Skip to main content
Skip to Filters
439 listings
  • $6,500
    fair price
    $12 below market
    • 160,105 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 15 City / 22 Hwy MPG
    • CarNation LLC (88 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Richmond, VA / 88 miles away from Chesapeake, VA

    This Chrysler 300 is ready and waiting for you to take it home today. This Chrysler 300 has been smoke free since when it was new. As with all our Sed...

    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:

    18 Combined MPG (15 City/22 Highway)

    Listing Information:

    VIN: 2C3KK63H88H218092
    Stock: XB218092
    Certified Pre-Owned: No
    Listed since: 09-05-2024

  • Price Drop
    $18,999
    fair price
    $676 above market
    • 48,163 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 19 City / 30 Hwy MPG
    • i.g. Burton Lewes Automall (151 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Lewes, DE / 151 miles away from Chesapeake, VA

    Recent Arrival! 2018 Chrysler 300 Touring Touring Odometer is 36754 miles below market average! Since 1908, i.G. Burton Auto Group has served Delmarva...

    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: 2C3CCAAG7JH320598
    Stock: L251568B
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • $12,490
    fair price
    $1,083 below market
    • 103,621 miles
    • 2 accidents, 2 owners, rental vehicle
    • 19 City / 31 Hwy MPG
    • MT Car Sales (136 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Goldsboro, NC / 136 miles away from Chesapeake, VA

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCAEG8GH348428
    Stock: 348428
    Certified Pre-Owned: No
    Listed since: 09-20-2024

    • 72,805 miles
    • No accidents, 3 owners, personal use only
    • 19 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Indianapolis, IN / 578 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/31 Highway)

    Listing Information:

    VIN: 2C3CCAEG0GH252910
    Stock: 2003641383
    Certified Pre-Owned: No
    Listed since: 04-23-2025

    • 73,073 miles
    • No accidents, 1 owner, personal use only
    • 18 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cleveland, OH / 440 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCASG8GH329236
    Stock: 2003683020
    Certified Pre-Owned: No
    Listed since: 04-23-2025

  • New Listing
    $25,998
    fair price
    $904 above market
    • 10,462 miles
    • 18 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Knoxville, TN / 445 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: 2C3CCAGG7GH113113
    Stock: 27264115
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    $12,997
    fair price
    $455 below market
    • 134,800 miles
    • 18 City / 27 Hwy MPG
    • A. Estates Inc. (198 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Vineland, NJ / 198 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG9GH311482
    Stock: R61025
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • New Listing
    $14,995
    fair price
    $182 above market
    • 86,929 miles
    • 6 accidents, 2 owners, personal use only
    • 19 City / 31 Hwy MPG
    • Carnova (137 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Stafford, VA / 137 miles away from Chesapeake, VA

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCABG5GH329016
    Stock: CSA7781
    Certified Pre-Owned: No

  • $16,750
    fair price
    $423 above market
    • 51,755 miles
    • 1 accident, 2 owners, personal use only
    • 19 City / 31 Hwy MPG
    • Easterns Automotive Group of Sterling / Direct Car Buying (170 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sterling, VA / 170 miles away from Chesapeake, VA

    more

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG7GH198155
    Stock: 157164
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • $11,900
    fair price
    $193 above market
    • 130,660 miles
    • 2 accidents, 2 owners, rental vehicle
    • 19 City / 31 Hwy MPG
    • Marlow Motor (185 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Front Royal, VA / 185 miles away from Chesapeake, VA

    Marlow Motor Company has built a reputation for providing premium customer service and these efforts extend well beyond our sales floor to our service...

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG2GH268354
    Stock: 6C8354PA
    Certified Pre-Owned: No
    Listed since: 05-29-2025

    • 177,255 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 19 City / 31 Hwy MPG
    • Midgette Auto Sales (50 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Harbinger, NC / 50 miles away from Chesapeake, VA

    The 2016 Chrysler 300 Limited is a luxurious full-size sedan that combines classic styling with modern features. Its bold exterior showcases a distinc...

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG4GH219480
    Stock: 16091A
    Certified Pre-Owned: No
    Listed since: 09-24-2024

    • 80,649 miles
    • No accidents, 2 owners, personal use
    • 18 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Chicago, IL / 745 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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCARG8GH244502
    Stock: 2003785996
    Certified Pre-Owned: No
    Listed since: 06-05-2025

  • New Listing
    • 79,088 miles
    • No accidents, 2 owners, rental vehicle
    • 19 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Chicago, IL / 745 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: Yes

    Features and Specs:

    23 Combined MPG (19 City/31 Highway)

    Listing Information:

    VIN: 2C3CCABG4GH260951
    Stock: 2003686065
    Certified Pre-Owned: No
    Listed since: 06-02-2025

    • 103,059 miles
    • No accidents, 3 owners, rental vehicle
    • 19 City / 31 Hwy MPG
    • Parsons automotive East (178 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Essex, MD / 178 miles away from Chesapeake, VA

    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/31 Highway)

    Listing Information:

    VIN: 2C3CCAAG0GH233778
    Stock: VIN
    Certified Pre-Owned: No
    Listed since: 05-16-2025

    • 118,489 miles
    • 1 accident, 3 owners, rental vehicle
    • 17 City / 24 Hwy MPG
    • Wheel Deal Auto Sales (12 mi away)
    • Leather Seats
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Multi-Zone Climate C...
    • Auto Climate Control
    Close

    Located in Norfolk, VA / 12 miles away from Chesapeake, VA

    2008 Chrysler 300 119k miles Fog Lights Leather Seats Heated Seats Alloy Wheels Heated Mirrors Satellite Radio AM/FM Adjustable Steering Wheel Air Con...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/24 Highway)

    Listing Information:

    VIN: 2C3KA33GX8H255461
    Stock: 5461
    Certified Pre-Owned: No
    Listed since: 11-15-2024

    • 116,562 miles
    • No accidents, 2 owners, personal use only
    • 18 City / 27 Hwy MPG
    • Alars, Inc (197 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Vinton, VA / 197 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: 2C3CCARG3GH311541
    Stock: 11325
    Certified Pre-Owned: No
    Listed since: 03-21-2025

    • 36,464 miles
    • Frame damage reported, 2 owners, rental vehicle
    • 19 City / 30 Hwy MPG
    • Timeless Motorcars (136 mi away)
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    • Power Driver Seat
    Close

    Located in Stafford, VA / 136 miles away from Chesapeake, VA

    Timeless Motorcars we Thrive on our Customer Service and the capability to Provide cars to the community at a Fair Price. When you buy from Timeless M...

    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: 2C3CCAEG7JH130004
    Stock: 130004
    Certified Pre-Owned: No

    • 95,992 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Greenville AutoWorld (102 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Greenville, NC / 102 miles away from Chesapeake, VA

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAGG0GH278288
    Stock: 14111
    Certified Pre-Owned: No
    Listed since: 03-05-2025

  • Stock photo**
    • 31,244 miles
    • 2 accidents, 3 owners, corporate fleet vehicle
    • 18 City / 27 Hwy MPG
    • Premier Auto Imports - Waldorf Lot (137 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waldorf, MD / 137 miles away from Chesapeake, VA

    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:

    21 Combined MPG (18 City/27 Highway)

    Listing Information:

    VIN: 2C3CCAKG2GH182590
    Stock: 21432
    Certified Pre-Owned: No
    Listed since: 02-02-2025

  • $5,995
    good price
    $1,657 below market
    • 93,145 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 26 Hwy MPG
    • MK Motors (165 mi away)
    • Power Driver Seat
    • Rear Bench Seats
    • Aux Audio Inputs
    • Fold Flat Rear Seats
    Close

    Located in Chantilly, VA / 165 miles away from Chesapeake, VA

    Visit RZ Motors to shop our great deals. You can contact us or call 7**-9**-2*** to schedule your test drive today.

    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/26 Highway)

    Listing Information:

    VIN: 2C3KA43R77H869227
    Stock: Rz69227
    Certified Pre-Owned: No
    Listed since: 08-28-2024

  • Price Drop
    $18,395
    good price
    $2,430 below market
    • 42,295 miles
    • No accidents, 1 owner, personal use only
    • 19 City / 30 Hwy MPG
    • John Hiester Chevrolet (160 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fuquay Varina, NC / 160 miles away from Chesapeake, VA

    ONE OWNER ACCIDENT FREE CARFAX, POWER SUNROOF/MOONROOF, APPLE CARPLAY/ANDROID AUTO, HEATED SEATS, REAR BACKUP CAMERA, Bluetooth HANDS FREE, NAVIGATI...

    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: 2C3CCAAG8HH557997
    Stock: N25051C
    Certified Pre-Owned: No
    Listed since: 05-02-2025

Showing 127 - 147 out of 439 listings

Consumer Reviews for the Chrysler 300

Read recent reviews for the Chrysler 300
Overall Consumer Rating
4.6 out of 5 stars53 Reviews
Write a vehicle reviewSee all 53 reviews
  • 5 star
    (74%)
  • 4 star
    (19%)
  • 3 star
    (8%)
  • 2 star
    (0%)
  • 1 star
    (0%)
3 out of 5 stars

So finally I write my in depth review..

nOrakat, 07/18/2016
2012 Chrysler 300 Limited 4dr Sedan (3.6L 6cyl 8A)
So finally I write my in depth review after owning the car for over 3 years, from brand new in 2012. I am a professional Livery driver and spent many hours in this car. First the best aspects of the car: -Even with my 3.6L engine, this car is fast and I think this is what the designers focused on mostly; never had a car that peeled out before. Great torque and fairly responsive. The … torque also allows the car to get up to speed without revving too high so in that sense the engine is quiet. Exhaust is quiet. Transmission is fairly good with some inconsistencies and quirks. Car is large and roomy (except for maybe the ceiling height) and passengers in the back comment often on how comfortable it is back there. Now some bad: My biggest gripe about this car is the suspension. It feels OK over small bumps but it feels like you crashed into a truck if you hit a small pothole or go over bad roads which are numerous here in NYC. The suspension is unrefined, but still better than my friends Cadillac XTS which also has a horrible suspension. The build of this car is not very good. Pieces vibrating, creaking sounds coming from the rear and my sunroof, ceiling and other places, which gives the impression that it is *not* a solid car. Even the right side of my top panel, next to my windshield keeps popping up. This in combination with the feeling of the harsh suspension makes it feel like the car is falling apart. For the few years I have owned this car, I had tons of trouble. I had to change the battery twice, the entire front suspension, rear shocks, water pump, fuel pump, and a bunch of other minor problems. The suspension being the most costly. My airbag light goes on and off. The rear windows screech as they go up and down. Anyway, you get the point. The entertainment and touch control system is great, I like the screen size and the way it works. However my Bluetooth connection stopped working and I cannot connect my phone anymore. Sound system is very decent. Sunroof is great and can vent it without the rain pouring in. Wheels are fake chrome with a plastic facade. Steering wheel is just ok and can hurt the hands after a while. Leather seats are decent, with a solid base but still a bit unrefined; can still sit comfortably for a long time. Still a great deal if you get close to the base model price with a warranty which is close to the price of a Camry. Would still rather own this car over a Camry and other similar price range cars any day.
Report abuse

Used 2008 Chrysler 300 in Chesapeake, VA Values

Estimated values
2008 Chrysler 300 C 4dr Sedan AWD (5.7L 8cyl 5A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$3,310$4,531$5,278
Clean$3,140$4,258$4,916
Average$2,856$3,804$4,314
Rough$2,488$3,213$3,530

The average list price of a used 2008 Chrysler 300 in Chesapeake, Virginia is $15,588. The average mileage on a used Chrysler 300 2008 for sale in Chesapeake, Virginia is 87,934. Based on the average mileage of 87,934 for used 2008 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 2008 in Chesapeake, Virginia to be $2,856.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius200 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.