chrysler 300
Touring RWD
36,912 mi
$22,023
- Year:
- 2017
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,505
- Stock #:
- 646038
- VIN:
- 2C3CCAEG4HH646038

-$1,295
2017 Chrysler 300
C RWD
108,505 mi
$12,340
$11,045
- Year:
- 2022
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Blue (Frostbite)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,393
- Stock #:
- L100737B
- VIN:
- 2C3CCAAG7NH112002

2022 Chrysler 300
Touring RWD
19,393 mi
$21,566
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gloss Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,637
- Stock #:
- H260622408T1
- VIN:
- 2C3CCAAG3MH516350

-$1,036
2021 Chrysler 300
Touring RWD
59,637 mi
$18,417
$17,381
- Year:
- 2022
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,919
- Stock #:
- 163106
- VIN:
- 2C3CCAAGXNH163106

2022 Chrysler 300
Touring RWD
51,919 mi
$22,321
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 83,396
- Stock #:
- H158728
- VIN:
- 2C3CCABG3LH158728

-$398
2020 Chrysler 300
S RWD
83,396 mi
$17,545
$17,147
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Velvet Red Pearlcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Deep Mocha
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,672
- Stock #:
- 27408
- VIN:
- 2C3CCAEG4JH294181

-$400
2018 Chrysler 300
Limited RWD
90,672 mi
$15,294
$14,894
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- White (Linen/black)
- Transmission:
- Automatic
- Mileage:
- 84,663
- Stock #:
- CU1015
- VIN:
- 2C3CCARG5JH294264

2018 Chrysler 300
Touring L AWD
84,663 mi
$14,173
- Year:
- 2014
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,072
- Stock #:
- 27938
- VIN:
- 2C3CCABG4EH103322

2014 Chrysler 300
S RWD
45,072 mi
$16,090
- Year:
- 2014
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,491
- Stock #:
- 3313
- VIN:
- 2C3CCAJG8EH103695

2014 Chrysler 300
C John Varvatos Luxury Edition AWD
21,491 mi
$19,389
Recommended model year:
2019 Chrysler 300
Shop 2019 Chrysler 300 »With 56 currently listed for sale near Naples, FL and an average price of $14,887, 19.6% of 2019 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Chrysler 300 4.62 / 5 stars.
57.1% of 2019 Chrysler 300 models on CarGurus are accident free.
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,028
- Stock #:
- 193951N
- VIN:
- 2C3CCABG5LH193951

2020 Chrysler 300
S RWD
51,028 mi
$21,606
- Year:
- 2016
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,635
- Stock #:
- AA142023DP
- VIN:
- 2C3CCAAG7GH142023

-$182
2016 Chrysler 300
Limited Anniversary RWD
119,635 mi
$10,448
$10,266
- Year:
- 2017
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Red (Burgundy)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 50,050
- Stock #:
- 3308
- VIN:
- 2C3CCAAG5HH540168

2017 Chrysler 300
Limited RWD
50,050 mi
$16,849
- Year:
- 2021
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Silver Mist Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 84,579
- Stock #:
- DO525595
- VIN:
- 2C3CCABG3MH525595

2021 Chrysler 300
S V6 RWD
84,579 mi
$17,756
- Year:
- 2023
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,541
- Stock #:
- P2798A
- VIN:
- 2C3CCAAG3PH511945

2023 Chrysler 300
Touring RWD
20,541 mi
$27,357
- Year:
- 2016
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 132,006
- Stock #:
- 10346
- VIN:
- 2C3CCAAG7GH307942

2016 Chrysler 300
Limited RWD
132,006 mi
$9,036
- Year:
- 2018
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Deep Mocha
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,000
- Stock #:
- TI118028
- VIN:
- 2C3CCAKGXJH118028

2018 Chrysler 300
Limited AWD
78,000 mi
$14,409
- Year:
- 2017
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 292 hp 3.6L V6
- Exterior color:
- Gray (Maximum Steel Metallic Clearcoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,274
- Stock #:
- HH534078
- VIN:
- 2C3CCAAG7HH534078

2017 Chrysler 300
Limited RWD
65,274 mi
$15,088
- Year:
- 2020
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,785
- Stock #:
- R168598A
- VIN:
- 2C3CCABG9LH158670

2020 Chrysler 300
S RWD
76,785 mi
$17,489
- Year:
- 2019
- Make:
- Chrysler
- Model:
- 300
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 300 hp 3.6L V6
- Exterior color:
- Ceramic Gray Clear Coat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,515
- VIN:
- 2C3CCAGG8KH539823

Sponsored Listing
2019 Chrysler 300
S AWD
93,515 mi
$12,847
How much does the Chrysler 300 cost in today's market?
Used Chrysler 300 prices span a wide range depending on model year. Here's what the market looks like right now:
| Model Year | Current Avg. Price | Year-Round Range |
|---|---|---|
| 2023 | $29,344 | $27,570 – $30,713 |
| 2022 | $23,965 | $23,594 – $25,454 |
| 2021 | $20,206 | $20,205 – $22,422 |
| 2020 | $18,376 | $17,798 – $20,229 |
| 2019 | $15,745 | $15,745 – $17,443 |
| 2018 | $14,783 | $14,691 – $15,848 |
| 2017 | $14,105 | $13,947 – $15,031 |
| 2016 | $12,648 | $12,208 – $13,076 |
| 2015 | $11,611 | $11,427 – $12,100 |
| 2014 | $10,579 | $10,006 – $10,723 |
The Chrysler 300's current nationwide average price is $16,815, and its nationwide average price reached a low of $16,811 over the past year. Recently, prices have come down for the 2021, 2022, and 2023 models, making now a good time to shop recent model years.
Is the Chrysler 300 a good car?
Yes — the Chrysler 300 earns strong marks from owners across its long run, and the all-generations owner rating is 4.64/5 across every model year in the data.
Owners consistently praise the Chrysler 300 for its luxurious feel, spacious interior, smooth ride, and powerful performance. Many also value its stylish design and the way it delivers a comfortable, full-size sedan experience with a distinctive personality.
Expert reviews rate the 2017 and 2021 models among the highest across all years.
The main trade-offs are fuel economy, dated technology in later years, and safety ratings that trail more modern rivals.
27.3% of listings are priced as good or great deals.
Are Chrysler 300 models reliable?
Owners consistently praise the Chrysler 300 for its comfort, spaciousness, smooth ride, and strong performance. Expert feedback also reinforces its upscale feel and durable character, especially in later model years.
- Owners rate the Chrysler 300 between 4.5 and 5.0 out of 5 stars across all model years in the data.
For used buyers, long-term ownership risk is most manageable when you focus on later, well-kept examples and verify maintenance history carefully.
What should I look for when buying a used Chrysler 300?
Across all model years, at 59.7% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
| Model Year | Accident-Free % |
|---|---|
| 2023 | 74.9% |
| 2022 | 72.1% |
| 2021 | 66.7% |
| 2020 | 57.4% |
| 2019 | 53.9% |
| 2018 | 52.1% |
| 2017 | 54.1% |
| 2016 | 53.4% |
| 2015 | 52.2% |
| 2014 | 52.5% |
Key things to evaluate:
- Safety package: Safety Tec Plus Group
- Infotainment: previous-generation Uconnect infotainment system with an 8.4-inch touchscreen and Apple CarPlay and Android Auto
- Fuel efficiency: 18 mpg in combined driving
Which Chrysler 300 trim should I buy?
The 2023 Chrysler 300 offers these trims:
- Touring: V6 power, rear-wheel drive or all-wheel drive, and the core full-size sedan experience for shoppers who want the Chrysler 300’s style and space in its most accessible form.
- Touring L: V6 power with rear-wheel drive or all-wheel drive, plus a more upscale feel for buyers who want a better-equipped version of the 300 without moving up to the performance trims.
- 300S: V6 or V8 power with rear-wheel drive, plus a sportier setup for drivers who want more performance and a stronger personality.
- 300C: Limited to 2,000 examples, with a bigger and more powerful V8, rear-wheel drive, and significant performance upgrades; this is the best-value choice if you want the most dramatic version of the 300 and can stretch for the special edition.
What Chrysler 300 do most buyers choose?
The Chrysler 300 years with the most listings are 2018, 2022, and 2019.
| Model Year | Total Listings | Good + Great Deals % |
|---|---|---|
| 2018 | 706 | 28% |
| 2022 | 703 | 30.7% |
| 2019 | 659 | 27.9% |
| 2020 | 620 | 30.3% |
| 2017 | 606 | 25.9% |
| 2021 | 511 | 29.7% |
These higher-volume years tend to be popular because they combine broad availability with familiar Chrysler 300 strengths like roomy cabins, comfortable rides, and strong value. More listings also give you a better chance of finding the right color, trim, and price.
What is the Chrysler 300's resale value?
| Model Year | Current Avg. Price | Year-Over-Year Change |
|---|---|---|
| 2021 | $20,206 | −9.88% |
| 2019 | $15,745 | −9.73% |
| 2020 | $18,376 | −9.18% |
| 2018 | $14,783 | −6.72% |
| 2017 | $14,105 | −6.15% |
| 2022 | $23,965 | −5.67% |
| 2023 | $29,344 | −4.44% |
| 2015 | $11,611 | −4.34% |
| 2016 | $12,648 | −3.04% |
| 2014 | $10,579 | +0.11% |
Most Chrysler 300 model years are down year over year, which creates better opportunities for used buyers. The newer years show some of the largest drops, while the oldest year in the table is essentially flat. Overall, the pattern points to softer pricing across much of the lineup rather than broad strength in resale values.
The 2014 model year is holding steady, with prices close to flat year-over-year.
The 2014, 2016, and 2015 model years have held their value best, with the smallest year-over-year price changes.
Is the Chrysler 300 safe?
- 2023: 3/10
- 2021: 7/10
- 2017: 8/10
For the safest used buy, the 2017 model posts the highest confirmed score of 8/10.
Should I buy a used Chrysler 300 now?
Buy now if:
- Price trend: The 2022 model is at −5.67% versus a year ago, and the 2021 model is at −9.88%.
- Deal availability: The 2022 model has 30.7% good and great deals, and the 2021 model has 29.7%.
- Sweet-spot year: The 2018 model has the most listings at a current average price of $14,783. The Chrysler 300 offers a roomy cabin and a distinctive full-size sedan character that still feels special on the road.
If you're buying used today, the 2018 model year offers the best mix of value and availability.
These recommendations are based on CarGurus' proprietary market data from September 22, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
4.7 Overall rating
Customers say
The Chrysler 300 has consistently impressed owners across its model years with its luxurious feel, spacious interiors, and powerful performance. Many drivers appreciate the smooth ride and stylish design, often considering it a great value for an American sedan. However, some criticism has been directed towards the vehicle's fuel economy, the need for modern features, and occasional reliability issues. Overall, owners cherish the 300 for its comfort and performance while wishing for improvements in efficiency and technology.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
Eric K
Reviewed a 2006 Chrysler 300 on Sep 14, 2025
Love my 06 Chrysler 300 got all most 300000 miles on it
Jayon C
Reviewed a 2022 Chrysler S V8 RWD on Mar 30, 2025
I’ve been really impressed with the 2022 Chrysler 300. It delivers a smooth and powerful ride, especially with the available V8 engine option. The interior is spacious and comfortable, featuring high-quality materials and a user-friendly infotainment system. It has a classic yet bold design that stands out on the road. In terms of value, I think it’s a solid choice for those looking for a mix of luxury, performance, and practicality. It may not have the latest tech features found in some competitors, but it makes up for it with a refined driving experience. I’d compare it to the Dodge Charger or even some entry-level luxury sedans. Overall, it’s a great option for anyone who appreciates a powerful and stylish full-size sedan. Highly recommend!
Denis L
Reviewed a 2013 Chrysler 300 on Feb 5, 2025
Excellent car and reliable. good engine and very comfortable and quiet
jackson s
Reviewed a 2022 Chrysler Touring RWD on Mar 19, 2025
The car is a good value, it is not missing anything, the only issues I’ve had is connectivity issues with the u connect
Chrysler 300 Trims
| Trim type | MSRP |
|---|---|
| C RWD | $55,000 |
| S V6 RWD | $42,805 |
| Touring RWD | $34,295 |
| Touring AWD | $37,045 |
| S AWD | -- |
| Touring L AWD | $39,745 |
| S V8 RWD | $46,350 |
| Touring L RWD | $37,495 |
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Chrysler 300 Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Chrysler 300 prices has changed over time.
See more price trendsChrysler 300 Pricing Analysis: Naples, FL Market Report
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation: The 2022 Chrysler 300 shows a steep decline, with a current average price of $21,788, reflecting a depreciation of -35.0% from its original MSRP of $33,545.
- Older Models Offer Better Value: The 2019 model is priced at $14,887, representing a -49.1% depreciation, while the 2018 model is even lower at $12,142, indicating a strong value proposition for budget-conscious buyers.
- Recent Models Still Command Higher Prices: Despite the depreciation, the 2022 model remains the most expensive option, highlighting ongoing demand for newer vehicles.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2022 Chrysler 300 | $33,545 | $21,788 | -35.0% |
| 2019 Chrysler 300 | $29,220 | $14,887 | -49.1% |
| 2018 Chrysler 300 | $28,995 | $12,142 | -58.1% |
Pricing in Nearby Cities
Market Area: Greater Naples Region
Key Insights
- Lowest Prices in Miami: The city of Miami offers the lowest average price at $13,288, likely due to higher inventory levels and competitive pricing.
- Highest Prices in North Port: In contrast, North Port has the highest average price at $19,334, suggesting a tighter market or higher demand in that area.
- Inventory Variation: Cities like Fort Myers and Sarasota have moderate pricing and inventory, indicating a balanced market with stable pricing around $16,212 and $16,284, respectively.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| North Port, FL | 157 | $19,334 |
| Fort Myers, FL | 148 | $17,212 |
| Sarasota, FL | 176 | $16,284 |
| Sebring, FL | 152 | $18,133 |
| Okeechobee, FL | 153 | $16,539 |
| Homestead, FL | 156 | $13,527 |
| Miami, FL | 165 | $13,288 |
| Fort Lauderdale, FL | 174 | $13,853 |
| West Palm Beach, FL | 153 | $13,236 |
Pricing by Trim Packages
Key Insights
- Most Common Trim: The Touring RWD trim is the most prevalent with 34 listings, priced at $34,295, indicating strong demand for this configuration.
- Premium Trims at a Markup: The C RWD trim, priced at $55,000, represents the highest MSRP, appealing to buyers seeking performance and luxury features.
- AWD Options Limited: The Touring L AWD trim has only 9 listings, priced at $39,745, suggesting lower availability and potentially higher demand for all-wheel-drive options.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| Touring RWD | 34 | $34,295 | RWD | 3.6L 292 hp V6 |
| S V6 RWD | 21 | $42,805 | RWD | 3.6L 300 hp V6 |
| C RWD | 18 | $55,000 | RWD | 6.4L 485 hp V8 |
| Touring L RWD | 11 | $37,495 | RWD | 3.6L 292 hp V6 |
| Touring L AWD | 9 | $39,745 | AWD | 3.6L 292 hp V6 |
| Touring AWD | 1 | $37,045 | AWD | 3.6L 292 hp V6 |
| S V8 RWD | 4 | $46,350 | RWD | 5.7L 363 hp V8 |
These recommendations are based on CarGurus' proprietary market data from September 16, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
CarGurus recommends the 2019 Chrysler 300

Summary
With 56 currently listed for sale near Naples, FL and an average price of $14,887, 19.6% of 2019 Chrysler 300s for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Chrysler 300 4.62 / 5 stars.
57.1% of 2019 Chrysler 300 models on CarGurus are accident free.
Why it stands out
The 2019 Chrysler 300 stands out as a big rear-drive sedan that still delivers classic American luxury-car presence. By this point in its run, the 300 had already been updated with an upscale cabin design, and it offered available driver-assistance features such as adaptive cruise control, automatic emergency braking, and lane-keep assist. It also benefited from the UConnect touchscreen infotainment system, which had been improved over time and gained Apple CarPlay and Android Auto in 2017. For buyers who want a roomy, comfortable sedan with a traditional feel, that combination gives the 2019 300 a clear identity.
It also has the kind of powertrain lineup that helps define the model. The 2019 Chrysler 300 could be had with Chrysler’s 3.6-liter Pentastar V6 or the 5.7-liter Hemi V8, and all versions used an eight-speed automatic transmission. The car’s rear-wheel-drive layout was part of its character, while all-wheel drive was limited to V6 models. That makes it appealing to shoppers who want a full-size sedan with strong straight-line performance and a relaxed driving experience.
The tradeoff is that the 300 was already showing its age by 2019. The model had been essentially frozen in time after 2019, and owners sometimes note that it lacks the latest features found in newer rivals. Even so, its strengths remain easy to understand: a smooth ride, a spacious interior, durable engines, and a lot of car for the money.
Other model years to consider
- Average price: $21,433
- Good/great deal percentage: 11.5%
- User rating: 4.9 / 5
- Total listings: 52
- Average price: $12,142
- Good/great deal percentage: 24.0%
- User rating: 4.75 / 5
- Total listings: 50
These recommendations are based on CarGurus' proprietary market data from September 21, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
Recent expert test drives
Relevant articles

Chrysler 300 Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Chrysler 300, covering every generation since the modern 300 debuted in 2005. Whether you're a first-time buyer or a Chrysler enthusiast, this comprehensive overview will help you research your next pre-owned Chrysler 300.

Who Makes Chrysler Cars?
Chrysler is a long-running American legacy, founded in 1925. Though it was once a premier American luxury brand, things are quieter there now, as it only sells three variants of a minivan. It is a division of Stellantis, which is also the parent company of Jeep, Dodge, Ram, and others.


