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3,019 listings
  • New Listing
    $42,994
    fair price
    $282 above market
    • 67,821 miles
    • 5 Seats, 13 City / 19 Hwy MPG
    • Drive Nation (125 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 125 miles away from Chesapeake, VA

    WE OFFER A LARGE SELECTION PRE OWNED VEHICLES. WE OFFER FINANCING AND FREE DELIVERY TO ALL OUR CUSTOMERS. NEED TO BE PICKED UP AT AN AIR PORT? WE OFFE...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    15 Combined MPG (13 City/19 Highway)

    Listing Information:

    VIN: 1C4RJFDJ6KC563310
    Stock: DN310
    Certified Pre-Owned: No

  • New Listing
    • 25,149 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Schaumburg, IL / 730 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:

    21 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG8MC814138
    Stock: 26636237
    Certified Pre-Owned: No

    • 58,135 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Select Automotive (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 8 miles away from Chesapeake, VA

    Pacific Blue Clearcoat 2021 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT

    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: 1C4RJFBG3MC756041
    Stock: 13928
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • New Listing
    $20,999
    fair price
    $246 above market
    • 98,492 miles
    • 5 Seats, 18 City / 25 Hwy MPG
    • Country Chevrolet (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Warrenton, VA / 162 miles away from Chesapeake, VA

    Recent Arrival! 2019 Jeep Grand Cherokee Trailhawk Granite Crystal Metallic Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic 4WD.

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFLG3KC700631
    Stock: P8992A
    Certified Pre-Owned: No
    Listed since: 06-11-2025

    • 22,953 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Reno, NV / 2,354 miles away from Chesapeake, VA

    CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless...

    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: 1C4RJFBG7MC827628
    Stock: MC827628C
    Certified Pre-Owned: Yes

    • 85,489 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Terry Subaru (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Lynchburg, VA / 172 miles away from Chesapeake, VA

    This 2019 Jeep Grand Cherokee Laredo in Diamond Black Crystal Pearlcoat features: Odometer is 7265 miles below market average! 3.6L V6 24V VVT 4WD Sto...

    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: 1C4RJFAG9KC665905
    Stock: SB12272A
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • New Listing
    $18,970
    fair price
    $558 above market
    • 118,862 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Auto Park Honda (160 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cary, NC / 160 miles away from Chesapeake, VA

    Granite Crystal Metallic Clearcoat 2019 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVTWelcome to AutoPark Honda! Located in Cary, N...

    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: 1C4RJFBG3KC800648
    Stock: CH108961A
    Certified Pre-Owned: No
    Listed since: 06-11-2025

    • 119,158 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Autova (167 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Madison Heights, VA / 167 miles away from Chesapeake, VA

    This 2019 Bright White Clearcoat Jeep Grand Cherokee Limited 4WD 5.7 is well equipped and includes these features and benefits:CARFAX One-Owner. 4WD...

    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:

    Listing Information:

    VIN: 1C4RJFBT8KC529499
    Stock: 15901
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • New Listing
    • 55,548 miles
    • 5 Seats, 19 City / 26 Hwy MPG
    • Hamilton Auto Sales (165 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fuquay Varina, NC / 165 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEBG7MC760331
    Stock: 7466
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • $29,998
    fair price
    $1,007 above market
    • 26,712 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NY to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in East Meadow, NY / 311 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: 1C4RJFBGXMC882221
    Stock: 26997269
    Certified Pre-Owned: No

    • 82,522 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • CBS Quality Cars Roxboro (155 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Roxboro, NC / 155 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG5KC839348
    Stock: 839348
    Certified Pre-Owned: No
    Listed since: 01-23-2025

    • 65,410 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cincinnati, OH / 482 miles away from Chesapeake, VA

    Have you ever wondered where to buy a Certified used car? Look no further! Jake Sweeney is here to Help. If you are in need of a new or used vehicle, ...

    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: 1C4RJFCG3MC595141
    Stock: LP9231
    Certified Pre-Owned: No
    Listed since: 04-26-2025

    • 27,453 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Dallas, TX / 1,195 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG0MC857989
    Stock: 2003782639
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • Price Drop
    • 115,822 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Ferndale, MI / 539 miles away from Chesapeake, VA

    Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigation Syste...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBGXMC699546
    Stock: PMC699546
    Certified Pre-Owned: No

  • Price Drop
    • 73,877 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Don White's Timonium Chrysler Jeep Dodge Ram (190 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cockeysville, MD / 190 miles away from Chesapeake, VA

    Dealer New Price! Diamond Black Crystal Pearlcoat 2021 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT Lifetime Oil Changes, Lifeti...

    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: 1C4RJFBG4MC867648
    Stock: 4349
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • Price Drop
    $17,400
    great price
    $3,664 below market
    • 86,224 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Ourisman Chrysler Dodge Jeep Ram (175 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, MD / 175 miles away from Chesapeake, VA

    Certified Pre-Owned Go Certified, 4WD, CARFAX, BLUETOOTH, BACK UP CAMERA, SUNROOF/PANO, APPLE CAR PLAY/ANDROID AUTO, NAV - GPS, BLINDSPOT, POWER LIFTG...

    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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG7JC274653
    Stock: M04428
    Certified Pre-Owned: Yes
    Listed since: 04-26-2025

    • 37,242 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Dallas, TX / 1,195 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG2MC714732
    Stock: 2003756787
    Certified Pre-Owned: No
    Listed since: 05-29-2025

    • 26,699 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Felton Holly Kia (159 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Felton, DE / 159 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/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG5MC856674
    Stock: FS4776
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • 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

  • Price Drop
    • 29,818 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 Victorville, CA / 2,295 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

    • 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

Showing 1,177 - 1,197 out of 3,019 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 SRT 4dr SUV 4WD (6.4L 8cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$40,107$43,319$46,176
Clean$38,885$41,987$44,744
Average$36,848$39,768$42,358
Rough$34,201$36,883$39,255

The average list price of a used 2019 Jeep Grand Cherokee in Chesapeake, Virginia is $26,379. The average mileage on a used Jeep Grand Cherokee 2019 for sale in Chesapeake, Virginia is 63,435. Based on the average mileage of 63,435 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 $36,848.

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