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Used 2021 Chrysler 300 for Sale in Orlando, FL

300s for Sale at Dealers

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Trim
2020 Chrysler 300 300S RWD photo
11
Price Drop
2020 Chrysler 300 300S RWD Orlando, FL
Gray 5.7L V8 Engine
$19,499 102.3k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s aB” Buy

  • $750 Price Drop
  • Fair Price - $536 Above Market
  • Includes $2,178 Premium Upgrades
More details
2020 Chrysler 300 300S RWD photo
2
Price Drop
2020 Chrysler 300 300S RWD New Smyrna Beach, FL
Red 3.6L V6 Engine
$24,000 29.3k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1 Price Drop
  • Great Price - $3,519 Below Market
  • Includes $4,721 Premium Upgrades
More details
2020 Chrysler 300 Touring AWD photo
22
Price Drop
2020 Chrysler 300 Touring AWD Fruitland Park, FL
Brown 3.6L V6 Engine
$17,591 71.6k miles
•••
More details
2019 Chrysler 300 Limited RWD photo
13
2019 Chrysler 300 Limited RWD Dade City, FL
Red 3.6L V6 Engine
$17,685 65k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • Fair Price - $83 Above Market
  • Very Low Mileage
  • Dealer Rating - 4.7 stars
More details
2023 Chrysler 300 Touring RWD photo
1
Price Drop
2023 Chrysler 300 Touring RWD Ocala, FL
3.6L V6 Engine
$22,987 24.5k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $463 Price Drop
  • Great Price - $3,822 Below Market
  • Includes $2,002 Premium Upgrades
More details
2021 Chrysler 300 Touring L RWD photo
7
Price Drop
2021 Chrysler 300 Touring L RWD Ocala, FL
White 3.6L V6 Engine
$26,999 2.9k miles
•••

#7 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $2,000 Price Drop
  • Fair Price - $214 Above Market
  • Includes $3,777 Premium Upgrades
More details
2023 Chrysler 300 Touring L AWD photo
17
2023 Chrysler 300 Touring L AWD Winter Haven, FL
Red 3.6L V6 Engine
$26,500 31.8k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s aC-” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2023 Chrysler 300 300S RWD photo
18
2023 Chrysler 300 300S RWD Daytona Beach, FL
Black 5.7L V8 Engine
$38,802 9.5k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Includes $5,178 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2023 Chrysler 300 Touring RWD photo
12
2023 Chrysler 300 Touring RWD Fort Pierce, FL
Blue 3.6L V6 Engine
$25,383 25.5k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Fair Price - $641 Above Market
  • Includes $1,196 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Chrysler 300 300S RWD photo
23
Price Drop
2023 Chrysler 300 300S RWD Davenport, FL
Silver 3.6L V6 Engine
$25,000 66.2k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • $598 Price Drop
  • Dealer Rating - 4.3 stars
More details
2022 Chrysler 300 300S RWD photo
4
2022 Chrysler 300 300S RWD Melbourne, FL
Silver 3.6L V6 Engine
$29,000 20.4k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,379 Below Market
  • Includes $1,421 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2022 Chrysler 300 300S RWD photo
19
Price Drop
2022 Chrysler 300 300S RWD Orlando, FL
Gray 5.7L V8 Engine
$30,998 64.4k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • $131 Price Drop
  • Includes $1,703 Premium Upgrades
  • CARFAX: One Owner
More details
2023 Chrysler 300 300S RWD photo
5
2023 Chrysler 300 300S RWD Fort Pierce, FL
Silver 3.6L V6 Engine
$28,711 20.6k miles
•••

#5 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,011 Below Market
  • Includes $2,733 Premium Upgrades
  • Very Low Mileage
More details
2019 Chrysler 300 Limited RWD photo
21
Price Drop
2019 Chrysler 300 Limited RWD Leesburg, FL
Gray 3.6L V6 Engine
$12,850 124.2k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • $140 Price Drop
  • Dealer Rating - 4.6 stars
More details
2023 Chrysler 300 Touring RWD photo
8
2023 Chrysler 300 Touring RWD Orlando, FL
Gray 3.6L V6 Engine
$25,995 27.9k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • Fair Price - $734 Above Market
  • Includes $1,979 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring L RWD photo
3
Price Drop
2019 Chrysler 300 Touring L RWD Orlando, FL
Black 3.6L V6 Engine
$12,298 81.6k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $300 Price Drop
  • Great Price - $3,108 Below Market
  • Includes $1,847 Premium Upgrades
More details
2022 Chrysler 300 Touring RWD photo
20
2022 Chrysler 300 Touring RWD Vero Beach, FL
White 3.6L V6 Engine
$19,998 76.1k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s aD-” Buy

  • Includes $822 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2019 Chrysler 300 Limited RWD photo
15
2019 Chrysler 300 Limited RWD Tampa, FL
Black 3.6L V6 Engine
$13,995 101.4k miles
•••

#15 2019-2023 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • Fair Price - $48 Above Market
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2023 Chrysler 300 300S RWD photo
24
Price Drop
2023 Chrysler 300 300S RWD Davenport, FL
Gray 3.6L V6 Engine
$26,300 66.9k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • $635 Price Drop
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.3 stars
More details
2023 Chrysler 300 300S RWD photo
16
Price Drop
2023 Chrysler 300 300S RWD St. Petersburg, FL
White 3.6L V6 Engine
$24,440 59.2k miles Certified
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $357 Price Drop
  • Fair Price - $502 Above Market
  • CARFAX: One Owner
More details
2020 Chrysler 300 Limited RWD photo
10
2020 Chrysler 300 Limited RWD Tampa, FL
Silver 3.6L V6 Engine
$18,995 75.2k miles
•••

#10 2019-2023 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Fair Price - $497 Above Market
  • Includes $1,284 Premium Upgrades
  • Motivation to Negotiate - High
More details
2021 Chrysler 300 300S RWD photo
14
Price Drop
2021 Chrysler 300 300S RWD Tampa, FL
Brown 3.6L V6 Engine
$14,995 120.4k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • $1,000 Price Drop
  • Good Price - $752 Below Market
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 Limited RWD photo
6
Price Drop
2019 Chrysler 300 Limited RWD Plant City, FL
Red 3.6L V6 Engine
$12,898 100k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $534 Price Drop
  • Great Price - $1,226 Below Market
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring RWD photo
9
2019 Chrysler 300 Touring RWD St. Petersburg, FL
Gray 3.6L V6 Engine
$17,789 61.9k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Fair Price - $278 Above Market
  • Includes $708 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Chrysler 300 Touring RWD photo
2020 Chrysler 300 Touring RWD Tampa, FL
Blue 3.6L V6 Engine
$11,995 100.7k miles
•••

Not Ranked

CoPilot AI: It’s aB+” Buy

  • Great Price - $4,116 Below Market
  • Motivation to Negotiate - High
  • Dealer Rating - 4.9 stars
More details
1-25 of 35 results

2021 Chrysler 300

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