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544 listings
- $17,452great price$4,562 below market
- 58,389 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Carlux (98 mi away)
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Located in Fort Lauderdale, FL / 98 miles away from Naples, FL
Silver Mist Clearcoat 2021 Chrysler 300 S RWD 8-Speed Automatic 3.6L V6 24V VVTCARFAX One-Owner. Clean CARFAX. Odometer is 4017 miles below market ave...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG9MH523883
Stock: LU1391
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$18,620great price$2,500 below market
- 64,794 miles
- 1 accident, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Lee Auto Group Tampa (127 mi away)
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Located in Tampa, FL / 127 miles away from Naples, FL
Our athletically inclined 2021 Chrysler 300S V6 Sedan is a sleek and stealthy machine that provides plenty of upscale appointments in Gloss-Black! Pow...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG5MH532791
Stock: T2854
Certified Pre-Owned: No
Listed since: 12-05-2024 - $20,898fair price$1,170 below market
- 57,809 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales Fort Pierce (119 mi away)
- Home delivery*
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Located in Fort Pierce, FL / 119 miles away from Naples, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAGXMH520525
Stock: 8D5NVD
Certified Pre-Owned: No
Listed since: 04-03-2025 - Price Drop$18,959good price$1,622 below market
- 82,340 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Chrysler Dodge Jeep Ram Brooksville (169 mi away)
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Located in Brooksville, FL / 169 miles away from Naples, FL
Certified. RWD 2021 300 Chrysler Touring Frostbite 8-Speed Automatic 3.6L V6 24V VVT19/30 City/Highway MPGCertified Pre-Owned Go Details: * War...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAGXMH538264
Stock: MH538264
Certified Pre-Owned: Yes
Listed since: 04-22-2025 - $21,398fair price$423 below market
- 51,539 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Enterprise Car Sales Lauderdale Lakes (94 mi away)
- Home delivery*
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Located in Lauderdale Lakes, FL / 94 miles away from Naples, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG7MH613826
Stock: 8DQ5SD
Certified Pre-Owned: No
Listed since: 03-21-2025 - $24,288fair price$186 above market
- 21,169 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Bomnin Chevrolet West Kendall (91 mi away)
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Located in Miami, FL / 91 miles away from Naples, FL
CARFAX One-Owner. Clean CARFAX. Priced below KBB Fair Purchase Price! Odometer is 29806 miles below market average! 2021 Chrysler 300 Touring in Velve...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG2MH609392
Stock: L126032A
Certified Pre-Owned: No
Listed since: 04-28-2025 - $19,978fair price$215 below market
- 78,494 miles
- No accidents, 2 owners, personal use
- 19 City / 30 Hwy MPG
- Jon Hall Chevrolet (213 mi away)
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Located in Daytona Beach, FL / 213 miles away from Naples, FL
Recent Arrival! Priced below KBB Fair Purchase Price! Silver Mist Clearcoat 2021 Chrysler 300 S LEATHER, ROOF, NAVI RWD 8-Speed Automatic 3.6L V6 24V ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG8MH537063
Stock: 247546B
Certified Pre-Owned: No
Listed since: 05-09-2025 - $21,398fair price$46 above market
- 53,517 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales Lauderdale Lakes (94 mi away)
- Home delivery*
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Located in Lauderdale Lakes, FL / 94 miles away from Naples, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG5MH661678
Stock: 8D8FTP
Certified Pre-Owned: No
Listed since: 04-03-2025 - New Listing$21,998fair price$685 above market
- 58,377 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- CarMax Gainesville (245 mi away)
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Located in Gainesville, FL / 245 miles away from Naples, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG5MH557997
Stock: 27316666
Certified Pre-Owned: No - $21,698
- 61,396 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales Fort Pierce (119 mi away)
- Home delivery*
Close
Located in Fort Pierce, FL / 119 miles away from Naples, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3MH626409
Stock: 7VSL5N
Certified Pre-Owned: No
Listed since: 03-03-2025 - $19,979great price$3,506 below market
- 53,653 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Avis Car Sales Tampa (137 mi away)
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Located in Tampa, FL / 137 miles away from Naples, FL
Certified. Buy with Confidence! AVIS CERTIFIED 170 Point Inspection!, ONE OWNER VEHICLE!, Fully Detailed and Sanitized, FINANCING AVAILABLE / LOW RATE...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG3NH236719
Stock: 50481572
Certified Pre-Owned: No
Listed since: 04-04-2025 - 74,217 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Jenkins Kia of Crystal River (194 mi away)
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Located in Crystal River, FL / 194 miles away from Naples, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG8MH617447
Stock: R3609A
Certified Pre-Owned: No
Listed since: 04-21-2025- 75,399 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Kissimmee DriveTime (149 mi away)
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Located in Kissimmee, FL / 149 miles away from Naples, FL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG3MH524173
Stock: 1120246693
Certified Pre-Owned: No
Listed since: 05-16-2025- New Listing
Photos not available$30,483- 88,173 miles
- No accidents, 1 owner, personal use only
- 16 City / 25 Hwy MPG
- Gainesville Chrysler Dodge Jeep Ram (245 mi away)
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Located in Gainesville, FL / 245 miles away from Naples, FL
Recent Arrival! CARFAX One-Owner. Velvet Red Pearlcoat 2021 Chrysler 300 S HEMI 5.7L V8 Multi Displacement VVT 8-Speed Automatic RWD 2-Piece Shark Fin...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: 2C3CCABT3MH667474
Stock: 036180G
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing$34,500good price$2,994 below market
- 27,881 miles
- No accidents, 2 owners, personal use only
- 16 City / 25 Hwy MPG
- Bozard Ford Lincoln (259 mi away)
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Located in Saint Augustine, FL / 259 miles away from Naples, FL
Thank you for taking the time to look at this beautiful 2022 Chrysler 300 ***OUR GREAT PRICE IS JUST THE BEGINNING***Gloss Black 2022 Chrysler 300 S...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: 2C3CCABT1NH191002
Stock: 250821A
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing$20,998fair price$1,507 below market
- 75,871 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- CarMax Ft. Myers (30 mi away)
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Located in Fort Myers, FL / 30 miles away from Naples, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG4LH131408
Stock: 27048875
Certified Pre-Owned: No - $23,999good price$1,942 below market
- 42,542 miles
- No accidents, 1 owner, personal use
- 19 City / 30 Hwy MPG
- Avis Car Sales Orlando (166 mi away)
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Located in Orlando, FL / 166 miles away from Naples, FL
Certified. Apple/Google Car Play, Backup Camera, Bluetooth, Buy with Confidence! AVIS CERTIFIED 170 Point Inspection!, Extra Clean!, Fully Detailed, O...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3NH241238
Stock: 50673991
Certified Pre-Owned: No
Listed since: 04-24-2025 - $23,323fair price$491 below market
- 49,690 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Bill Currie Ford (135 mi away)
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Located in Tampa, FL / 135 miles away from Naples, FL
Blue Advantage Certified 139 point inspection.Priced below KBB Fair Purchase Price!**Prices do not include tax, tag, title, Certification fees (If eli...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG5NH225902
Stock: NH225902
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$23,990fair price$100 below market
- 46,999 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana - Tampa (131 mi away)
- Home delivery*
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Located in Tampa, FL / 131 miles away from Naples, FL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG5NH241467
Stock: 2003675481
Certified Pre-Owned: No
Listed since: 05-03-2025 - $25,880fair price$122 below market
- 39,416 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Hill-Kelly Dodge Chrysler Jeep Ram (449 mi away)
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Located in Pensacola, FL / 449 miles away from Naples, FL
Certified. One-Owner. Touch Screen Display, SMART Key with Push Button Start, Dual Zone Auto Climate Control, Leather seats, Apple CarPlay/Android Aut...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG4NH209917
Stock: T744971
Certified Pre-Owned: Yes
Listed since: 03-21-2025 - $22,611fair price$98 above market
- 61,597 miles
- No accidents, 1 owner, rental vehicle
- 18 City / 27 Hwy MPG
- Leesburg Volkswagen (183 mi away)
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Located in Leesburg, FL / 183 miles away from Naples, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG7NH193877
Stock: 6PR1955
Certified Pre-Owned: No
Listed since: 05-08-2025
Showing 1 - 21 out of 544 listings
Consumer Reviews for the Chrysler 300
Read recent reviews for the Chrysler 300
Best car for the dollar!
Jacob, 03/27/2019
2019 Chrysler 300 C 4dr Sedan (5.7L 8cyl 8A)
Dollar for dollar there is no better!!! Came from an S -Class, while the 300 is down a rung or two from that , I only paid a third of the price. 33% of the price for 80% of the experience is a WIN-WIN for the 300C. 300 and Hemi never stop pleasing!
UPDATE - 3 years later and still great! Buy one while you still can!
Used 2021 Chrysler 300 in Naples, FL Values
Estimated values
2021 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,298 | $20,818 | $23,361 |
| Clean | $17,907 | $20,336 | $22,779 |
| Average | $17,256 | $19,533 | $21,809 |
| Rough | $16,409 | $18,489 | $20,549 |
The average list price of a used 2021 Chrysler 300 in Naples, Florida is $22,635. The average mileage on a used Chrysler 300 2021 for sale in Naples, Florida is 58,251. Based on the average mileage of 58,251 for used 2021 Chrysler 300 for sale in Naples, FL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Chrysler 300 2021 in Naples, Florida to be $17,256.
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