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2,755 listings
  • $28,990
    fair price
    $1,233 above market
    • 53,519 miles
    • No accidents, 1 owner, personal use
    • 4 Seats
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    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: 1C4GJXAN5MW609506
    Stock: 2003645462
    Certified Pre-Owned: No
    Listed since: 04-11-2025

    • 39,767 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 17 City / 23 Hwy MPG
    • DARCARS Chrysler Jeep Dodge Ram of Marlow Heights (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Temple Hills, MD / 150 miles away from Chesapeake, VA

    ASSURANCE & TRANSPARENCY: Each of our used vehicles has passed a comprehensive Maryland State inspection, ensuring top tier safety and reliability. We...

    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: 1C4HJXFN0MW614674
    Stock: P1U0336
    Certified Pre-Owned: Yes
    Listed since: 04-02-2025

  • Price Drop
    $27,490
    fair price
    $1,252 below market
    • 33,786 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Mike Toler Chrysler Jeep Dodge Ram FIAT (141 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Morehead City, NC / 141 miles away from Chesapeake, VA

    2021 Jeep Wrangler Unlimited Sport S 2.0L I4 DOHC 4WD 4D Sport Utility, 8-Speed Automatic, Sting-Gray Clearcoat, Black Cloth, Bluetooth, Apple CarPlay...

    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: 1C4HJXDN3MW611156
    Stock: P3296
    Certified Pre-Owned: No
    Listed since: 01-09-2025

    • 66,680 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • 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

    Certified. CARFAX One-Owner. FCA US LLC Certified Pre-Owned Details: * Powertrain Limited Warranty: 84 Month/100,000 Mile (whichever comes first) from...

    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: 1C4HJXFN1MW570183
    Stock: 25440A
    Certified Pre-Owned: Yes
    Listed since: 03-26-2025

  • $30,998
    fair price
    $782 below market
    • 24,876 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4 Seats
    • CarMax (In-stock online)
    • Transfer available from MS to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Upgraded Headlights
    Close

    Located in Biloxi, MS / 854 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: 1C4GJXAN9MW831093
    Stock: 27291724
    Certified Pre-Owned: No

    • 38,264 miles
    • No accidents, 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 Las Vegas, NV / 2,153 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,4-Wheel Disc...

    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: 1C4HJXDGXMW665782
    Stock: MW665782P
    Certified Pre-Owned: No

    • 38,541 miles
    • No accidents, 1 owner, personal use
    • 5 Seats, 13 City / 17 Hwy MPG
    • Jeff Gordon Chevrolet (195 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    PRICED TO MOVE! This Wrangler is $2,400 below Kelley Blue Book! CARFAX 1-Owner, Hendrick Certified, Excellent Condition, GREAT MILES 38,541! PRICED TO...

    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:

    14 Combined MPG (13 City/17 Highway)

    Listing Information:

    VIN: 1C4JJXSJ3MW752116
    Stock: P43537
    Certified Pre-Owned: No
    Listed since: 03-04-2025

  • $35,998
    fair price
    $1,454 below market
    • 47,754 miles
    • No accidents, 2 owners, personal use
    • 5 Seats
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 274 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: 1C4HJXEG9MW521347
    Stock: 26924660
    Certified Pre-Owned: No

  • New Listing
    $30,998
    good price
    $2,726 below market
    • 35,749 miles
    • No accidents, 1 owner, personal use
    • 4 Seats
    • 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 West Carrollton, OH / 479 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: 1C4HJXAG7MW640357
    Stock: 27408120
    Certified Pre-Owned: No

    • 26,741 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Ann Arbor, MI / 556 miles away from Chesapeake, VA

    Low Mileage,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 Steer...

    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: 1C4HJXDG4MW842374
    Stock: MW842374A
    Certified Pre-Owned: No

    • 29,674 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Temecula, CA / 2,303 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C,A/T,AB...

    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: 1C4HJXDG8MW610845
    Stock: MW610845P
    Certified Pre-Owned: Yes

  • $29,998
    good price
    $1,601 below market
    • 58,498 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5 Seats
    • CarMax Charlottesville (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    Close

    Located in Charlottesville, VA / 151 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: 1C4HJXEN2KW506457
    Stock: 26181917
    Certified Pre-Owned: No

    • 39,290 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Las Vegas, NV / 2,153 miles away from Chesapeake, VA

    CarFax 1-Owner,Rare Find,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 Steeri...

    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: 1C4HJXDGXMW697759
    Stock: MW697759P
    Certified Pre-Owned: No

  • $26,990
    good price
    $1,243 below market
    • 60,069 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5 Seats
    • Capitol Auto (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

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

    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: 1C4HJXDG4MW542589
    Stock: P542589
    Certified Pre-Owned: No

  • Price Drop
    $30,045
    good price
    $1,426 below market
    • 41,698 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Hendrick Chrysler Dodge Jeep Ram FIAT Wilmington (195 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    Bluetooth , iPod/MP3 Input, Back-Up Camera, 4x4, Aluminum Wheels, Hitch, BLACK 3-PIECE HARD TOP, ADVANCED SAFETY GROUP, TRANSMISSION: 8-SPEED AUTOMATI...

    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: 1C4HJXDG4MW519605
    Stock: DS51382A
    Certified Pre-Owned: No
    Listed since: 04-20-2025

  • New Listing
    $29,590
    fair price
    $1,002 below market
    • 73,557 miles
    • No accidents, 2 owners, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Memphis, TN / 773 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXEN6MW679076
    Stock: 2003689030
    Certified Pre-Owned: No
    Listed since: 04-25-2025

  • Price Drop
    $28,998
    fair price
    $1,022 below market
    • 40,298 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Sullivan Auto Trading (131 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Fredericksburg, VA / 131 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX.2021 Jeep Wrangler Unlimited Sport S Black ClearcoatSullivan Auto Trading is a fa...

    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: 1C4HJXDG8MW636605
    Stock: 142924
    Certified Pre-Owned: No
    Listed since: 01-31-2025

  • $27,548
    fair price
    $697 below market
    • 52,490 miles
    • No accidents, 1 owner, personal use
    • 5 Seats
    • Don White's Timonium Chrysler Jeep Dodge Ram (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Cockeysville, MD / 191 miles away from Chesapeake, VA

    Dealer Sarge Green Clearcoat 2021 Jeep Wrangler Unlimited Freedom Edition 4WD 8-Speed Automatic 2.0L I4 DOHC Lifetime Oil Changes, Lifetime Tire Rota...

    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: 1C4HJXDN8MW719238
    Stock: 4328
    Certified Pre-Owned: No
    Listed since: 04-13-2025

  • Price Drop
    $37,500
    fair price
    $1,747 below market
    • 54,453 miles
    • No accidents, 1 owner, personal use only
    • 5 Seats
    • Ourisman Jeep (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bethesda, MD / 162 miles away from Chesapeake, VA

    2021 Jeep Wrangler Unlimited Rubicon 4WD Certified. Bright White Clearcoat CARFAX One-Owner. JEEP CERTIFIED, NAVIGATION / GPS / NAV, APPLE CAR PLAY / ...

    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: 1C4HJXFG5MW567000
    Stock: TW567000
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • $33,325
    fair price
    $1,687 below market
    • 61,050 miles
    • No accidents, 3 owners, personal use only
    • 5 Seats, 17 City / 23 Hwy MPG
    • Southern Ford (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Newport News, VA / 33 miles away from Chesapeake, VA

    Recent Arrival! Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX.Certification Program Details: Ford Blue Advantage: Blue Certifi...

    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: 1C4HJXFG8KW548678
    Stock: XX10636A
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • $25,512
    good price
    $2,916 below market
    • 53,529 miles
    • No accidents, 4 owners, personal use only
    • 5 Seats
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Troy, MI / 546 miles away from Chesapeake, VA

    Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Turbo/Supercharged,4 Cylinder Engine,4-Wheel Disc Brakes,6-Speed M/T...

    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: 1C4HJXEN9MW653975
    Stock: MW653975TS
    Certified Pre-Owned: No

Showing 757 - 777 out of 2,755 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 Freedom 2dr SUV 4WD w/Prod. End 09/21 (2.0L 4cyl Turbo 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$21,718$24,105$26,510
Clean$21,206$23,505$25,814
Average$20,353$22,504$24,654
Rough$19,243$21,203$23,147

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $31,980. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 46,204. Based on the average mileage of 46,204 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 $20,353.

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