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2,922 listings
  • Price Drop
    $20,998
    good price
    $1,374 below market
    • 56,589 miles
    • 1 accident, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Fort Myers, FL / 774 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: 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: Yes

    Features and Specs:

    21 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG8MC595620
    Stock: 27496024
    Certified Pre-Owned: No

  • New Listing
    • 61,672 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Costa Mesa, CA / 2,344 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Automatic Parking,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated ...

    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: 1C4RJFBG3MC585307
    Stock: MC585307P
    Certified Pre-Owned: No

  • $28,998
    fair price
    $213 above market
    • 28,577 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from UT to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in South Jordan, UT / 1,929 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: 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG4MC562717
    Stock: 27214368
    Certified Pre-Owned: No

  • New Listing
    $21,998
    fair price
    $930 above market
    • 46,343 miles
    • 6cyl automatic
    • CarMax White Marsh (182 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in White Marsh, MD / 182 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG4KC679307
    Stock: 27110026
    Certified Pre-Owned: No

    • 6,179 miles
    • No accidents, personal use only
    • 6cyl automatic
    • Classic Chrysler Jeep Dodge Ram FIAT (134 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Goldsboro, NC / 134 miles away from Chesapeake, VA

    Silver Zynith 2025 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD.Stop By Today! Stop by Classic Chrysler Dodge Jeep Ram of Gol...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHBG9SC271511
    Stock: 25018
    Certified Pre-Owned: No
    Listed since: 05-03-2025

  • Photos not available
    $22,850
    fair price
    $242 below market
    • 59,880 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • 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

    • 7,299 miles
    • No accidents, personal use only
    • 6cyl automatic
    • Classic Chrysler Jeep Dodge Ram FIAT (134 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Goldsboro, NC / 134 miles away from Chesapeake, VA

    Baltic Gray Metallic Clearcoat 2025 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD.Stop By Today! Stop by Classic Chrysler Dodg...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHBG7SC271507
    Stock: 25029
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • Price Drop
    $26,133
    fair price
    $636 above market
    • 35,014 miles
    • 1 accident, 1 owner, personal use
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Albany, NY / 433 miles away from Chesapeake, VA

    CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,V6 Cylinder Engine,Power Door Lock...

    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: 1C4RJFAG4MC854061
    Stock: MC854061P
    Certified Pre-Owned: Yes

  • New Listing
    • 227 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from WA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Vancouver, WA / 2,449 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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHAG5SC290736
    Stock: 27099782
    Certified Pre-Owned: No

  • Price Drop
    • 4,457 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Oxnard, CA / 2,401 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: Yes

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJGAG2SC266212
    Stock: 27372882
    Certified Pre-Owned: No

    • 410 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Stockbridge, GA / 506 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: Yes

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJGAG5SC295316
    Stock: 27202157
    Certified Pre-Owned: No

  • New Listing
    $31,998
    fair price
    $888 above market
    • 30,709 miles
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from KY to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lexington, KY / 459 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

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

    • 18,938 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from NV to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Reno, NV / 2,352 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: Yes

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAGXMC525395
    Stock: 27043863
    Certified Pre-Owned: No

  • New Listing
    • 54,101 miles
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    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 Unavailable.

    Features and Specs:

    21 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG1MC844498
    Stock: 2003800659
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • New Listing
    $25,998
    fair price
    $547 above market
    • 54,227 miles
    • 6cyl automatic
    • CarMax White Marsh (182 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in White Marsh, MD / 182 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG0KC609898
    Stock: 27132896
    Certified Pre-Owned: No

  • $30,998
    fair price
    $383 above market
    • 36,550 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from AZ to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Scottsdale, AZ / 2,014 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: 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJECG2MC690705
    Stock: 27261176
    Certified Pre-Owned: No

  • New Listing
    • 86,526 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • Burlington Honda (187 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, NC / 187 miles away from Chesapeake, VA

    FLOW CERTIFIED*** 24 MONTH POWER TRAIN WARRANTY UP TO 100K MILES ***ASK FOR DETAILS 2YRS FREE MAINTENANCE NAVIGATION PANORAMIC Moonroof LEATHER*** BLU...

    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: 1C4RJFBG2MC706070
    Stock: 15L9196A
    Certified Pre-Owned: No
    Listed since: 01-23-2025

  • New Listing
    $27,998
    fair price
    $192 above market
    • 43,196 miles
    • 1 accident, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from NY to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Albany, NY / 433 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: 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: 1C4RJFBG9MC568608
    Stock: 26948677
    Certified Pre-Owned: No

  • New Listing
    $27,590
    fair price
    $626 above market
    • 61,458 miles
    • 8cyl automatic
    • Carvana - Washington DC (128 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Washington, DC / 128 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 Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4RJFBT5KC563979
    Stock: 2003565646
    Certified Pre-Owned: No
    Listed since: 03-20-2025

  • Price Drop
    • 17,254 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • DARCARS Chrysler Jeep Dodge Ram of Silver Spring (166 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Silver Spring, MD / 166 miles away from Chesapeake, VA

    2025 Jeep Grand Cherokee Summit Diamond Black Crystal Pearlcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic4WD, 4-Wheel Disc Brakes, ABS brakes, Adaptive su...

    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJHEG1S8629831
    Stock: D3258
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • New Listing
    Stock photo**
    $19,788
    fair price
    $369 above market
    • 103,703 miles
    • 6cyl automatic
    • Johnson Lexus of Raleigh (144 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 144 miles away from Chesapeake, VA

    Turn heads and conquer the road in this sleek 2019 Jeep Grand Cherokee Limited with 103,703 miles. This SUV combines luxury, performance, and reliabil...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFBG6KC591888
    Stock: 94128B
    Certified Pre-Owned: No
    Listed since: 06-06-2025

Showing 1,135 - 1,155 out of 2,922 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 2021 Jeep Grand Cherokee in Chesapeake, VA Values

Estimated values
2021 Jeep Grand Cherokee Laredo E 4dr SUV (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$21,096$22,650$24,210
Clean$20,647$22,157$23,670
Average$19,898$21,334$22,770
Rough$18,925$20,264$21,601

The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $31,496. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 38,729. Based on the average mileage of 38,729 for used 2021 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 2021 in Chesapeake, Virginia to be $19,898.

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