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2,778 listings
  • New Listing
    • 26,275 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

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

    CarFax 1-Owner,Low Mileage,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Turbo/Supercharged,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C,A/T,...

    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: 1C4HJXDM9MW729994
    Stock: MW729994P
    Certified Pre-Owned: No

  • Price Drop
    • 26,885 miles
    • 1 accident, 2 owners, personal use
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from IL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    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: 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: 1C4HJXEN1MW670527
    Stock: 27106898
    Certified Pre-Owned: No

  • New Listing
    • 28,086 miles
    • 1 accident, 1 owner, corporate fleet vehicle
    • 4 Seats
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Memphis, TN / 768 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:

    Listing Information:

    VIN: 1C4GJXAN7MW646749
    Stock: 27323451
    Certified Pre-Owned: No

  • Price Drop
    $21,499
    fair price
    $462 above market
    • 80,068 miles
    • 1 accident, 2 owners, personal use
    • 4 Seats, 17 City / 25 Hwy MPG, Manual
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

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

    Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,4-Wheel Disc Brakes,6-Speed M/T,A/C,ABS,Adjustable Steering Wheel,AM/FM Stereo,Auxiliary...

    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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAG0MW543075
    Stock: MW543075
    Certified Pre-Owned: No

  • New Listing
    • 27,829 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Merrillville, IN / 678 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: 1C4HJXDG5MW740856
    Stock: 27327922
    Certified Pre-Owned: No

    • 79,567 miles
    • 1 accident, 3 owners, rental vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • Carvana - Richmond (100 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Richmond, VA / 100 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: 1C4HJXEG4KW527795
    Stock: 2003706233
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • New Listing
    • 31,689 miles
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Palm Desert, CA / 2,258 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:

    Listing Information:

    VIN: 1C4HJXDG3MW622739
    Stock: 27240982
    Certified Pre-Owned: No

    • 42,812 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Burlington Honda (187 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

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

    Recent Arrival! Flow Certified! Powertrain warranty up to 100k miles. 2yr/24k mile Complimentary Maintenance No Accidents Reported to CARFAX Bluetooth...

    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: 1C4HJXEG3LW284434
    Stock: 16H13653AA
    Certified Pre-Owned: No
    Listed since: 05-06-2025

  • New Listing
    • 29,873 miles
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from WI to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Madison, WI / 826 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:

    Listing Information:

    VIN: 1C4HJXEN1MW564336
    Stock: 27213147
    Certified Pre-Owned: No

  • New Listing
    • 30,434 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 17 City / 23 Hwy MPG, Manual
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDGXMW778194
    Stock: 27328923
    Certified Pre-Owned: No

  • New Listing
    • 29,965 miles
    • 5 Seats, 17 City / 23 Hwy MPG, Manual
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 746 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: 1C4HJXFG1MW557824
    Stock: 2003725277
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • New Listing
    • 32,021 miles
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from IN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    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 Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4HJXDN8MW750408
    Stock: 27241698
    Certified Pre-Owned: No

  • Price Drop
    • 42,664 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats
    • Malloy Toyota (199 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Winchester, VA / 199 miles away from Chesapeake, VA

    **Local Trade**Clean Carfax**Heated Seats**Heated Steering Wheel**Hard Top**Remote Start**Back Up Camera**Cruise Control**, Washington, Winchester, Fr...

    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: 1C4HJXFG5MW782473
    Stock: TS418A
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • Price Drop
    • 56,047 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • J.B.A. Kia (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glen Burnie, MD / 164 miles away from Chesapeake, VA

    Unleash your adventurous spirit with the Black 2021 Jeep Wrangler Unlimited Rubicon 4x4. Built for the toughest terrains, this SUV features an Electro...

    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: 1C4JJXFM2MW586899
    Stock: 51160A
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • New Listing
    Stock photo**
    • 8,161 miles
    • 5 Seats
    • Ourisman Chrysler Dodge Jeep Ram (176 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Clarksville, MD / 176 miles away from Chesapeake, VA

    Clean CARFAX.Used & Certified vehicle Prices do not include tax, tags, title, registration, electronic filing fee, processing fee of $800 (Not requi...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    Listing Information:

    VIN: 1C4HJXDG7PW607651
    Stock: 353269A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • New Listing
    $34,998
    fair price
    $275 above market
    • 33,597 miles
    • 1 accident, 1 owner, personal use
    • 5 Seats, 17 City / 23 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from MI to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    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: 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: 1C4HJXEG9MW813628
    Stock: 27408394
    Certified Pre-Owned: No

  • Price Drop
    $34,590
    great price
    $3,960 below market
    • 24,587 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats
    • 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

    1 OWNER! 2.0L TURBO - 8-SPEED AUTOMATIC - SKY ONE-TOUCH POWER TOP - COLD WEATHER GROUP - TECHNOLOGY GROUP - SUN & SOUND PACKAGE Serviced here, Fully S...

    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: 1C4HJXDN5NW116846
    Stock: P16846
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • Price Drop
    • 65,192 miles
    • 1 accident, 1 owner, rental vehicle
    • 5 Seats
    • Tappahannock Chevrolet (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Tappahannock, VA / 88 miles away from Chesapeake, VA

    2021 Jeep Wrangler REARVIEW/BACK UP CAMERA, KEYLESS ENTRY, Apple Car Play/Android Auto, **BLUETOOTH**, **ACCIDENT FREE CARFAX**, SAHARA!!! 3.6 LITER V...

    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:

    Listing Information:

    VIN: 1C4HJXEG1MW516532
    Stock: C2754
    Certified Pre-Owned: No
    Listed since: 09-11-2023

  • New Listing
    Stock photo**
    • 51,737 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Safford Kia Of Fredericksburg (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    Unlimited Rubicon Clean CARFAX. 21/24 City/Highway MPGRecent Arrival!

    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: 1C4HJXFN7MW570026
    Stock: W581160A
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • New Listing
    Stock photo**
    • 62,644 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Fred Frederick Chrysler Dodge Jeep Ram Easton (142 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Easton, MD / 142 miles away from Chesapeake, VA

    PLEASE NOTE - Pre-Owned vehicles may be published prior to being available for sale. Pricing may be subject to change based upon inspection and recon...

    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: 1C4HJXDNXMW861381
    Stock: A25017A
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • $34,150
    great price
    $4,326 below market
    • 35,296 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • RubyCar – New Jersey (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    Close

    Located in Bordentown, NJ / 250 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! Clean CARFAX. CARFAX One-Owner. RubyCar by Avis is a national online retailer that allows you to shop thousands ...

    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: 1C4HJXFN4NW163413
    Stock: 92368673
    Certified Pre-Owned: No
    Listed since: 02-01-2024

Showing 673 - 693 out of 2,778 listings

Consumer Reviews for the Jeep Wrangler

Read recent reviews for the Jeep Wrangler
Overall Consumer Rating
4.4 out of 5 stars57 Reviews
Write a vehicle reviewSee all 57 reviews
  • 5 star
    (81%)
  • 4 star
    (4%)
  • 3 star
    (2%)
  • 2 star
    (2%)
  • 1 star
    (12%)
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 (3.0L 6cyl Turbodiesel 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$24,377$26,400$28,437
Clean$23,803$25,742$27,690
Average$22,845$24,646$26,447
Rough$21,600$23,221$24,830

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $33,410. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 40,259. Based on the average mileage of 40,259 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 $22,845.

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