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2,763 listings
  • New Listing
    • 37,448 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Indianapolis, IN / 581 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:

    Listing Information:

    VIN: 1C4HJXDGXMW839026
    Stock: 26434156
    Certified Pre-Owned: No

  • Price Drop
    • 36,439 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from MI to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Kentwood, MI / 653 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:

    Listing Information:

    VIN: 1C4HJXEG9MW648552
    Stock: 27328766
    Certified Pre-Owned: No

  • Price Drop
    $38,995
    fair price
    $554 above market
    • 29,244 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Quinn Motors (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Gloucester, VA / 48 miles away from Chesapeake, VA

    Dare to compare! Check out this 2021! Settle in and experience the rush! Turbocharger technology provides forced air induction, enhancing performance ...

    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:

    Listing Information:

    VIN: 1C4HJXENXMW821428
    Stock: 821428
    Certified Pre-Owned: No
    Listed since: 01-19-2025

  • Selling or trading in?

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  • Price Drop
    $35,000
    fair price
    $3,273 above market
    • 31,952 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Bayside Chrysler Dodge Jeep Ram (114 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in King George, VA / 114 miles away from Chesapeake, VA

    Come check out this 2023 Jeep Wrangler Willys!! This Willys has only had ONE previous owner and has clean CARFAX. This Jeep has some great features 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDN2PW583919
    Stock: PW583919
    Certified Pre-Owned: No
    Listed since: 05-04-2025

  • Price Drop
    $28,830
    fair price
    $734 below market
    • 51,994 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Hendrick Chrysler Jeep FIAT (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

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

    SPORT S - 3.6L V6 - 8-SPEED AUTOMATIC - TECHNOLOGY GROUP - BLACK HARD TOP. Serviced here, Originally bought here, Fully Serviced. Granite Crystal Meta...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG5MW619311
    Stock: P24086A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • Price Drop
    $34,391
    fair price
    $830 above market
    • 57,698 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • CMA's Rocky Mount Toyota (103 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Rocky Mount, NC / 103 miles away from Chesapeake, VA

    Thank you for choosing CMA's Rocky Mount Toyota, this Sarge Green Clearcoat 2021 Jeep Wrangler Unlimited Rubicon is a great choice! Check out the foll...

    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: 1C4HJXFN4MW752346
    Stock: TMW752346
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • New Listing
    • 48,657 miles
    • 1 accident, 1 owner, rental vehicle
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    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: 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXFN6PW563184
    Stock: 2003529307
    Certified Pre-Owned: No
    Listed since: 03-03-2025

  • New Listing
    $33,899
    fair price
    $1,153 above market
    • 41,931 miles
    • No accidents, 2 owners, personal use only
    • 6cyl manual
    • Flow Hyundai of Charlottesville (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Charlottesville, VA / 151 miles away from Chesapeake, VA

    Flow CDJR of Charlottesville is honored to offer this attractive-looking and fun 2021 Jeep Wrangler Hydro Blue Unlimited Rubicon. Take on any terrain ...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXFG9MW838401
    Stock: 40R1226
    Certified Pre-Owned: No
    Listed since: 01-27-2025

  • Price Drop
    • 44,813 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Avondale, AZ / 2,042 miles away from Chesapeake, VA

    Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C,A/T,ABS,Adjustable Steering Wheel,Al...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG7PW632890
    Stock: P06689
    Certified Pre-Owned: No

  • $37,998
    fair price
    $468 above market
    • 6,258 miles
    • 1 accident, 1 owner, personal use
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from RI to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Cranston, RI / 429 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:

    Listing Information:

    VIN: 1C4HJXFN0MW671568
    Stock: 27102438
    Certified Pre-Owned: No

  • Price Drop
    $26,700
    fair price
    $891 below market
    • 58,659 miles
    • 1 accident, 1 owner, personal use
    • 4cyl automatic
    • Ourisman Chevrolet Marlow Heights (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Marlow Heights, MD / 150 miles away from Chesapeake, VA

    NA

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDN7MW860365
    Stock: A860365
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • New Listing
    $31,998
    fair price
    $1,310 above market
    • 43,509 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from MS to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Jackson, MS / 846 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:

    Listing Information:

    VIN: 1C4HJXDG1MW651026
    Stock: 27217928
    Certified Pre-Owned: No

  • New Listing
    • 46,430 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CO to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Colorado Springs, CO / 1,556 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:

    Listing Information:

    VIN: 1C4HJXDG8MW613048
    Stock: 27247311
    Certified Pre-Owned: No

  • Price Drop
    $36,990
    fair price
    $1,262 above market
    • 41,766 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Oklahoma City, OK / 1,189 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:

    Listing Information:

    VIN: 1C4HJXFG8MW628565
    Stock: 2003722051
    Certified Pre-Owned: No
    Listed since: 05-11-2025

  • New Listing
    • 11,285 miles
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Oklahoma City, OK / 1,189 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDN7MW860348
    Stock: 2003683332
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • Price Drop
    • 42,046 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wesley Chapel, FL / 686 miles away from Chesapeake, VA

    CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,4-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:

    Listing Information:

    VIN: 1C4HJXEG2MW619488
    Stock: MW619488
    Certified Pre-Owned: No

  • Price Drop
    • 53,670 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Fort Wayne, IN / 566 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG6MW862397
    Stock: 27185000
    Certified Pre-Owned: No

    • 43,312 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Fort Wayne, IN / 566 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:

    Listing Information:

    VIN: 1C4HJXEG2MW785526
    Stock: 27328472
    Certified Pre-Owned: No

  • New Listing
    • 53,383 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Madison, TN / 581 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:

    Listing Information:

    VIN: 1C4HJXDM4MW733564
    Stock: 26949940
    Certified Pre-Owned: No

  • New Listing
    • 45,779 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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:

    Listing Information:

    VIN: 1C4JJXFM8MW702526
    Stock: 27345871
    Certified Pre-Owned: No

  • $31,998
    fair price
    $787 above market
    • 48,039 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Hendrick Chrysler Jeep FIAT (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

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

    Heated Seats, Keyless Start, Bluetooth, iPod/MP3 Input, Back-Up Camera, 4x4, Turbo Charged, Alloy Wheels, BLACK 3-PIECE HARD TOP, ENGINE: 2.0L I4 DOHC...

    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: 1C4HJXDN9MW601585
    Stock: P01585
    Certified Pre-Owned: No
    Listed since: 04-10-2025

Showing 715 - 735 out of 2,763 listings

Consumer Reviews for the Jeep Wrangler

Read recent reviews for the Jeep Wrangler
Overall Consumer Rating
4.4 out of 5 stars73 Reviews
Write a vehicle reviewSee all 73 reviews
  • 5 star
    (79%)
  • 4 star
    (7%)
  • 3 star
    (1%)
  • 2 star
    (1%)
  • 1 star
    (11%)
1 out of 5 stars

Don’t get the 2021 Wrangler!

Heather, 12/19/2022
2021 Jeep Wrangler Unlimited Sport RHD 4dr SUV 4WD (2.0L 4cyl Turbo 8A)
Just don’t!! Custom built Wrangler Sport 2.0 Turbo in 2021. Less than 9 months and 13,500k miles in experienced shaking, loss of acceleration, and overheating. Towed and was diagnosed as engine failure. Almost 7 weeks with a loaner. Get it back from dealer and 2 months in at about 15k, loss of acceleration and shuts down. Told needs new transmission. Reach out finally to Jeep wave … where I’m informed the engine was never actually replaced, only part replacements. This is NOT the experience I was looking for when I purchased a brand new Jeep. Absolute nightmare.
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Used 2021 Jeep Wrangler in Chesapeake, VA Values

Estimated values
2021 Jeep Wrangler Unlimited Sport S 4dr SUV 4WD (3.6L 6cyl gas/electric mild hybrid 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$24,075$26,072$28,083
Clean$23,507$25,423$27,346
Average$22,561$24,340$26,118
Rough$21,332$22,933$24,521

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $33,838. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 41,634. Based on the average mileage of 41,634 for used 2021 Jeep Wrangler 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 Wrangler 2021 in Chesapeake, Virginia to be $22,561.

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