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206 listings
  • Price Drop
    $27,800
    fair price
    $630 below market
    • 46,508 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA

    Clean CARFAX. Diamond Black Crystal Pearlcoat 2021 Jeep Grand Cherokee Trailhawk 4WD 8-Speed Automatic 3.6L V6 24V VVT Grand Cherokee Trailhawk, 4D Sp...

    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: 1C4RJFLG6MC769218
    Stock: 18P6515
    Certified Pre-Owned: No
    Listed since: 08-04-2025

  • $24,550
    fair price
    $327 above market
    • 60,120 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Beach Ford Virginia Beach (11 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA

    Not all customers are eligible for all rebates. Please contact dealer for full pricing details. Price does not include tax, title, license, and $899 p...

    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: 1C4RJEBG4MC712642
    Stock: 5T6198A
    Certified Pre-Owned: No
    Listed since: 08-12-2025

  • New Listing
    $26,300
    fair price
    $15 above market
    • 56,340 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Hall Toyota Virginia Beach (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA

    Sting-Gray Clearcoat 2021 Jeep Grand Cherokee Laredo X 4WD 8-Speed Automatic 3.6L V6 24V VVT 4WD.Altitude Appearance Package (Altitude Grille, Black...

    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: 1C4RJFAG5MC666990
    Stock: 24255836B
    Certified Pre-Owned: No
    Listed since: 08-26-2025

  • New Listing
    $20,998
    good price
    $941 below market
    • 85,197 miles
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax Newport News (29 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Newport News, VA / 29 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: 1C4RJFAG6MC508951
    Stock: 26583724
    Certified Pre-Owned: No

  • Price Drop
    • 74,401 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Chesapeake DriveTime (1 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chesapeake, VA / 1 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: 1C4RJFBG3MC774863
    Stock: 1630095877
    Certified Pre-Owned: No
    Listed since: 07-31-2025

    • 37,240 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax Virginia Beach (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    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: 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: 1C4RJFBG4MC619397
    Stock: 27666516
    Certified Pre-Owned: No

  • Price Drop
    $23,895
    fair price
    $1,008 above market
    • 63,705 miles
    • 2 accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Newport News DriveTime (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Newport News, VA / 21 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: 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: 1C4RJFAG9MC653806
    Stock: 1630095550
    Certified Pre-Owned: No
    Listed since: 08-08-2025

  • New Listing
    • 34,279 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats, 18 City / 25 Hwy MPG
    • CarMax Newport News (29 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Newport News, VA / 29 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
    $23,995
    great price
    $2,865 below market
    • 34,494 miles
    • No accidents, 1 owner, personal use only
    • 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 Van Nuys, CA / 2,360 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: 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: 1C4RJFBG2MC811532
    Stock: MC811532P
    Certified Pre-Owned: No

  • $19,000
    great price
    $3,103 below market
    • 63,339 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Las Vegas, NV / 2,150 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,...

    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: 1C4RJEAG2MC553542
    Stock: MC553542T
    Certified Pre-Owned: No

    • 30,177 miles
    • No accidents, 2 owners, personal use
    • 5 Seats, 19 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Houston, TX / 1,199 miles away from Chesapeake, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping Assist,...

    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: 1C4RJEJG7MC597441
    Stock: MC597441A
    Certified Pre-Owned: No

  • New Listing
    • 78,666 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 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 / 1,193 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: 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: 1C4RJEAG5MC831124
    Stock: 2003886075
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • Price Drop
    $20,967
    good price
    $1,766 below market
    • 66,732 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Wexford, PA / 334 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,...

    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: 1C4RJFAG4MC810223
    Stock: H810223A
    Certified Pre-Owned: No

  • New Listing
    $17,650
    great price
    $3,523 below market
    • 94,161 miles
    • 2 accidents, 2 owners, personal use
    • 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 Bloomfield, NJ / 298 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: 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: 1C4RJFBG9MC767691
    Stock: BBP9989
    Certified Pre-Owned: No

  • $19,900
    fair price
    $132 below market
    • 91,810 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Maguire and Sons Auto Brokers Inc (3 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Virginia Beach, VA / 3 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 (19 City/26 Highway)

    Listing Information:

    VIN: 1C4RJEAG1MC718903
    Stock: 25228
    Certified Pre-Owned: No
    Listed since: 07-27-2025

  • $81,380
    good price
    $6,819 below market
    • 49,529 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 11 City / 17 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Reno, NV / 2,351 miles away from Chesapeake, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping Assist,...

    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:

    13 Combined MPG (11 City/17 Highway)

    Listing Information:

    VIN: 1C4RJFN98MC822791
    Stock: MC822791
    Certified Pre-Owned: No

  • $23,998
    fair price
    $188 below market
    • 58,135 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Select Automotive (7 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 7 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! 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: 04-26-2025

  • $21,398
    good price
    $933 below market
    • 93,166 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 18 City / 25 Hwy MPG
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Colorado Springs, CO / 1,556 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: 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: 1C4RJFBG8MC628054
    Stock: 8GJK1M
    Certified Pre-Owned: No
    Listed since: 07-07-2025

  • New Listing
    • 87,534 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 18 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Dallas, TX / 1,193 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: 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: 1C4RJFAG8MC546102
    Stock: 2003861468
    Certified Pre-Owned: No
    Listed since: 07-12-2025

    • 101,402 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 19 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Dallas, TX / 1,193 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: 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: 1C4RJEAG2MC595192
    Stock: 2003880366
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • Price Drop
    $23,997
    good price
    $1,675 below market
    • 21,655 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 19 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Los Angeles, CA / 2,360 miles away from Chesapeake, VA

    Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Departure Warning,Lane Keeping Assist,Satellite ...

    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: 1C4RJEAG1MC831136
    Stock: MC831136P
    Certified Pre-Owned: No

Showing 1 - 21 out of 206 listings
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