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428 listings
- New Listing$22,998fair price$894 above market
- 58,377 miles
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to VA*
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Located in Augusta, GA / 401 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: 2C3CCAAG5MH557997
Stock: 27316666
Certified Pre-Owned: No - Price Drop
- 20,343 miles
- No accidents, 2 owners, personal use
- 19 City / 30 Hwy MPG
- Capital Chrysler Jeep Dodge Ram (149 mi away)
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Located in Garner, NC / 149 miles away from Chesapeake, VA
Capital Chrysler Jeep Dodge - NC is proud to offer this fantastic 2023 Chrysler 300 Bright White Clearcoat S.FACTORY CERTIFIED **, CARFAX CERTIFIED ...
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: 2C3CCABG7PH538354
Stock: GAJ11834
Certified Pre-Owned: Yes
Listed since: 05-19-2025 - 23,208 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to VA*
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Located in Montgomery, AL / 644 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: 2C3CCAAGXMH525790
Stock: 27406676
Certified Pre-Owned: No- Price Drop$22,590fair price$1,156 above market
- 83,788 miles
- No accidents, 1 owner, personal use
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 277 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: 2C3CCABG8MH541095
Stock: 2003835662
Certified Pre-Owned: No
Listed since: 06-21-2025 - New Listing$22,950
- 67,378 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Easterns Automotive Group of Laurel (166 mi away)
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Located in Laurel, MD / 166 miles away from Chesapeake, VA
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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: 2C3CCABG1MH549653
Stock: 162353
Certified Pre-Owned: No
Listed since: 05-16-2025 - Price Drop$26,590
- 37,016 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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: 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: 2C3CCABG0MH545643
Stock: 2003823239
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop
- 61,162 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARGXMH567154
Stock: 2003813402
Certified Pre-Owned: No
Listed since: 06-13-2025 - 54,672 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AZ to VA*
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Located in Tucson, AZ / 1,991 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: 2C3CCAAG9MH505112
Stock: 26640136
Certified Pre-Owned: No- 45,068 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- Keiths Auto Sales (180 mi away)
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Located in Penn Laird, VA / 180 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- $26,995
- 63,406 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Apple Auto Mitsubishi (199 mi away)
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Located in Elkton, MD / 199 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/30 Highway)
Listing Information:
VIN: 2C3CCABG2MH532991
Stock: 493779
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing$16,385
- 111,714 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Renn Kirby Mitsubishi (194 mi away)
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Located in Frederick, MD / 194 miles away from Chesapeake, VA
Gloss Black exterior and Black interior. Heated Leather Seats, Satellite Radio, Premium Sound System, Aluminum Wheels, ENGINE: 3.6L V6 24V VVT, TRANSM...
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: 2C3CCABGXKH516311
Stock: M02071
Certified Pre-Owned: No
Listed since: 06-21-2025 - $19,777
- 46,620 miles
- Frame damage reported, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Lease Return Center (139 mi away)
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Located in Triangle, VA / 139 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 - New Listing
- 85,772 miles
- No accidents, 3 owners, rental vehicle
- 18 City / 27 Hwy MPG
- i.g. Burton Chevrolet of Milford (159 mi away)
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Located in Milford, DE / 159 miles away from Chesapeake, VA
SEE IT AT THE MILFORD CHEVY LOCATION, BLUETOOTH HANDS FREE PHONE, Backup Camera, Quick Order Package 22T. Recent Arrival! 2019 Chrysler 300 LimitedSin...
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: 1251673B
Certified Pre-Owned: No
Listed since: 06-24-2025 - Price Drop$20,590fair price$562 above market
- 89,392 miles
- 1 accident, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 707 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: 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: 2C3CCABG7MH545381
Stock: 2003784579
Certified Pre-Owned: No
Listed since: 06-05-2025 - $21,995
- 64,315 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Imperial Highline (157 mi away)
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Located in Manassas, VA / 157 miles away from Chesapeake, VA
LOADED WITH VALUE! Comes equipped with: Quick Order Package 22g. This Chrysler 300 also includes Air Conditioning, Clock, Climate Control, Tachometer,...
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 - New Listing$23,998fair price$111 below market
- 53,378 miles
- 2 accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Burbank, CA / 2,355 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: 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: 2C3CCABG2MH520226
Stock: 27512234
Certified Pre-Owned: No - New Listing$24,998fair price$891 above market
- 53,405 miles
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Inglewood, CA / 2,364 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: 2C3CCABGXMH529353
Stock: 27504999
Certified Pre-Owned: No - New Listing$25,998
- 48,423 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to VA*
Close
Located in Memphis, TN / 769 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: 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: 2C3CCABGXMH660735
Stock: 27315665
Certified Pre-Owned: No - $26,500great price$3,127 below market
- 25,124 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 2,153 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seat...
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: 2C3CCABG7NH218044
Stock: N218044CD
Certified Pre-Owned: Yes - Not Priced
- 122,967 miles
- Frame damage reported, 5 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- 1 US Motors (186 mi away)
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Located in Edgewood, MD / 186 miles away from Chesapeake, VA
Vehicle Overview: **Vehicles come with complimentary Lifetime Powertrain warranty (with Qualifying purchase) The Eprice does not include state taxes s...
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: 2C3CCABG3KH559727
Stock: 559727
Certified Pre-Owned: No - New Listing
Photos not available$24,995- 69,529 miles
- 19 City / 30 Hwy MPG
- Crossroads Ford Fuquay Varina (159 mi away)
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Located in Fuquay Varina, NC / 159 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG1MH532738
Stock: PC4397
Certified Pre-Owned: No
Listed since: 05-30-2025
Showing 64 - 84 out of 428 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 Touring 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,776 | $19,099 | $21,445 |
| Clean | $16,418 | $18,657 | $20,911 |
| Average | $15,820 | $17,920 | $20,020 |
| Rough | $15,044 | $16,962 | $18,863 |
The average list price of a used 2021 Chrysler 300 in Chesapeake, Virginia is $23,818. The average mileage on a used Chrysler 300 2021 for sale in Chesapeake, Virginia is 61,193. Based on the average mileage of 61,193 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 $15,820.
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