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430 listings
- New Listing$14,994great price$3,282 below market
- 80,262 miles
- 3 accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Safford Brown Hyundai Fairfax (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! 2019 Chrysler 300 Touring Velvet Red Pearlcoat RWDThis vehicle is part of our DIY (Do it Yourself) program. T...
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: 2C3CCAAG6KH561439
Stock: P8245
Certified Pre-Owned: No
Listed since: 05-19-2025 - Price Drop$28,990fair price$1,234 below market
- 8,557 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- AutoNation Honda Dulles (170 mi away)
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Located in Sterling, VA / 170 miles away from Chesapeake, VA
Comfort GroupLeather SeatsKeyless StartCooled Front Seat(S)Engine: 3.6L V6 24V VvtFront License Plate BracketGloss BlackLinen/Black; Leather W/...
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: 2C3CCADG2PH662139
Stock: PH662139
Certified Pre-Owned: No
Listed since: 04-24-2025 - Price Drop$24,000great price$2,086 below market
- 47,103 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
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Located in Westminster, MD / 199 miles away from Chesapeake, VA
2023 Chrysler 300 S Gloss Black 8-Speed Automatic RWD 3.6L V6 24V VVTCARFAX One-Owner. Odometer is 4325 miles below market average!BLUETOOTH, BACK UP ...
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: 2C3CCABG0PH524327
Stock: BJ1574
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$49,550fair price$943 below market
- 16,136 miles
- No accidents, 2 owners, personal use only
- 15 City / 24 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Clean CARFAX. 300 C Logo Laguna Leather Seats, 4 Wheel Independent High Performance Suspension, Adaptive suspension, Apple CarPlay/Android Auto, Navig...
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: 2C3CCAPJ9PH501150
Stock: J43161A
Certified Pre-Owned: No
Listed since: 04-28-2025 - $16,997good price$2,012 below market
- 71,000 miles
- No accidents, 3 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Back-Up Camera Bluetooth Connection Climate Control Fog Lamps Heated Front Seat(S) Keyless Start Multi-Zone A/C Power Driver Seat Power Passenger 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: 2C3CCABG9KH635113
Stock: P635113
Certified Pre-Owned: No
Listed since: 01-08-2025 - New Listing$20,349great price$3,474 below market
- 56,600 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Iselin, NJ / 284 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:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG0MH542158
Stock: 7V7D11
Certified Pre-Owned: No
Listed since: 02-26-2025 - $12,433good price$1,627 below market
- 130,632 miles
- No accidents, 5 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Auto Deal Makers (165 mi away)
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Located in Chantilly, VA / 165 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: 2C3CCABG7KH516458
Stock: 516458
Certified Pre-Owned: No - $15,350good price$1,682 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
Alloy wheels, Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Power driver seat, Quick Order Package 22E (DISC), 4-Wheel Disc Brakes, 6 Spea...
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 - Price Drop$20,400good price$2,052 below market
- 67,476 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Greensboro Auto Center (199 mi away)
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Located in Greensboro, NC / 199 miles away from Chesapeake, VA
Certified. Bright White Clearcoat 2021 Chrysler 300 S RWD 8-Speed Automatic 3.6L V6 24V VVT CLEAN CARFAX / NO ACCIDENTS REPORTED **, BACK UP CAMERA **...
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: 2C3CCABG8MH585498
Stock: 3121
Certified Pre-Owned: No
Listed since: 02-14-2025 - New Listing$20,590fair price
- 90,759 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,213 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: 2C3CCABG2MH537060
Stock: 2003721008
Certified Pre-Owned: No
Listed since: 05-13-2025 - $27,682good price$1,355 below market
- 27,999 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Boyd Chevrolet GMC of Emporia (73 mi away)
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Located in Emporia, VA / 73 miles away from Chesapeake, VA
Thank You for shopping at Boyd Chevrolet GMC of Emporia, VA! 300 S, 4D Sedan, 3.6L V6 24V VVT, 8-Speed Automatic, RWD, Silver Mist Clearcoat, Black Le...
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: 2C3CCABG5PH644527
Stock: GP4262
Certified Pre-Owned: No
Listed since: 02-05-2025 - Price Drop$19,200good price$1,295 below market
- 91,956 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Walkers Auto (187 mi away)
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Located in Reidsville, NC / 187 miles away from Chesapeake, VA
Wow super nice Chrysler 300 S No Accidents Upgraded exhaust Back Up Cameras Heated Seats Apple car play Sirius XM 8.4 Inch Touch Screen Leather Sea...
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: 2C3CCABG2MH523921
Stock: 523921
Certified Pre-Owned: No
Listed since: 06-07-2025 - New Listing$20,990fair price$120 below market
- 89,814 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 480 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: 2C3CCABG1MH549796
Stock: 2003647083
Certified Pre-Owned: No
Listed since: 04-15-2025 - Price Drop$28,571fair price$457 below market
- 28,071 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Crossroads Chrysler Jeep Dodge Ram (72 mi away)
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Located in Prince George, VA / 72 miles away from Chesapeake, VA
Chrysler 300 3.6L V6 24V VVT 8-Speed Automatic 4-Wheel Disc Brakes, 9 Speakers, ABS brakes, Anti-whiplash front head restraints, 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: 2C3CCABG9PH652503
Stock: PC5165
Certified Pre-Owned: No
Listed since: 05-02-2025 - $25,748fair price$977 below market
- 28,042 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Fayetteville Acura (193 mi away)
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Located in Fayetteville, NC / 193 miles away from Chesapeake, VA
LOCAL TRADE, Adaptive Bi-Xenon HID Headlamps, Auto Adjust In Reverse Exterior Mirrors, Automatic Headlamp Leveling System, Body Color Performance Fron...
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: 2C3CCABGXMH618842
Stock: MH618842
Certified Pre-Owned: No
Listed since: 06-10-2025 - $14,995good price$1,616 below market
- 91,418 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- InTouch Auto Outlet (126 mi away)
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Located in Spotsylvania Courthouse, VA / 126 miles away from Chesapeake, VA
20 Inch Plus Wheels Front Seat Heaters Alloy Wheels Leather Seats Alpine Sound System Rear View Camera Android Auto Remote Start Apple CarPlay Satelli...
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: 2C3CCABG8KH559691
Stock: A5108
Certified Pre-Owned: No - $29,400fair price$329 below market
- 32,589 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Suttle Buick GMC (31 mi away)
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Located in Newport News, VA / 31 miles away from Chesapeake, VA
2023 Chrysler 300 S Gloss Black LEATHER, ONE OWNER CLEAN CARFAX, NAVIGATION / GPS, GM 172 POINT INSPECTION, PANORAMIC ROOF, Apple Car Play/Android Aut...
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: 2C3CCABG6PH509492
Stock: 449521C
Certified Pre-Owned: No
Listed since: 05-21-2025 - $21,999good price$839 below market
- 56,728 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Westgate Chrysler Dodge Jeep Ram of Burgaw (179 mi away)
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Located in Burgaw, NC / 179 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 - $21,999fair price$1,344 below market
- 62,117 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in El Cajon, CA / 2,312 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: 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: 2C3CCABGXMH532964
Stock: 7VMCD7
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing$21,999fair price$921 below market
- 67,088 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Victorville, CA / 2,295 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: 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: 2C3CCABG7MH634562
Stock: 7V5TJ8
Certified Pre-Owned: No
Listed since: 06-10-2025 - $25,765fair price$470 below market
- 50,945 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Lynchburg Nissan (172 mi away)
Close
Located in Forest, VA / 172 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Velvet Red Pearlcoat 2023 Chrysler 300 S RWD 8-Speed Automatic 3.6L V6 24V VVT***WE HAVE GUARANTEED CREDIT APPROVAL*...
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: 2C3CCABG2PH609010
Stock: P18737
Certified Pre-Owned: No
Listed since: 03-10-2025
Showing 22 - 42 out of 430 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 2019 Chrysler 300 in Chesapeake, VA Values
Estimated values
2019 Chrysler 300 Touring L 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,571 | $18,864 | $20,911 |
| Clean | $16,067 | $18,274 | $20,241 |
| Average | $15,227 | $17,292 | $19,124 |
| Rough | $14,134 | $16,016 | $17,672 |
The average list price of a used 2019 Chrysler 300 in Chesapeake, Virginia is $22,952. The average mileage on a used Chrysler 300 2019 for sale in Chesapeake, Virginia is 61,757. Based on the average mileage of 61,757 for used 2019 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 2019 in Chesapeake, Virginia to be $15,227.
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