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414 listings
    • 35,450 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Lubbock, TX / 1,464 miles away from Chesapeake, VA

    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: 2C3CCABG8MH636966
    Stock: 27646410
    Certified Pre-Owned: No

  • Price Drop
    • 37,024 miles
    • No accidents, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Oklahoma City, OK / 1,187 miles away from Chesapeake, VA

    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: 2C3CCABG0MH550194
    Stock: 2003998617
    Certified Pre-Owned: No
    Listed since: 08-19-2025

    • 45,068 miles
    • No accidents, 1 owner, personal use only
    • 18 City / 27 Hwy MPG
    • Keiths Auto Sales (176 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Penn Laird, VA / 176 miles away from Chesapeake, VA

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARGXKH508344
    Stock: 273572
    Certified Pre-Owned: No

    • 50,521 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Oklahoma City, OK / 1,187 miles away from Chesapeake, VA

    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: 2C3CCABG8MH545471
    Stock: 2003988363
    Certified Pre-Owned: No
    Listed since: 08-21-2025

    • 18,877 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 16 City / 25 Hwy MPG
    • Dulles Kia (174 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, VA / 174 miles away from Chesapeake, VA

    Certified. 2023 Chrysler 300 S Silver Mist Clear-Coat HEMI 5.7L V8 Multi Displacement VVT RWDAdaptive Bi-Xenon HID Headlamps, Adaptive Cruise Contro...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: 2C3CCABT6PH657820
    Stock: P4168
    Certified Pre-Owned: No
    Listed since: 07-14-2025

    • 46,620 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Lease Return Center (134 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Triangle, VA / 134 miles away from Chesapeake, VA

    --S MODEL--ONLY 46K MILES--GORGEOUS WHITE ON BLACK LEATHER--20 INCH BLACK WHEELS--FULLY LOADED!!!!--SUPER CLEAN AND SHARP LOOKING CAR--RUNS AMAZING--T...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG4KH565973
    Stock: 65973
    Certified Pre-Owned: No

  • Price Drop
    • 75,684 miles
    • Frame damage reported, 3 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Len Stoler Chrysler Dodge Jeep Ram (194 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Westminster, MD / 194 miles away from Chesapeake, VA

    2019 Chrysler 300 S Granite Crystal Metallic Clearcoat 8-Speed Automatic RWD 3.6L V6 24V VVTOdometer is 21261 miles below market average!BLUETOOTH, BA...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG1KH648048
    Stock: BJ1812
    Certified Pre-Owned: No
    Listed since: 08-13-2025

  • New Listing
    • 65,046 miles
    • 18 City / 27 Hwy MPG
    • CarMax Potomac Mills (139 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 139 miles away from Chesapeake, VA

    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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG4KH694060
    Stock: 27776852
    Certified Pre-Owned: No

  • New Listing
    • 73,226 miles
    • 1 accident, 2 owners, personal use only
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Memphis, TN / 771 miles away from Chesapeake, VA

    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: 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: 2C3CCABG6MH629661
    Stock: 2003995686
    Certified Pre-Owned: No
    Listed since: 08-25-2025

  • New Listing
    • 43,349 miles
    • 19 City / 30 Hwy MPG
    • Lilliston Chrysler Dodge Jeep Ram (193 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Millville, NJ / 193 miles away from Chesapeake, VA

    *** HEATED SEATS ***, *** NEW ARRIVAL ***, *** REMOTE START ***, *** BLIND SPOT MONITOR ***, *** BACKUP CAMERA ***, *** LEATHER ***. Recent Arrival!Si...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCAAG1MH640830
    Stock: 40830
    Certified Pre-Owned: No
    Listed since: 09-05-2025

    • 95,465 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Koons of Culpeper (149 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Culpeper, VA / 149 miles away from Chesapeake, VA

    Check out this 2021! A great car and a great value! This 4 door, 5 passenger sedan has not yet reached the hundred thousand mile mark! Chrysler priori...

    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: 2C3CCABG8MH520389
    Stock: 37872
    Certified Pre-Owned: No
    Listed since: 08-09-2025

  • Price Drop
    • 72,686 miles
    • 1 accident, 2 owners, rental vehicle
    • Cox Chrysler Dodge Jeep Ram (183 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Burlington, NC / 183 miles away from Chesapeake, VA

    EquipmentStart this large car from inside with remote start. The leather seats in it are a must for buyers looking for comfort, durability, an...

    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:

    Listing Information:

    VIN: 2C3CCABT0KH580323
    Stock: P80323
    Certified Pre-Owned: No
    Listed since: 08-20-2025

  • Price Drop
    $27,590
    good price
    $2,388 below market
    • 2,435 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Columbus, OH / 426 miles away from Chesapeake, VA

    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: 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: 2C3CCAEG8LH210124
    Stock: 2003944552
    Certified Pre-Owned: No
    Listed since: 08-02-2025

  • New Listing
    • 47,778 miles
    • 19 City / 30 Hwy MPG
    • Ourisman Chrysler Jeep Dodge Ram of Alexandria (144 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Alexandria, VA / 144 miles away from Chesapeake, VA

    Silver Mist Clearcoat 2021 Chrysler 300 S RWD 8-Speed Automatic 3.6L V6 24V VVTRecent Arrival! 19/30 City/Highway MPGStop by for a Test Drive. Come an...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (19 City/30 Highway)

    Listing Information:

    VIN: 2C3CCABG2MH589109
    Stock: 07G-3590
    Certified Pre-Owned: No
    Listed since: 08-28-2025

  • Stock photo**
    • 68,181 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Koons of Culpeper (149 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Culpeper, VA / 149 miles away from Chesapeake, VA

    This Chrysler won't be on the lot long! Demonstrating exceptional versatility, affordability and earth friendly maturity! This 4 door, 5 passenger sed...

    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: 2C3CCAAG0MH617250
    Stock: 37750
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • $16,595
    fair price
    $676 below market
    • 70,510 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • i.g. Burton Chevrolet of Seaford (132 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Seaford, DE / 132 miles away from Chesapeake, VA

    2018 CHRYSLER 300 TOURING WITH JUST 70K MILES! FRESHLY SERVICED AND READY TO GO! TAKE A LOOK! THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCT...

    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: 2C3CCAAG9JH308646
    Stock: 925079
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • $21,990
    good price
    $2,608 below market
    • 35,883 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Salt Lake City, UT / 1,922 miles away from Chesapeake, VA

    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: 2C3CCAEG3LH112070
    Stock: 2003825470
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $20,590
    good price
    $1,949 below market
    • 81,704 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Sacramento, CA / 2,449 miles away from Chesapeake, VA

    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: 2C3CCABG5LH131367
    Stock: 2003900310
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • $20,750
    good price
    $2,589 below market
    • 55,475 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • District Auto Group (145 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Temple Hills, MD / 145 miles away from Chesapeake, VA

    CARFAX One-Owner. Clean CARFAX. Alloy wheels, Apple CarPlay/Android Auto, Black Chrome Surround 300S Grille, Black Headlamp Bezels, Black LED Taillamp...

    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: 2C3CCAAG3NH236722
    Stock: 679
    Certified Pre-Owned: No
    Listed since: 02-03-2025

  • $19,990
    fair price
    $325 below market
    • 33,523 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • Carvana - Richmond (95 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Richmond, VA / 95 miles away from Chesapeake, VA

    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: 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: 2C3CCAAG8JH137288
    Stock: 2003861592
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $23,795
    good price
    $1,558 below market
    • 38,592 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • DARCARS Chrysler Jeep Dodge Ram of Marlow Heights (145 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Temple Hills, MD / 145 miles away from Chesapeake, VA

    2022 Chrysler 300 Touring L Comfort Group Bright White Clearcoat RWD 3.6L V6 24V VVT 8-Speed Automatic CARFAX One-Owner. Clean CARFAX.ABS brakes, Allo...

    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: 2C3CCADG3NH174346
    Stock: 5U4043A
    Certified Pre-Owned: No
    Listed since: 07-31-2025

Showing 64 - 84 out of 414 listings

Consumer Reviews for the Chrysler 300

Read recent reviews for the Chrysler 300
Overall Consumer Rating
4.6 out of 5 stars39 Reviews
Write a vehicle reviewSee all 39 reviews
  • 5 star
    (79%)
  • 4 star
    (13%)
  • 3 star
    (3%)
  • 2 star
    (3%)
  • 1 star
    (3%)
5 out of 5 stars

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!
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Used 2021 Chrysler 300 in Chesapeake, VA Values

Estimated values
2021 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$20,232$22,592$24,974
Clean$19,800$22,069$24,352
Average$19,080$21,197$23,315
Rough$18,143$20,064$21,967

The average list price of a used 2021 Chrysler 300 in Chesapeake, Virginia is $23,467. The average mileage on a used Chrysler 300 2021 for sale in Chesapeake, Virginia is 52,052. Based on the average mileage of 52,052 for used 2021 Chrysler 300 for sale in Chesapeake, VA 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 Chesapeake, Virginia to be $19,080.

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