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2,828 listings
  • Price Drop
    $28,995
    fair price
    $676 below market
    • 44,298 miles
    • 1 accident, 1 owner, personal use
    • 4 Seats
    • Auction Direct USA (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in Raleigh, NC / 151 miles away from Chesapeake, VA

    Auction Direct is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2021 Jeep Wrangler Willys is loaded with the following ...

    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: 1C4GJXAN9MW728806
    Stock: AD00971
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • $32,998
    fair price
    $1,268 above market
    • 87,268 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG, Manual
    • CarMax Greenville NC (105 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Winterville, NC / 105 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: 1C4HJXFG3MW847028
    Stock: 25830520
    Certified Pre-Owned: No

  • Price Drop
    • 44,813 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • 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

  • Selling or trading in?

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  • $40,998
    fair price
    $693 above market
    • 39,826 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats, 17 City / 23 Hwy MPG
    • CarMax Harrisonburg (187 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Harrisonburg, VA / 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

    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: 1C4HJXFN6MW615974
    Stock: 27094149
    Certified Pre-Owned: No

  • New Listing
    $25,990
    fair price
    $412 above market
    • 101,273 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Capital Mazda of Cary (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Cary, NC / 155 miles away from Chesapeake, VA

    Recent Arrival!Capital of Cary is pumped up to offer this attractive-looking 2021 Jeep Wrangler Granite Crystal Metallic Clearcoat Unlimited Willys wi...

    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: 1C4HJXDN0MW589696
    Stock: Z777500A
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • Price Drop
    • 50,706 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Heritage Toyota Catonsville (179 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Catonsville, MD / 179 miles away from Chesapeake, VA

    *APPLE CARPLAY/ANDROID AUTO*, *HANDS FREE BLUETOOTH*, *CARFAX ONE OWNER VEHICLE*, *Four Wheel Drive 4x4*, *HEATED LEATHER SEATS*, *FRONT BUCKET SEATS*...

    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: 1C4HJXFN4MW688079
    Stock: 3U688079
    Certified Pre-Owned: No
    Listed since: 04-09-2025

  • $27,985
    fair price
    $195 below market
    • 115,099 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats
    • Renn Kirby Mitsubishi (195 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Frederick, MD / 195 miles away from Chesapeake, VA

    Heated Seats, Sunroof, Trailer Hitch, CD Player, iPod/MP3 Input, Running Boards, Back-Up Camera, 4x4, Turbo Charged, Alloy Wheels, SKY 1-TOUCH POWER 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: 1C4HJXEN0MW543980
    Stock: U8149
    Certified Pre-Owned: No
    Listed since: 05-01-2025

    • 47,680 miles
    • No accidents, 1 owner, rental vehicle
    • Enterprise Car Sales (In-stock online)
    • Home delivery*
    • Four-Wheel Drive
    • ParkView Back-Up Cam...
    • Apple CarPlay
    • Proximity Key For Pu...
    • Integrated Voice Com...
    Close

    Located in West Palm Beach, FL / 731 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: 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: 1C4HJXDN4PW702005
    Stock: 7W2SSS
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    $28,998
    fair price
    $683 above market
    • 21,824 miles
    • 5 Seats
    • CarMax Fayetteville (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Fayetteville, NC / 191 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: 1C4HJXDN2MW808335
    Stock: 26983772
    Certified Pre-Owned: No

  • New Listing
    • 5,194 miles
    • No accidents, 1 owner, personal use
    • 4 Seats
    • CarMax Midlothian (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Midlothian, VA / 93 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: 1C4GJXAN6MW537344
    Stock: 27240790
    Certified Pre-Owned: No

    • 6,120 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats
    • Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in Chantilly, VA / 164 miles away from Chesapeake, VA

    2021 Jeep Wrangler WillysCARFAX One-Owner. Clean CARFAX.Odometer is 30565 miles below market average! Wrangler Willys, 2D Sport Utility, 2.0L I4 D...

    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: 1C4GJXANXMW818143
    Stock: PMW818143
    Certified Pre-Owned: No
    Listed since: 04-29-2025

    • 72,394 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats
    • Mr. Car of Glen Burnie (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Glen Burnie, MD / 169 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:

    Listing Information:

    VIN: 1C4HJXAG8MW657572
    Stock: CC657572B
    Certified Pre-Owned: No
    Listed since: 04-11-2025

  • New Listing
    • 739 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Dealers Trade Outlet (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Gainesville, VA / 162 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:

    Listing Information:

    VIN: 1C4HJXDM1PW596071
    Stock: D8654
    Certified Pre-Owned: No
    Listed since: 01-11-2025

  • Price Drop
    • 1,763 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Murfreesboro, TN / 573 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: 1C4HJXCG0PW531479
    Stock: 26643483
    Certified Pre-Owned: No

  • Price Drop
    $25,498
    fair price
    $737 above market
    • 97,627 miles
    • 1 accident, 1 owner, personal use only
    • 5 Seats
    • Bleecker Chrysler Dodge Jeep Ram (165 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Dunn, NC / 165 miles away from Chesapeake, VA

    Keyless Start, Bluetooth®, iPod/MP3 Input, Back-Up Camera, 4x4, Turbo, Alloy Wheels, BLACK 3-PIECE HARD TOP, TECHNOLOGY GROUP, Tow Hitch KEY FEATURE...

    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: 1C4HJXDN1MW681111
    Stock: C25021A
    Certified Pre-Owned: No
    Listed since: 04-25-2025

  • New Listing
    • 3,996 miles
    • No accidents, 1 owner, personal use only
    • 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 Murrieta, CA / 2,307 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: 1C4HJXDMXPW584016
    Stock: 27317004
    Certified Pre-Owned: No

    • 18,101 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG, Manual
    • Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Chantilly, VA / 164 miles away from Chesapeake, VA

    2021 Jeep Wrangler Unlimited SaharaCARFAX One-Owner. Clean CARFAX.Odometer is 18923 miles below market average! Wrangler Unlimited Sahara, 4D Spor...

    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: 1C4HJXEG2MW866753
    Stock: PMW866753
    Certified Pre-Owned: No
    Listed since: 03-12-2025

  • New Listing
    • 7,896 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats
    • CarMax (In-stock online)
    • Transfer available from TX to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, TX / 1,228 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: 1C4HJXCG0PW550050
    Stock: 27163041
    Certified Pre-Owned: No

    • 10,515 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats, 17 City / 25 Hwy MPG, Manual
    • CarMax (In-stock online)
    • Transfer available from CO to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Loveland, CO / 1,567 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAG5PW649204
    Stock: 26956716
    Certified Pre-Owned: No

  • New Listing
    • 4,042 miles
    • No accidents, 1 owner, rental vehicle
    • 5 Seats
    • Farrish Chrysler Dodge Jeep Ram (158 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Fairfax, VA / 158 miles away from Chesapeake, VA

    Recent Arrival! 2025 Jeep Wrangler Willys Fathom Blue Pearlcoat 8-Speed Automatic 2.0L I4 DOHC 4WDFarrish of Fairfax, Stop Clicking and come see us To...

    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: 1C4PJXDN7SW509822
    Stock: PCT1224
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • New Listing
    • 16,790 miles
    • No accidents, 1 owner, personal use only
    • 4 Seats
    • Hertrich Chrysler Dodge Jeep Ram of Pocomoke (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Pocomoke City, MD / 99 miles away from Chesapeake, VA

    Onboard Communications System, iPod/MP3 Input, Back-Up Camera, 4x4, SIRIUSXM SATELLITE RADIO , ENGINE: 3.6L V6 24V VVT ETORQUE UPG I. TRANSMISSION: 8-...

    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: 1C4HJXAG1PW670863
    Stock: R2897
    Certified Pre-Owned: No
    Listed since: 04-11-2025

Showing 274 - 294 out of 2,828 listings

Consumer Reviews for the Jeep Wrangler

Read recent reviews for the Jeep Wrangler
Overall Consumer Rating
4.2 out of 5 stars26 Reviews
Write a vehicle reviewSee all 26 reviews
  • 5 star
    (69%)
  • 4 star
    (12%)
  • 3 star
    (0%)
  • 2 star
    (4%)
  • 1 star
    (15%)
5 out of 5 stars

My Last Hoorah!

Atteboyz, 08/07/2022
2022 Jeep Wrangler Willys Sport 2dr SUV 4WD (3.6L 6cyl 6M)
I love my Sarge Green Willys Sport 2-Door, V-6, with Manual. I researched my build options to death before custom order. It looks and feels like a mean, green, jeepin machine. It also fits nicely in my garage. I'm an empty-nester, so 4-Door was out; I like the 2-Door looks better. She zips and punches nicely; straighten the curves, flattin the hills...
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Used 2021 Jeep Wrangler in Chesapeake, VA Values

Estimated values
2021 Jeep Wrangler Willys 2dr SUV 4WD (2.0L 4cyl Turbo 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$23,344$25,609$27,890
Clean$22,794$24,971$27,158
Average$21,877$23,908$25,938
Rough$20,685$22,525$24,352

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $35,506. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 37,998. Based on the average mileage of 37,998 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 $21,877.

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