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414 listings
- Price Drop$18,995great price$4,110 below market
- 69,529 miles
- No accidents, 2 owners, rental vehicle
- 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
2021 Chrysler 300S RWDBlue CertifiedSport-tuned V6, leather-trimmed performance seats, heated front seats, 8.4" touchscreen with Apple CarPlay/Android...
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: 2C3CCABG1MH532738
Stock: PC4397
Certified Pre-Owned: No
Listed since: 06-12-2025 - Price Drop$49,500great price$4,845 below market
- 2,155 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (156 mi away)
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Located in Vienna, VA / 156 miles away from Chesapeake, VA
Recent Arrival! 2023 Chrysler 300 C RWD Bright White ClearcoatOdometer is 13910 miles below market average!**NAVIGATION**, **POWER SUNROOF**, **HE...
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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJ3PH501175
Stock: 253183A
Certified Pre-Owned: No
Listed since: 07-09-2025 - $17,500fair price$451 below market
- 97,597 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Car Choice (7 mi away)
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Located in Virginia Beach, VA / 7 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/30 Highway)
Listing Information:
VIN: 2C3CCAAG8LH193895
Stock: 14188
Certified Pre-Owned: No - $14,450good price$2,346 below market
- 115,574 miles
- No accidents, 2 owners, personal use only
- 18 City / 27 Hwy MPG
- Glen Burnie Auto Exchange (165 mi away)
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Located in Glen Burnie, MD / 165 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: 2C3CCAGG6KH517514
Stock: U6617
Certified Pre-Owned: No
Listed since: 02-20-2025 - New Listing$11,995good price$1,984 below market
- 129,067 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- DMV Auto (133 mi away)
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Located in Stafford, VA / 133 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: 2C3CCABGXKH537949
Stock: DMV1602
Certified Pre-Owned: No - Price Drop$25,700good price$1,768 below market
- 41,936 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Granite Crystal Metallic Clearcoat 2023 Chrysler 300 S RWD 8-Speed Automatic 3.6L V6 24V VVT 300 S, 4D Sedan, 3.6L V6 ...
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: 2C3CCABG9PH573610
Stock: 18P6479
Certified Pre-Owned: No
Listed since: 07-18-2025 - New Listing$52,395good price$2,044 below market
- 1,811 miles
- No accidents, 2 owners, personal use only
- 15 City / 24 Hwy MPG
- AutoNation Chevrolet Timonium (185 mi away)
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Located in Timonium, MD / 185 miles away from Chesapeake, VA
Panoramic RoofLeather SeatsNavigation SystemLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Black; 300 C Logo Laguna Leather Se...
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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJXPH501982
Stock: PH501982
Certified Pre-Owned: No
Listed since: 09-02-2025 - $20,495good price$2,041 below market
- 77,315 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Daxs Deals (191 mi away)
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Located in Fayetteville, NC / 191 miles away from Chesapeake, VA
Thank you for viewing our 2021 CHRYSLER 300 S V6 RWD for sale in Fayetteville, NC. If you have any specific questions please contact us. We will be gl...
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: 2C3CCABG8MH529254
Stock: 529254
Certified Pre-Owned: No
Listed since: 06-01-2025 - Price Drop$14,500fair price$870 below market
- 101,598 miles
- No accidents, 2 owners, personal use
- 19 City / 30 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
2019 Chrysler 300 Touring Glide through traffic like you own the road because with this Chrysler 300 Touring, you basically do. Its got style, its ...
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: 2C3CCAAG3KH613397
Stock: J42887A
Certified Pre-Owned: No
Listed since: 03-25-2025 - $22,499good price$1,764 below market
- 53,513 miles
- No accidents, 2 owners, rental vehicle
- 18 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Bloomington, CA / 2,304 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 2C3CCARG7MH558475
Stock: 8DWD3T
Certified Pre-Owned: No
Listed since: 06-10-2025 - $20,480good price$1,387 below market
- 81,392 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Salem, OR / 2,470 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: 2C3CCABG6MH523596
Stock: V523596
Certified Pre-Owned: No - Price Drop$20,495good price$1,220 below market
- 56,728 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Westgate Chrysler Dodge Jeep Ram of Burgaw (181 mi away)
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Located in Burgaw, NC / 181 miles away from Chesapeake, VA
The 2021 Chrysler 300 Touring is your stylish nod to modern luxurybold, smooth, and dressed to impress. Its potent V6 engine and confident rear-wheel-...
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: 2C3CCAAG7MH515864
Stock: 2507XP
Certified Pre-Owned: No
Listed since: 03-09-2025 - New Listing$24,980good price$1,594 below market
- 51,587 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Auto-Mattox (146 mi away)
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Located in Appomattox, VA / 146 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. This vehicle is located at Auto-Mattox. 151 Moses Avenue, Appomattox, VA 24522., 300 S, 3.6L V6 24V VVT, Black Leather...
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: 2C3CCABG0PH569512
Stock: M5302
Certified Pre-Owned: No
Listed since: 03-10-2025 - New Listing$20,990fair price$596 below market
- 85,089 miles
- No accidents, 2 owners, 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: 2C3CCABG9MH529263
Stock: 2003854611
Certified Pre-Owned: No
Listed since: 06-28-2025 - New Listing$20,195fair price$720 below market
- 69,690 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Fred Anderson Kia of Raleigh (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Recent Arrival! CARFAX One-Owner. Clean CARFAX. 2021 Chrysler 300 Touring Bright White Clearcoat 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Cond...
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: 2C3CCAAG1MH516041
Stock: SS100642A
Certified Pre-Owned: No
Listed since: 08-27-2025 - Price Drop$27,990fair price$713 below market
- 32,020 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Southern Acura Newport News (26 mi away)
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Located in Newport News, VA / 26 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX.Navigation/GPS, Sunroof/Moonroof, ALLOY WHEELS, APPLE ANDROID CARPLAY, BACKUP C...
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: 2C3CCABG4PH637018
Stock: ZP10432
Certified Pre-Owned: No
Listed since: 08-19-2025 - $19,999good price$2,055 below market
- 72,937 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Greenville AutoWorld (105 mi away)
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Located in Greenville, NC / 105 miles away from Chesapeake, VA
Located in Eastern NC, DRIVEhereNOW.com and its' two Greenville locations offer an impressive inventory of quality used vehicles. Our courteous sales ...
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: 2C3CCABG5MH520432
Stock: 520432
Certified Pre-Owned: No
Listed since: 02-19-2025 - New Listing$33,590
- 37,503 miles
- No accidents, 2 owners, personal use only
- 16 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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: 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:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: 2C3CCABT1MH511997
Stock: 2003921336
Certified Pre-Owned: No
Listed since: 07-27-2025 - New Listing$11,499great price$2,388 below market
- 122,675 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Murphy Motor Co of Oxford (133 mi away)
Close
Located in Oxford, NC / 133 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: 2C3CCAEG6KH693546
Stock: 693546
Certified Pre-Owned: No - $20,590fair price
- 73,111 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,193 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: 2C3CCAAG8MH572137
Stock: 2003809432
Certified Pre-Owned: No
Listed since: 06-23-2025 - New Listing$15,999fair price$1,203 below market
- 103,300 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Karas Auto Sales (191 mi away)
Close
Located in Sanford, NC / 191 miles away from Chesapeake, VA
*NO ACCIDENTS! 3 OWNERS! NC VEHICLE! PENTASTAR 3.6L V6! LEATHER! DUAL CLIMATE! BACKUP CAMERA! BLUETOOTH AUDIO! TOUCH SCREEN DISPLAY! SCREEN PROJECTION...
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: 2C3CCABG3KH592761
Stock: 592761
Certified Pre-Owned: No
Listed since: 09-03-2025
Showing 22 - 42 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 | $18,786 | $21,374 | $23,987 |
| Clean | $18,385 | $20,880 | $23,389 |
| Average | $17,716 | $20,055 | $22,393 |
| Rough | $16,846 | $18,983 | $21,099 |
The average list price of a used 2021 Chrysler 300 in Chesapeake, Virginia is $23,087. The average mileage on a used Chrysler 300 2021 for sale in Chesapeake, Virginia is 70,292. Based on the average mileage of 70,292 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 $17,716.
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