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388 listings
- $19,995good price$1,666 below market
- 71,530 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Anchor Auto Outlet (156 mi away)
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Located in Cary, NC / 156 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: 2C3CCABG4MH549940
Stock: 54769
Certified Pre-Owned: No
Listed since: 08-26-2025 - $25,589fair price$64 below market
- 44,505 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- Vineland Chrysler Dodge Jeep Ram (196 mi away)
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Located in Vineland, NJ / 196 miles away from Chesapeake, VA
Recent Arrival! 2021 Chrysler 300 Touring Granite Crystal Metallic Clearcoat 18/27 City/Highway MPG #chrysler300 #usedchrysler300 #certifiedchrysler30...
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: 2C3CCARG7MH617539
Stock: D00259A
Certified Pre-Owned: Yes
Listed since: 08-18-2025 - $15,995
- 86,545 miles
- Frame damage reported, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Mega Auto Outlet (131 mi away)
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Located in Stafford, VA / 131 miles away from Chesapeake, VA
2021 CHRYSLER 300 REAR WHEEL DRIVE with powerful 3.6L V6 24V VVT engine and driven only 86545 miles! Fully loaded and much more! CARFAX CERTIFIED**FIN...
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: 2C3CCABG9MH528923
Stock: MAO4885
Certified Pre-Owned: No - $19,495fair price$486 above market
- 91,008 miles
- 1 accident, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Kargar Motors (150 mi away)
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Located in Manassas, VA / 150 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
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: 2C3CCABG4MH620229
Stock: KMM12849
Certified Pre-Owned: No - 59,585 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- CarMax Virginia Beach (9 mi away)
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Located in Virginia Beach, VA / 9 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: 2C3CCAAG5MH557997
Stock: 27316666
Certified Pre-Owned: No- $19,700
- 50,117 miles
- Frame damage reported, 4 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Lease Return Center (134 mi away)
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Located in Triangle, VA / 134 miles away from Chesapeake, VA
**WE FINANCE**2021 CHRYSLER 300S**BACK-UP CAMERA**BLIND SPOT MONITOR**BLUETOOTH**CROSS-TRAFFIC ALERT**HEATED FRONT SEATS**INTEGRATED TURN SIGNAL**KEYL...
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: 2C3CCABG2MH529041
Stock: MH529041
Certified Pre-Owned: No - $29,443
- 9,010 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Pride Auto Sales (121 mi away)
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Located in Fredericksburg, VA / 121 miles away from Chesapeake, VA
*S Model Package* *Panoramic Roof* *Red Interior* *Back-Up Camera* *Keyless Start* *Premium Sound System* 3 months or 3,000 miles warranty included on...
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: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG9MH509207
Stock: 509207
Certified Pre-Owned: No - Price Drop$20,500great price$3,969 below market
- 42,269 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Koons Kia of Woodbridge (139 mi away)
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Located in Woodbridge, VA / 139 miles away from Chesapeake, VA
POST LABOR DAY SPECIAL!! 2022 Chrysler 300 Touring **BLUETOOTH**, **ONE OWNER**, **WOW WOW**, **LOW LOW MILES**, **EASY TO FINANCE**, **REAR BACKUP CA...
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: 2C3CCAAGXNH170900
Stock: KWKP220251
Certified Pre-Owned: No
Listed since: 07-28-2025 - Price Drop
- 71,932 miles
- 1 accident, 4 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Capital Blvd DriveTime (145 mi away)
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Located in Raleigh, NC / 145 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: Yes
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAGXMH511985
Stock: 1190216826
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$19,390great price$4,967 below market
- 69,479 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- DARCARS Toyota of Silver Spring (161 mi away)
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Located in Silver Spring, MD / 161 miles away from Chesapeake, VA
2020 Chrysler 300 Touring CARFAX One-Owner.Bright White Clearcoat RWD 3.6L V6 24V VVT 8-Speed Automatic Odometer is 1980 miles below market average!...
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: 2C3CCAAG2LH173626
Stock: 52A7067B
Certified Pre-Owned: No
Listed since: 08-17-2025 - New Listing$19,990good price$1,769 below market
- 91,896 miles
- 1 accident, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana - Richmond (95 mi away)
- Home delivery*
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Located in Richmond, VA / 95 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: 2C3CCABG8LH141732
Stock: 2003900541
Certified Pre-Owned: No
Listed since: 08-05-2025 - $20,998fair price$341 above market
- 74,367 miles
- No accidents, 3 owners, rental vehicle
- 19 City / 30 Hwy MPG
- CarMax Dulles (165 mi away)
Close
Located in Sterling, VA / 165 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: 2C3CCAEGXLH123003
Stock: 27677904
Certified Pre-Owned: No - Price Drop$20,399fair price$68 below market
- 85,492 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Rocky Mount Chrysler Dodge Jeep Ram FIAT (106 mi away)
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Located in Rocky Mount, NC / 106 miles away from Chesapeake, VA
CARFAX One-Owner. Bright White Clearcoat 2022 Chrysler 300 Touring RWD 8-Speed Automatic 3.6L V6 24V VVT 19/30 City/Highway MPG At Rocky Mount Chrysle...
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: 2C3CCAAG0NH139588
Stock: J5009A
Certified Pre-Owned: No
Listed since: 07-21-2025 - $23,995fair price$461 above market
- 72,468 miles
- No accidents, 3 owners, rental vehicle
- CarVault of Waldorf (131 mi away)
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Located in Waldorf, MD / 131 miles away from Chesapeake, VA
Visit CarVault of Waldorf to shop our great deals. You can call 240-607-9909 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:
Listing Information:
VIN: 2C3CCABT5LH164236
Stock: CVL2067
Certified Pre-Owned: No - $23,995fair price$1,004 above market
- 75,991 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram of Smyrna (177 mi away)
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Located in Smyrna, DE / 177 miles away from Chesapeake, VA
***THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCTION AND IS BEING OFFERED AT WHOLESALE PRICE, 300 Touring, 4D Sedan, 3.6L V6 24V VVT, 8-Spee...
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: 2C3CCADG4NH121185
Stock: N257189A
Certified Pre-Owned: Yes
Listed since: 07-24-2025 - Price Drop$49,500great price$5,006 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 - $20,950great price$6,297 below market
- 46,732 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Bowditch Ford (22 mi away)
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Located in Newport News, VA / 22 miles away from Chesapeake, VA
2021 Chrysler 300 Touring L Bright White Clearcoat RWD 8-Speed Automatic 3.6L V6 24V VVT#1 Priced 300 L in the entire state of Virginia. Garage kept 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: 2C3CCAAG2MH555091
Stock: P12109
Certified Pre-Owned: No
Listed since: 08-23-2025 - New Listing
Photos not available$23,900fair price$386 below market- 65,359 miles
- 19 City / 30 Hwy MPG
- 1 US Motors (182 mi away)
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Located in Edgewood, MD / 182 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 Unavailable.
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABGXNH154257
Stock: 154257
Certified Pre-Owned: No - $27,000fair price$691 above market
- 23,404 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- i.g. Burton Toyota of Dover (170 mi away)
Close
Located in Dover, DE / 170 miles away from Chesapeake, VA
ONE OWNER, CAR PLAY, BACKUP CAMERA!!2022 Chrysler 300 Touring 4D Sedan 3.6L V6 24V VVT RWD19/30 City/Highway MPGThank you for shopping i.G. Bur...
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: 2C3CCAAGXNH134463
Stock: T251626A
Certified Pre-Owned: No
Listed since: 08-25-2025 - $24,914
- 95,757 miles
- No accidents, 3 owners, corporate fleet vehicle
- Autova (164 mi away)
Close
Located in Madison Heights, VA / 164 miles away from Chesapeake, VA
Discover the Power and Prestige of the 2020 Chrysler 300 S: A Sophisticated Sedan for the Discerning Driver Seeking Performance and StyleStep into ...
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:
Listing Information:
VIN: 2C3CCABTXLH180819
Stock: 16140
Certified Pre-Owned: No
Listed since: 08-01-2025 - $17,500fair price$384 below market
- 97,597 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Car Choice (7 mi away)
Close
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
Showing 1 - 21 out of 388 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 | $19,936 | $22,148 | $24,383 |
| Clean | $19,510 | $21,636 | $23,776 |
| Average | $18,800 | $20,781 | $22,763 |
| Rough | $17,878 | $19,671 | $21,447 |
The average list price of a used 2021 Chrysler 300 in Chesapeake, Virginia is $23,240. The average mileage on a used Chrysler 300 2021 for sale in Chesapeake, Virginia is 63,200. Based on the average mileage of 63,200 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 $18,800.
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