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2,755 listings
  • Price Drop
    $31,998
    fair price
    $1,378 below market
    • 33,217 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from IL to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Bloomington, IL / 733 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: 1C4HJXDG8MW821821
    Stock: 27184860
    Certified Pre-Owned: No

  • Price Drop
    $33,995
    fair price
    $1,800 below market
    • 57,917 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Fayetteville Dodge Ram (190 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fayetteville, NC / 190 miles away from Chesapeake, VA

    Adventure-ready and built to conquer, this 2021 Jeep Wrangler Unlimited Rubicon is a true off-road warrior with only 57,917 miles on the clock. One ow...

    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: 1C4HJXFN4MW695579
    Stock: CMW695579
    Certified Pre-Owned: No
    Listed since: 05-10-2025

  • New Listing
    $32,998
    fair price
    $993 below market
    • 17,800 miles
    • 6cyl automatic
    • CarMax Virginia Beach (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Virginia Beach, VA / 10 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG9KW677032
    Stock: 27343630
    Certified Pre-Owned: No

  • Price Drop
    $28,990
    good price
    $1,859 below market
    • 47,948 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

    Located in Columbus, OH / 430 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: 1C4HJXDG5MW567565
    Stock: 2003645186
    Certified Pre-Owned: No
    Listed since: 04-29-2025

  • New Listing
    • 30,213 miles
    • No accidents, 3 owners, personal use
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Victorville, CA / 2,295 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: 1C4HJXDM7MW559456
    Stock: 27029524
    Certified Pre-Owned: No

  • Price Drop
    $22,995
    fair price
    $494 below market
    • 104,906 miles
    • No accidents, 3 owners, rental vehicle
    • 6cyl automatic
    • Capitol Motors of Central Park (129 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Fredericksburg, VA / 129 miles away from Chesapeake, VA

    capitol motors of central park llc 3050 plank rd fredericksburg va 22401 2019 JEEP WRANGLER UNLIMITED 4 WHEEL DRIVE with powerful 3.6L V6 24V VVT UPG ...

    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: 1C4HJXEG8KW527878
    Stock: CAP2653
    Certified Pre-Owned: No

  • Price Drop
    $25,500
    fair price
    $568 below market
    • 62,540 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Lexington Park Chevrolet Buick GMC (109 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Tire Pressure Warnin...
    Close

    Located in California, MD / 109 miles away from Chesapeake, VA

    2021 Jeep Wrangler Sport S Sting-Gray Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT Recent 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:

    Listing Information:

    VIN: 1C4HJXAG5MW573743
    Stock: 00PL0817
    Certified Pre-Owned: No
    Listed since: 04-30-2025

  • New Listing
    $33,990
    fair price
    $1,340 below market
    • 29,087 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Columbus, OH / 430 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: 1C4HJXEG7MW515952
    Stock: 2003734814
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • Price Drop
    • 30,915 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Medford, OR / 2,480 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navigatio...

    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: 1C4HJXFG0MW692714
    Stock: 692714C
    Certified Pre-Owned: Yes

  • Price Drop
    $33,992
    fair price
    $579 below market
    • 40,314 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Kurtis Chevrolet (141 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2021 Jeep Wrangler Unlimited Sahara Bright White Clearcoat 3.6L V6 24V VVT 4WD 8-Speed Automatic1-Year SiriusXM Guardian Trial, 3.45 Rear Axle Ratio, ...

    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: 1C4HJXEG5MW605052
    Stock: 5118P
    Certified Pre-Owned: No
    Listed since: 04-18-2025

  • New Listing
    $29,590
    fair price
    $595 below market
    • 38,552 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Upgraded Headlights
    Close

    Located in Atlanta, GA / 506 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: 1C4GJXAN1MW795965
    Stock: 2003706419
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • New Listing
    • 33,413 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Whitten Brothers of Ashland (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Ashland, VA / 97 miles away from Chesapeake, VA

    4G LTE Wi-Fi Hot Spot, 8.4" Radio & Premium Audio Group, 8.4" Touchscreen Display, Alpine Premium Audio System, Auto-Dimming Rear-View Mirror, Black I...

    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: 1C4HJXEN4MW747049
    Stock: AL2123
    Certified Pre-Owned: No
    Listed since: 05-09-2025

  • New Listing
    • 63,927 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Phoenix, AZ / 2,024 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: 1C4GJXAN5MW647737
    Stock: 2003721720
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • New Listing
    $36,990
    fair price
    $642 below market
    • 43,613 miles
    • No accidents, 4 owners, personal use only
    • 4cyl automatic
    • Carvana - Richmond (100 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    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: 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: 1C4HJXFN2KW675974
    Stock: 2003737645
    Certified Pre-Owned: No
    Listed since: 05-15-2025

    • 92,046 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • DARCARS Chrysler Jeep Dodge Ram of Silver Spring (167 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Silver Spring, MD / 167 miles away from Chesapeake, VA

    2021 Jeep Wrangler Unlimited Rubicon Sarge Green Clearcoat 4WD 3.0L V6 Turbodiesel 8-Speed Automatic4-Wheel Disc Brakes, ABS brakes, Air Conditioning,...

    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: 1C4JJXFM0MW547891
    Stock: 5B4007A
    Certified Pre-Owned: No
    Listed since: 05-10-2025

  • $25,999
    good price
    $1,584 below market
    • 119,618 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Haley Chrysler Dodge Jeep Ram (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 82 miles away from Chesapeake, VA

    *Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*

    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: 1C4HJXENXKW534913
    Stock: W545496A
    Certified Pre-Owned: No
    Listed since: 04-28-2025

  • $28,590
    fair price
    $1,423 below market
    • 61,530 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Cleveland, OH / 440 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:

    Listing Information:

    VIN: 1C4HJXDGXMW518961
    Stock: 2003679986
    Certified Pre-Owned: No
    Listed since: 04-30-2025

    • 29,197 miles
    • No accidents, 2 owners, personal use only
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from MS to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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: 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: 1C4JJXSJ3MW761415
    Stock: 27043345
    Certified Pre-Owned: No

  • $31,799
    fair price
    $1,246 below market
    • 38,449 miles
    • No accidents, 1 owner, personal use
    • 6cyl manual
    • Mike Duman Auto Sales (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Suffolk, VA / 20 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG0MW734091
    Stock: PM04800
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    Photos not available
    • 102,118 miles
    • No accidents, 4 owners, rental vehicle
    • 4cyl automatic
    • Beach Ford Virginia Beach (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Virginia Beach, VA / 12 miles away from Chesapeake, VA

    Vehicle DetailsDiscover adventure with the 2019 Jeep Wrangler Sport S, a versatile and rugged vehicle ready to tackle any terrain. Equipped wi...

    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: 1C4HJXDN7KW588607
    Stock: 5T5831B
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • $25,698
    fair price
    $837 below market
    • 47,352 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Middletown, NY / 340 miles away from Chesapeake, VA

    CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Tow Hitch,4-Wheel Disc Brakes,6-Speed M/T,A/C,ABS,Adjustable Steering Wheel,AM/FM S...

    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: 1C4HJXDGXMW612208
    Stock: MW612208P
    Certified Pre-Owned: No

Showing 778 - 798 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 Unlimited Sport S 4dr SUV 4WD (3.6L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$21,512$23,297$25,094
Clean$21,005$22,717$24,436
Average$20,160$21,749$23,338
Rough$19,061$20,492$21,911

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $32,082. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 53,556. Based on the average mileage of 53,556 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 $20,160.

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