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Used 2021 Chrysler 300 for Sale in Orlando, FL

300s for Sale at Dealers

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Mileage
Trim
2019 Chrysler 300 300S RWD photo
2019 Chrysler 300 300S RWD Orlando, FL
Gray 3.6L V6 Engine
$18,988 90.6k miles
•••

#28 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • Includes $452 Premium Upgrades
  • Average Mileage
  • Dealer Rating - 4.7 stars
More details
2023 Chrysler 300 300S RWD photo
24
2023 Chrysler 300 300S RWD Land O' Lakes, FL
White 5.7L V8 Engine
$41,100 21.8k miles
•••

#24 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • Includes $5,387 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2019 Chrysler 300 Touring L RWD photo
4
Price Drop
2019 Chrysler 300 Touring L RWD Brooksville, FL
Black 3.6L V6 Engine
$14,495 78.6k miles
•••

#4 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $393 Price Drop
  • Great Price - $2,357 Below Market
  • Includes $2,794 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
1
Price Drop
2019 Chrysler 300 Touring L RWD Orlando, FL
Black 3.6L V6 Engine
$11,498 81.6k miles
•••

#1 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $4,262 Below Market
  • Includes $1,890 Premium Upgrades
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 - $348 Above Market
  • Includes $1,294 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2021 Chrysler 300 300S RWD photo
22
Price Drop
2021 Chrysler 300 300S RWD St. Augustine, FL
Silver 5.7L V8 Engine
$24,000 97.9k miles
•••

#22 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • $488 Price Drop
  • Includes $2,837 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 300S RWD photo
2023 Chrysler 300 300S RWD Fort Pierce, FL
White 3.6L V6 Engine
$28,467 52.6k miles Certified
•••

#29 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • CARFAX: One Owner
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 300S RWD photo
12
Price Drop
2019 Chrysler 300 300S RWD Holiday, FL
White 3.6L V6 Engine
$14,390 112.3k miles
•••

#12 2019-2023 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • $405 Price Drop
  • Good Price - $905 Below Market
More details
2019 Chrysler 300 Touring RWD photo
17
2019 Chrysler 300 Touring RWD Melbourne, FL
Black 3.6L V6 Engine
$13,977 107.7k miles
•••

#17 2019-2023 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.8 stars
More details
2020 Chrysler 300 300S RWD photo
23
Price Drop
2020 Chrysler 300 300S RWD Tampa, FL
Black 5.7L V8 Engine
$21,945 105.2k miles
•••

#23 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • $931 Price Drop
  • Includes $2,249 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2023 Chrysler 300 300S RWD photo
19
2023 Chrysler 300 300S RWD Fort Pierce, FL
White 3.6L V6 Engine
$27,867 52.8k miles
•••

#19 2019-2023 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.4 stars
More details
2022 Chrysler 300 300S RWD photo
21
Price Drop
2022 Chrysler 300 300S RWD Orlando, FL
Gray 5.7L V8 Engine
$30,048 64.4k miles
•••

#21 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • $100 Price Drop
  • Includes $1,806 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Chrysler 300 Touring L RWD photo
3
Price Drop
2019 Chrysler 300 Touring L RWD Homosassa, FL
Gray 3.6L V6 Engine
$11,990 112.1k miles
•••

#3 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $605 Price Drop
  • Great Price - $2,397 Below Market
  • Includes $2,385 Premium Upgrades
More details
2019 Chrysler 300 Limited RWD photo
2019 Chrysler 300 Limited RWD Plant City, FL
Black 3.6L V6 Engine
$21,454 42.4k miles
•••

#26 2019-2023 Chrysler 300

CoPilot AI: It’s aD-” Buy

  • Includes $459 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.4 stars
More details
2021 Chrysler 300 300S RWD photo
20
2021 Chrysler 300 300S RWD Orlando, FL
Gray 5.7L V8 Engine
$22,983 101.2k miles
•••

#20 2019-2023 Chrysler 300

CoPilot AI: It’s aD” Buy

  • Includes $3,300 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2019 Chrysler 300 300S RWD photo
14
2019 Chrysler 300 300S RWD Tampa, FL
Gray 3.6L V6 Engine
$13,995 130.8k miles
•••

#14 2019-2023 Chrysler 300

CoPilot AI: It’s aC+” Buy

  • Fair Price - $154 Above Market
  • Dealer Rating - 4.2 stars
More details
2019 Chrysler 300 Limited RWD photo
2
Price Drop
2019 Chrysler 300 Limited RWD Homosassa, FL
Gray 3.6L V6 Engine
$9,990 124.2k miles
•••

#2 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $3,321 Below Market
  • Motivation to Negotiate - Increasing
More details
2020 Chrysler 300 300S RWD photo
8
Price Drop
2020 Chrysler 300 300S RWD St. Petersburg, FL
Brown 3.6L V6 Engine
$23,289 66.8k miles
•••

#8 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $4,000 Price Drop
  • Fair Price - $296 Above Market
  • Includes $3,002 Premium Upgrades
More details
2019 Chrysler 300 Touring L RWD photo
18
2019 Chrysler 300 Touring L RWD New Smyrna Beach, FL
Gray 3.6L V6 Engine
$18,988 51.7k miles
•••

#18 2019-2023 Chrysler 300

CoPilot AI: It’s aD+” Buy

  • Includes $2,140 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.4 stars
More details
2019 Chrysler 300 Limited RWD photo
16
Price Drop
2019 Chrysler 300 Limited RWD Dade City, FL
Red 3.6L V6 Engine
$17,285 65k miles
•••

#16 2019-2023 Chrysler 300

CoPilot AI: It’s aC-” Buy

  • $580 Price Drop
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2021 Chrysler 300 300S RWD photo
11
2021 Chrysler 300 300S RWD Orlando, FL
White 3.6L V6 Engine
$18,584 98.5k miles
•••

#11 2019-2023 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • Good Price - $905 Below Market
  • Includes $475 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2022 Chrysler 300 300S RWD photo
9
2022 Chrysler 300 300S RWD Melbourne, FL
Silver 3.6L V6 Engine
$30,366 20.4k miles
•••

#9 2019-2023 Chrysler 300

CoPilot AI: It’s aB” Buy

  • Fair Price - $95 Below Market
  • Includes $1,380 Premium Upgrades
  • Motivation to Negotiate - High
More details
2019 Chrysler 300 Limited RWD photo
13
2019 Chrysler 300 Limited RWD Tampa, FL
Black 3.6L V6 Engine
$13,995 101.4k miles
•••

#13 2019-2023 Chrysler 300

CoPilot AI: It’s aB-” Buy

  • Good Price - $581 Below Market
  • Motivation to Negotiate - High
  • Average Mileage
More details
2023 Chrysler 300 300S RWD photo
Price Drop
2023 Chrysler 300 300S RWD Lake Wales, FL
Gray 3.6L V6 Engine
$24,956 66.9k miles Certified
•••

#32 2019-2023 Chrysler 300

CoPilot AI: It’s aF” Buy

  • $844 Price Drop
  • Motivation to Negotiate - High
  • Dealer Rating - 4.5 stars
More details
2022 Chrysler 300 300S RWD photo
6
Price Drop
2022 Chrysler 300 300S RWD Brandon, FL
5.7L V8 Engine
$27,997 51.6k miles
•••

#6 2019-2023 Chrysler 300

CoPilot AI: It’s aB+” Buy

  • $3,598 Price Drop
  • Great Price - $2,153 Below Market
  • Includes $4,197 Premium Upgrades
More details
1-25 of 41 results

2021 Chrysler 300

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