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2,874 listings
  • Price Drop
    $28,998
    fair price
    $64 above market
    • 28,577 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • 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: No

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

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

    • 7,299 miles
    • No accidents, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • 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: 03-15-2025

  • $27,998
    fair price
    $75 below market
    • 31,595 miles
    • 1 accident, 2 owners, 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
    • Keyless Entry/Start
    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: 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: 1C4RJFAG3MC889481
    Stock: 27487019
    Certified Pre-Owned: No

  • Price Drop
    • 4,457 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • 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: No

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

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

    • 1,190 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Kennesaw, GA / 507 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: 1C4RJGAG1SC322771
    Stock: 27369563
    Certified Pre-Owned: No

  • Price Drop
    • 410 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • 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: No

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

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

  • New Listing
    Photos not available
    $24,997
    fair price
    $283 below market
    • 46,456 miles
    • 5 Seats, 18 City / 25 Hwy MPG
    • Stevenson-Hendrick Toyota Jacksonville (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Jacksonville, NC / 149 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAGXMC542472
    Stock: S55542A
    Certified Pre-Owned: No
    Listed since: 03-19-2025

  • Price Drop
    • 6,532 miles
    • No accidents, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Deacon Jones Chrysler Dodge Jeep Ram (144 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Delivers 26 Highway MPG and 19 City MPG! This Jeep Grand Cherokee delivers a Regular Unleaded V-6 3.6 L/220 engine powering this Automatic transmissio...

    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: 1C4RJHEG8S8650322
    Stock: J450034
    Certified Pre-Owned: No
    Listed since: 12-30-2024

  • Stock photo**
    $25,900
    fair price
    $587 above market
    • 56,275 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Tate Dodge Chrysler Jeep Ram (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA

    Clean CARFAX. Diamond Black Crystal Pearlcoat 2021 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD.CALL 4**-7**-2*** TO SCHEDU...

    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: 1C4RJFBG1MC820173
    Stock: 25560A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    • 67,734 miles
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Garland, TX / 1,187 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG5MC818051
    Stock: 26868325
    Certified Pre-Owned: No

  • Price Drop
    $22,000
    fair price
    $561 above market
    • 69,125 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Waldorf Toyota (136 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waldorf, MD / 136 miles away from Chesapeake, VA

    **Recent Arrival!** **Local Trade!** **4x4!** **Limited!** **Heated Steering Wheel!** **Heated Seats!** **Ventilated Seats!** **Power Sunroof!** **Rem...

    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: 1C4RJFBG2KC578541
    Stock: 0N38046A
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • Photos not available
    $22,850
    fair price
    $46 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

  • $27,900
    fair price
    $17 above market
    • 34,948 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Tate Dodge Chrysler Jeep Ram (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA

    CARFAX One-Owner. Velvet Red Pearlcoat 2021 Jeep Grand Cherokee Limited 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD.CALL 4**-7**-2*** TO SCHEDULE Y...

    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: 1C4RJFBG8MC670157
    Stock: 30678P
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • New Listing
    • 18,938 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • 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: No

    Features and Specs:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

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

    • 35,000 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 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: 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: 1C4RJEBG1MC680183
    Stock: 27205237
    Certified Pre-Owned: No

  • $24,998
    fair price
    $969 above market
    • 23,206 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Greensboro, NC / 207 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: 1C4RJEAG7MC784971
    Stock: 27155222
    Certified Pre-Owned: No

  • $27,717
    fair price
    $340 above market
    • 39,594 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Hendrick Chrysler Jeep FIAT (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 191 miles away from Chesapeake, VA

    Heated Seats, NAV, Apple CarPlay, Smart Device Integration, Blind Spot Monitor, Dual Zone A/C, Bluetooth, Back-Up Camera, iPod/MP3 Input, ENGINE: 3.6L...

    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: 1C4RJFAG9MC735678
    Stock: P35678
    Certified Pre-Owned: No
    Listed since: 03-13-2025

    • 35,346 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Indianapolis, IN / 578 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: 1C4RJFBG3MC872033
    Stock: 27327842
    Certified Pre-Owned: No

  • New Listing
    $26,590
    fair price
    $340 above market
    • 46,374 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 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 Boston, MA / 471 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:

    21 Combined MPG (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFAG4MC753456
    Stock: 2003702349
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • New Listing
    $25,998
    fair price
    $833 above market
    • 51,268 miles
    • 5 Seats, 19 City / 26 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from SC to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Columbia, SC / 333 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG1MC719355
    Stock: 27169297
    Certified Pre-Owned: No

    • 15,511 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 275 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 (18 City/25 Highway)

    Listing Information:

    VIN: 1C4RJFLG0MC887717
    Stock: 27150723
    Certified Pre-Owned: No

Showing 1,093 - 1,113 out of 2,874 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 X 4dr SUV 4WD (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$24,471$26,741$29,018
Clean$23,950$26,158$28,371
Average$23,081$25,187$27,293
Rough$21,953$23,924$25,891

The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $31,862. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 32,367. Based on the average mileage of 32,367 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 $23,081.

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