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2,604 listings
  • Price Drop
    • 80,260 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Glen Burnie DriveTime (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Glen Burnie, MD / 169 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG1KC565524
    Stock: 1630090433
    Certified Pre-Owned: No
    Listed since: 04-04-2025

    • 28,497 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Ocola, FL / 629 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBGXMC769529
    Stock: 27065980
    Certified Pre-Owned: No

  • New Listing
    • 29,343 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Murrieta, CA / 2,307 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: 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEBG2MC813193
    Stock: 26843068
    Certified Pre-Owned: No

  • New Listing
    • 27,864 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from Roanoke, VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Roanoke, VA / 212 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG6MC772069
    Stock: 27328530
    Certified Pre-Owned: No

  • New Listing
    • 36,779 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tampa, FL / 699 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: 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEBG6MC860744
    Stock: 27488937
    Certified Pre-Owned: No

  • New Listing
    • 32,129 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Warrensville Heights, OH / 430 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG4MC797344
    Stock: 26765085
    Certified Pre-Owned: No

    • 107,803 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Owings Mills DriveTime (189 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Owings Mills, MD / 189 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFCGXKC729561
    Stock: 1630090810
    Certified Pre-Owned: No
    Listed since: 05-19-2025

    • 103,795 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMart (156 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manassas, VA / 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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG1MC646377
    Stock: CM10620
    Certified Pre-Owned: No
    Listed since: 05-02-2025

    • 44,778 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Stevenson-Hendrick Honda Wilmington (193 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Wilmington, NC / 193 miles away from Chesapeake, VA

    *2021 Jeep Grand Cherokee Laredo X AWD -- Sting-Gray Clearcoat | Loaded with Style, Tech & Safety*Finished in bold *Sting-Gray Clearcoat* and enhanced...

    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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG1MC858035
    Stock: P11443
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • $31,998
    fair price
    $805 above market
    • 30,709 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in West Carrollton, OH / 479 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG3MC620072
    Stock: 27408111
    Certified Pre-Owned: No

  • Price Drop
    $26,998
    fair price
    $261 above market
    • 38,286 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 438 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG7MC674118
    Stock: 27327767
    Certified Pre-Owned: No

  • Stock photo**
    • 100 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Safford Kia Of Fredericksburg (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    4WD. Altitude X CARFAX One-Owner. 19/26 City/Highway MPGRecent Arrival! 19/26 City/Highway MPG Odometer is 2538 miles below market average!

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHAG6SC266588
    Stock: RC1136
    Certified Pre-Owned: No
    Listed since: 09-13-2024

  • Stock photo**
    • 100 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Safford Kia Of Fredericksburg (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    4WD. Altitude X Clean CARFAX. CARFAX One-Owner. 19/26 City/Highway MPGRecent Arrival! 19/26 City/Highway MPG Odometer is 2190 miles below market avera...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHAG4SC275483
    Stock: RC1137
    Certified Pre-Owned: No
    Listed since: 10-28-2024

  • Stock photo**
    • 100 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Safford Kia Of Fredericksburg (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    4WD. Altitude X Clean CARFAX. CARFAX One-Owner. 19/26 City/Highway MPGRecent Arrival! 19/26 City/Highway MPG Odometer is 2190 miles below market avera...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHAG4SC266587
    Stock: RC1135
    Certified Pre-Owned: No
    Listed since: 09-07-2024

    • 77,571 miles
    • No accidents, 3 owners, rental vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Felton Holly Kia (160 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Felton, DE / 160 miles away from Chesapeake, VA

    2021 Jeep Grand Cherokee Limited _ JEEP TOUGH! 8-Speed Automatic 4WD. Diamond Black Crystal PearlcoatCall us at 3**-5**-2*** or Visit us on the Web...

    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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG6MC628652
    Stock: FS4753A
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • New Listing
    • 58,937 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax Laurel (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Laurel, MD / 169 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG0KC840431
    Stock: 27328958
    Certified Pre-Owned: No

  • $24,898
    fair price
    $18 below market
    • 64,761 miles
    • No accidents, 3 owners, rental vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in West Palm Beach, FL / 731 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG2MC753083
    Stock: 8DNV8H
    Certified Pre-Owned: No
    Listed since: 03-27-2025

  • New Listing
    • 65,618 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Irving, TX / 1,201 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: 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEBG9MC783044
    Stock: 27325267
    Certified Pre-Owned: No

  • New Listing
    • 35,539 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fort Worth, TX / 1,222 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG3MC820644
    Stock: 27425508
    Certified Pre-Owned: No

  • Photos not available
    $22,850
    fair price
    $0 below market
    • 59,880 miles
    • 1 accident, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Easterns Automotive Group of Sterling / Direct Car Buying (170 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Sterling, VA / 170 miles away from Chesapeake, VA

    more

    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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG4MC819388
    Stock: 160365
    Certified Pre-Owned: No
    Listed since: 02-20-2025

    • 33,876 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Brooklyn Park, MN / 1,062 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: 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFLG4MC854879
    Stock: 27328347
    Certified Pre-Owned: No

Showing 1,051 - 1,071 out of 2,604 listings

Consumer Reviews for the Jeep Grand Cherokee

Read recent reviews for the Jeep Grand Cherokee
Overall Consumer Rating
3.7 out of 5 stars43 Reviews
Write a vehicle reviewSee all 43 reviews
  • 5 star
    (53%)
  • 4 star
    (5%)
  • 3 star
    (19%)
  • 2 star
    (7%)
  • 1 star
    (16%)
1 out of 5 stars

Only 300 miles, broke down

victor ortiz-velez, 04/29/2023
2023 Jeep Grand Cherokee Overland 4dr SUV (3.6L 6cyl 8A)
This was my 3 Jeep Grand Cherokee so I trusted it was going to be good or better, wrong. It is back at the dealership. While driving it turned itself off and gave me two different error messages. The dealership Miami Lakes Automall don’t answer the phone or return my messages As part of my lemon law lawsuit on May 3 2024 I finally was able to surrender the vehicle back to Jeep, almost a … year later
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Used 2019 Jeep Grand Cherokee in Chesapeake, VA Values

Estimated values
2019 Jeep Grand Cherokee Altitude 4dr SUV 4WD (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$19,792$22,326$24,580
Clean$19,189$21,640$23,818
Average$18,184$20,496$22,547
Rough$16,877$19,009$20,896

The average list price of a used 2019 Jeep Grand Cherokee in Chesapeake, Virginia is $29,685. The average mileage on a used Jeep Grand Cherokee 2019 for sale in Chesapeake, Virginia is 45,558. Based on the average mileage of 45,558 for used 2019 Jeep Grand Cherokee 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 Jeep Grand Cherokee 2019 in Chesapeake, Virginia to be $18,184.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.