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414 listings
- New Listing$24,990fair price$356 above market
- 42,942 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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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: 2C3CCABG7MH585458
Stock: 2003885963
Certified Pre-Owned: No
Listed since: 07-15-2025 - $20,988fair price$1,535 below market
- 63,977 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Matthews Motors Clayton (148 mi away)
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Located in Clayton, NC / 148 miles away from Chesapeake, VA
**Save time, Buy Online with Matthews Motors Express Point.Click.Buy**We have over 300 certified pre-owned vehicles, most come with a lifetime powertr...
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: 2C3CCAAGXMH620253
Stock: 30115
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing$28,590fair price$677 below market
- 4,662 miles
- 1 accident, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Carvana - Baltimore (180 mi away)
- Home delivery*
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Located in Baltimore, MD / 180 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: 2C3CCAAG7PH538243
Stock: 2003953466
Certified Pre-Owned: No
Listed since: 08-12-2025 - New Listing$33,998good price$1,589 below market
- 21,295 miles
- 16 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IN to VA*
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Located in Indianapolis, IN / 577 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:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: 2C3CCABT1MH592287
Stock: 27668901
Certified Pre-Owned: No - $20,590fair price$705 below market
- 52,152 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 476 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: 2C3CCAAG0MH626546
Stock: 2003830420
Certified Pre-Owned: No
Listed since: 07-03-2025 - 85,772 miles
- No accidents, 3 owners, rental vehicle
- 18 City / 27 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram FIAT of Berlin (121 mi away)
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Located in Berlin, MD / 121 miles away from Chesapeake, VA
Clean CARFAX. 2019 Chrysler 300 Limited Velvet Red Pearlcoat 18/27 City/Highway MPG Limited Since 1908, i.G. Burton Auto Group has served Delmarva and...
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: 2C3CCAKG8KH542972
Stock: BS25131
Certified Pre-Owned: No
Listed since: 07-30-2025- Price Drop$21,590fair price$1,035 above market
- 64,089 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Atlanta, GA / 506 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: Yes
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAGXMH609320
Stock: 2003887291
Certified Pre-Owned: No
Listed since: 08-13-2025 - $24,590fair price$280 below market
- 39,553 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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: 2C3CCABG3MH636969
Stock: 2003827586
Certified Pre-Owned: No
Listed since: 06-30-2025 - New Listing$22,990fair price$1,357 above market
- 58,069 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 575 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: 2C3CCAAG8MH676062
Stock: 2004025546
Certified Pre-Owned: No
Listed since: 09-01-2025 - $25,998
- 37,070 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Fort Worth, TX / 1,225 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Star...
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: 2C3CCABG4MH636964
Stock: 10955P
Certified Pre-Owned: No - $26,998
- 39,139 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in McKinney, TX / 1,177 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: 2C3CCABG1MH585455
Stock: 27325766
Certified Pre-Owned: No - $22,587fair price$899 above market
- 67,510 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Medford, OR / 2,476 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats...
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: 2C3CCABG5MH549610
Stock: MH549610H
Certified Pre-Owned: No - New Listing
- 77,092 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Precise Automotive Group (161 mi away)
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Located in Chantilly, VA / 161 miles away from Chesapeake, VA
At Precise Automotive Group, We're making car buying easier and more convenient than ever! Enjoy FREE & FAST Shipping on all vehicles straight to your...
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: 2C3CCAAG6KH590729
Stock: P0729
Certified Pre-Owned: No
Listed since: 08-28-2025 - Price Drop
- 140 miles
- No accidents, personal use only
- 19 City / 30 Hwy MPG
- Crossroads Ford of Wake Forest (141 mi away)
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Located in Wake Forest, NC / 141 miles away from Chesapeake, VA
Clean CARFAX. 2023 Chrysler Bright White Clearcoat 300 Touring
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: 2C3CCAAG2PH677129
Stock: PC7568
Certified Pre-Owned: No
Listed since: 06-11-2025 - $19,495fair price$12 above market
- 64,315 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Imperial Highline (152 mi away)
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Located in Manassas, VA / 152 miles away from Chesapeake, VA
KEY FEATURES AND OPTIONS Comes equipped with: Quick Order Package 22g. This Chrysler 300 also includes Air Conditioning, Clock, Climate Control, Tacho...
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: 2C3CCABG4KH697776
Stock: 97776
Certified Pre-Owned: No
Listed since: 06-10-2025 - Price Drop$20,195fair price$1,103 above market
- 76,145 miles
- 1 accident, 4 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- Owings Mills DriveTime (184 mi away)
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Located in Owings Mills, MD / 184 miles away from Chesapeake, VA
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: 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: 2C3CCAKG1KH686833
Stock: 1630090141
Certified Pre-Owned: No
Listed since: 08-25-2025 - New Listing$18,400
- 48,779 miles
- Frame damage reported, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Unlimited Auto Sales (142 mi away)
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Located in Upper Marlboro, MD / 142 miles away from Chesapeake, VA
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: 2C3CCABG6MH550118
Stock: 550118
Certified Pre-Owned: No
Listed since: 10-19-2024 - 49 miles
- No accidents, personal use only
- 19 City / 30 Hwy MPG
- Crossroads Ford of Apex (161 mi away)
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Located in Apex, NC / 161 miles away from Chesapeake, VA
Clean Carfax, THIS IS A MUST SEE, CALL OR STOP BY TODAY ONLY AT CROSSROADS FORD OF APEX!, CALL NOW 919-467-1881!, Apple CarPlay/Android Auto, Black Ch...
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: 2C3CCAAG2PH707570
Stock: PC27722
Certified Pre-Owned: No
Listed since: 08-29-2025- New Listing$23,998fair price$1,203 above market
- 66,861 miles
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to VA*
Close
Located in Norcross, GA / 487 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:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG1MH537082
Stock: 27471586
Certified Pre-Owned: No - New Listing
- 24,425 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Atlanta, GA / 506 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: 2C3CCAAG1MH673469
Stock: 2004031706
Certified Pre-Owned: No
Listed since: 08-30-2025 - Price Drop
- 55,302 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 710 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: 2C3CCAAG5MH620502
Stock: 2003996101
Certified Pre-Owned: No
Listed since: 08-21-2025
Showing 43 - 63 out of 414 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 Chesapeake, VA Values
Estimated values
2021 Chrysler 300 S 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $20,628 | $23,040 | $25,476 |
| Clean | $20,188 | $22,507 | $24,842 |
| Average | $19,453 | $21,618 | $23,784 |
| Rough | $18,498 | $20,463 | $22,409 |
The average list price of a used 2021 Chrysler 300 in Chesapeake, Virginia is $23,837. The average mileage on a used Chrysler 300 2021 for sale in Chesapeake, Virginia is 47,111. Based on the average mileage of 47,111 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 $19,453.
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