Skip to main content
Skip to Filters
2,755 listings
    • 28,342 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Don White's Timonium Chrysler Jeep Dodge Ram (191 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Blind Spot Monitorin...
    Close

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

    Dealer Limited Edition Gecko Clear Coat 2021 Jeep Wrangler Unlimited Sport S 4WD 8-Speed Automatic 3.6L V6 24V VVT Lifetime Oil Changes, Lifetime Tir...

    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: 1C4HJXDG9MW854245
    Stock: 4355
    Certified Pre-Owned: No
    Listed since: 05-04-2025

  • $18,900
    great price
    $4,691 below market
    • 107,174 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Hanna Imports (148 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Blind Spot Monitorin...
    Close

    Located in Raleigh, NC / 148 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: 1C4HJXEG8JW151147
    Stock: 3020738
    Certified Pre-Owned: No
    Listed since: 12-31-2024

  • New Listing
    • 3,278 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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: 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/16 Highway)

    Listing Information:

    VIN: 1C4RJXSJ3RW133882
    Stock: 2003587268
    Certified Pre-Owned: No
    Listed since: 03-20-2025

    • 22,727 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    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: 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: 1C4HJXFG8PW596317
    Stock: 2003697986
    Certified Pre-Owned: No
    Listed since: 05-05-2025

    • 29,110 miles
    • No accidents, personal use only
    • 6cyl automatic
    • Stevenson-Hendrick Honda Wilmington (193 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Wilmington, NC / 193 miles away from Chesapeake, VA

    The *2023 Jeep Wrangler Sahara* stands out as a true icon of off-road capability and rugged refinement. Finished in bold *Firecracker Red Clearcoat*, ...

    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:

    22 Combined MPG (21 City/24 Highway)

    Listing Information:

    VIN: 1C4HJXEG6PW586449
    Stock: P11341
    Certified Pre-Owned: No
    Listed since: 04-21-2025

    • 28,738 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Whitten Bros Mazda (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 92 miles away from Chesapeake, VA

    Backup Camera, Android Auto / Apple Carplay, Bluetooth, Body Color 3-Piece Hard Top, Freedom Panel Storage Bag, No Soft Top, Rear Window Defroster, Re...

    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: 1C4HJXEG6PW667841
    Stock: KR0088
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • Price Drop
    • 90,854 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • 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: 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: 1C4HJXDG7KW510264
    Stock: 2003702700
    Certified Pre-Owned: No
    Listed since: 05-06-2025

  • Price Drop
    • 81,228 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Orlando, FL / 636 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering 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: 1C4HJXEM5LW258469
    Stock: LW258469
    Certified Pre-Owned: No

    • 30,764 miles
    • No accidents, personal use only
    • 6cyl automatic
    • Stevenson-Hendrick Honda Wilmington (193 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Wilmington, NC / 193 miles away from Chesapeake, VA

    The *2023 Jeep Wrangler Sahara* is a rugged, versatile SUV that combines Jeep's legendary off-road capability with modern features for daily driving c...

    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:

    22 Combined MPG (21 City/24 Highway)

    Listing Information:

    VIN: 1C4HJXEG6PW586452
    Stock: P11340
    Certified Pre-Owned: No
    Listed since: 04-21-2025

    • 25,649 miles
    • No accidents, 1 owner, personal use
    • 4cyl 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 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: 1C4HJXDN9MW662936
    Stock: 27328804
    Certified Pre-Owned: No

    • 24,164 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Medford, OR / 2,485 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start...

    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: 1C4HJXEN4MW574374
    Stock: MW574374T
    Certified Pre-Owned: No

  • Price Drop
    $38,998
    fair price
    $407 above market
    • 25,753 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from WI to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Milwaukee, WI / 766 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: 1C4HJXFN4MW670990
    Stock: 27015057
    Certified Pre-Owned: No

  • $23,100
    great price
    $4,567 below market
    • 28,940 miles
    • No accidents, 2 owners, personal use
    • 4cyl automatic
    • Hanna Imports (148 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Raleigh, NC / 148 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: 1C4HJXDN8JW253872
    Stock: 3020218
    Certified Pre-Owned: No
    Listed since: 10-31-2024

  • New Listing
    • 30,931 miles
    • No accidents, 1 owner, personal use
    • 6cyl manual
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAG0MW649123
    Stock: 27329218
    Certified Pre-Owned: No

  • Price Drop
    • 26,776 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • 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: 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: 1C4HJXFG7PW640548
    Stock: 27168065
    Certified Pre-Owned: No

  • New Listing
    • 26,711 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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: 1C4HJXFN4PW600376
    Stock: 27433186
    Certified Pre-Owned: No

  • Price Drop
    • 31,186 miles
    • No accidents, 1 owner, personal use
    • 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 Indianapolis, IN / 573 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: 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: 1C4HJXDG6PW670644
    Stock: 8G60DV
    Certified Pre-Owned: No
    Listed since: 01-27-2025

    • 28,386 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 O'Fallon, IL / 760 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: 1C4HJXDG9MW797478
    Stock: 27329012
    Certified Pre-Owned: No

  • New Listing
    • 31,754 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    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: 1C4HJXAG8MW714322
    Stock: 2003735519
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    • 27,861 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from GA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Roswell, GA / 492 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: 1C4HJXDNXPW528134
    Stock: 27344913
    Certified Pre-Owned: No

  • New Listing
    • 29,151 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Hendrick Chrysler Dodge Jeep Ram FIAT Wilmington (195 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Wilmington, NC / 195 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: 1C4GJXAN5PW658323
    Stock: X64998
    Certified Pre-Owned: No
    Listed since: 12-08-2024

Showing 799 - 819 out of 2,755 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.
Report abuse

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$24,652$26,698$28,757
Clean$24,071$26,033$28,002
Average$23,102$24,924$26,745
Rough$21,843$23,483$25,110

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $35,477. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 36,166. Based on the average mileage of 36,166 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 $23,102.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius200 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


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