Skip to main content
Skip to Filters
2,791 listings
  • $32,585
    fair price
    $144 above market
    • 47,780 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Paul Obaugh Ford (183 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Staunton, VA / 183 miles away from Chesapeake, VA

    This Jeep won't be on the lot long! Comfortable and safe in any road condition! Turbocharger technology provides forced air induction, enhancing perfo...

    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: Yes

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4HJXCN8MW837937
    Stock: F19273A
    Certified Pre-Owned: No
    Listed since: 01-08-2025

  • New Listing
    $30,998
    fair price
    $1,006 above market
    • 59,896 miles
    • 4cyl automatic
    • CarMax (In-stock online)
    • Transfer available from TN to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    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 Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDN8MW862674
    Stock: 26951005
    Certified Pre-Owned: No

  • Price Drop
    $24,973
    fair price
    $739 above market
    • 91,859 miles
    • No accidents, 2 owners, rental vehicle
    • 4cyl automatic
    • John Hiester Chrysler Dodge Jeep Ram of Sanford (185 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Sanford, NC / 185 miles away from Chesapeake, VA

    CLEAN CARFAX, LOCAL TRADE, 4WD, FAST AND EASY FINANCING, THE NEW PRICE OUTLET, Quick Order Package 28G, 3.45 Rear Axle Ratio, 4-Wheel Disc Brakes, 8 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: 1C4HJXEN7KW590209
    Stock: S3293
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • Selling or trading in?

    Know what your car is worth while you shop for your next vehicle.

    See my car’s value
  • $29,998
    fair price
    $534 above market
    • 21,154 miles
    • 1 accident, 1 owner, personal use only
    • 4cyl automatic
    • CarMax Frederick (173 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Gaithersburg, MD / 173 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: 1C4GJXAN5PW657267
    Stock: 26827155
    Certified Pre-Owned: No

    • 7,699 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Capital Ford of Wilmington (198 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Wilmington, NC / 198 miles away from Chesapeake, VA

    BACK UP CAMERA **, CarFax Clean Title, CarFax One Owner.Capital Nissan of Wilmington is proud to offer this wonderful-looking and fun 2021 Jeep Wrangl...

    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: 1C4JJXFM4MW658024
    Stock: NAD8567
    Certified Pre-Owned: No
    Listed since: 02-22-2025

  • $27,353
    fair price
    $801 above market
    • 48,680 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Pohanka Honda of Salisbury (120 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Salisbury, MD / 120 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAG9MW779272
    Stock: 42132C
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • Price Drop
    $28,000
    fair price
    $1,101 above market
    • 63,287 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 6cyl automatic
    • 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 ***, ***HARD TOP!!! 8 SPEED AUTO TRANSMISSION!! 3.6 LITER V6!!! HILL DESCENT CONTROL, PUSH BUTTON START!!!, APPLE CARPLAY, GOOGLE A...

    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: 1C4HJXEG9MW516522
    Stock: C2746
    Certified Pre-Owned: No
    Listed since: 09-11-2023

  • Price Drop
    • 11,435 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Jerry's Toyota (183 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Baltimore, MD / 183 miles away from Chesapeake, VA

    2023 Jeep Wrangler Sport 4Door 4WD. Only 11,434 miles. The perfect SUV for the adventure minded. Four door accessibility, great cargo room, 5 passenge...

    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: 1C4HJXDG7PW601929
    Stock: 242430A
    Certified Pre-Owned: No
    Listed since: 01-16-2025

  • Price Drop
    • 36,285 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Don Beyer Volvo Cars of Falls Church (158 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Falls Church, VA / 158 miles away from Chesapeake, VA

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: 1C4GJXAG3KW578335
    Stock: E29396V
    Certified Pre-Owned: No
    Listed since: 03-04-2025

  • Price Drop
    Photos not available
    $24,790
    fair price
    $664 below market
    • 63,396 miles
    • 2 accidents, 2 owners, personal use only
    • 4cyl automatic
    • Dulles Kia (179 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Leesburg, VA / 179 miles away from Chesapeake, VA

    2 OWNER CARFAX, GREAT SERVICE RECORDS, COLD WEATHER PACKAGE, TECHNOLOGY PACKAGE, HARD TOP, UCONNECT 4 W/ 7" SCREEN, 8-SPEED AUTOMATIC, CLOTH SEATS WIT...

    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: 1C4HJXDN5KW668665
    Stock: P4003
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • Price Drop
    • 11,940 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Ourisman Jeep (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

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

    2021 Jeep Wrangler Unlimited Willys 4WD Certified. Black Clearcoat CARFAX One-Owner. JEEP CERTIFIED, BACK UP CAMERA / REAR VIEW CAMERA / REVERSE CAMER...

    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: 1C4HJXDG9MW710582
    Stock: PW710582
    Certified Pre-Owned: Yes
    Listed since: 04-11-2025

  • New Listing
    • 30,584 miles
    • 2 accidents, 2 owners, personal use
    • 4cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    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: 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: 1C4HJXDN5MW739883
    Stock: 2003641325
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • Stock photo**
    $32,990
    fair price
    $1,255 above market
    • 44,844 miles
    • No accidents, 2 owners, personal use only
    • 4cyl automatic
    • Capital Ford of Wilmington (198 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Wilmington, NC / 198 miles away from Chesapeake, VA

    Capital Chevrolet of Shallotte is proud to offer this gorgeous-looking 2021 Jeep Wrangler Tuscadero Pearlcoat Unlimited Sahara with the following feat...

    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: 1C4HJXEN4MW845353
    Stock: 23PD1170A
    Certified Pre-Owned: No
    Listed since: 03-26-2025

    • 79,441 miles
    • No accidents, 3 owners, personal use
    • 4cyl automatic
    • Exclusive Motor Cars (186 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Randallstown, MD / 186 miles away from Chesapeake, VA

    This 2019 Black Clearcoat Jeep Wrangler Unlimited Rubicon 4WD is well equipped and includes these features and benefits:. 4WD Clean CARFAX. 22/24 Ci...

    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: 1C4HJXFN7KW503844
    Stock: W503844
    Certified Pre-Owned: No
    Listed since: 04-09-2025

    • 4,600 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Cincinnati, OH / 485 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: 1C4GJXAGXMW850883
    Stock: 26978606
    Certified Pre-Owned: No

  • New Listing
    • 12,629 miles
    • No accidents, 3 owners, personal use only
    • 4cyl automatic
    • CarMax Fredericksburg (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Fredericksburg, VA / 126 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: 1C4HJXDN7KW537544
    Stock: 26663603
    Certified Pre-Owned: No

  • Price Drop
    • 377 miles
    • No accidents, 1 owner, personal use only
    • 6cyl manual
    • Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Westminster, MD / 199 miles away from Chesapeake, VA

    2023 Jeep Wrangler Rubicon Bright White Clearcoat 6-Speed Manual 4WD 3.6L V6 24V VVTCARFAX One-Owner. Odometer is 14912 miles below market average!BLU...

    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: 1C4HJXCG1PW561137
    Stock: BJ1429
    Certified Pre-Owned: No
    Listed since: 03-18-2025

    • 50,075 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Safford Chrysler Dodge Jeep Ram of Winchester (199 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2021 Jeep Wrangler Unlimited Sahara Altitude Blind-Spot and Cross-Path Detection, Park-Sense Rear Park-Assist, Leather Seats, Heated Front Seats, Rear...

    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: 1C4HJXEN6MW683855
    Stock: P7197
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • Photos not available
    $27,987
    fair price
    $1,272 above market
    • 59,691 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Sanford Imports (187 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

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

    Recent Arrival! Priced below KBB Fair Purchase Price!2019 Jeep Wrangler Unlimited Sahara Bright White Clearcoat Carfax Accident Free, Bluetooth, Keyl...

    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: 1C4HJXEN2KW567260
    Stock: 7005968
    Certified Pre-Owned: No
    Listed since: 05-07-2025

  • New Listing
    Stock photo**
    • 31,209 miles
    • 6cyl automatic
    • Lakeshore Chrysler Dodge Jeep Ram (138 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Seaford, DE / 138 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXDG9MW829779
    Stock: 1618A
    Certified Pre-Owned: No
    Listed since: 05-16-2025

  • New Listing
    Photos not available
    $30,995
    fair price
    $1,058 below market
    • 100,635 miles
    • 6cyl automatic
    • CMA’s Chrysler Dodge Jeep Ram of Lynchburg (172 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lynchburg, VA / 172 miles away from Chesapeake, VA

    Thank you for choosing CMA's Chrysler Dodge Jeep Ram of Lynchburg, this Bright White Clearcoat 2019 Jeep Wrangler Unlimited Rubicon is a great choice!...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 1C4HJXFGXKW524785
    Stock: 12337A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

Showing 442 - 462 out of 2,791 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.
Report abuse

Used 2021 Jeep Wrangler in Chesapeake, VA Values

Estimated values
2021 Jeep Wrangler Rubicon 2dr SUV 4WD (2.0L 4cyl Turbo 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$26,718$28,865$31,028
Clean$26,088$28,146$30,214
Average$25,038$26,947$28,857
Rough$23,674$25,389$27,092

The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $30,617. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 41,786. Based on the average mileage of 41,786 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 $25,038.

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.