Skip to FiltersReport abuse
2,820 listings
- Price Drop
- 33,552 miles
- No accidents, 1 owner, corporate fleet vehicle
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from NC to VA*
Close
Located in Asheville, NC / 365 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: 1C4HJXDN8MW669490
Stock: 27355509
Certified Pre-Owned: No - New Listing$29,998fair price$453 above market
- 34,522 miles
- No accidents, 1 owner, personal use
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from OH to VA*
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: 1C4HJXDN0MW775562
Stock: 27329013
Certified Pre-Owned: No - New Listing$30,590fair price$6 above market
- 34,784 miles
- No accidents, 1 owner, corporate fleet vehicle
- 4cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,453 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: 1C4HJXDN8PW599848
Stock: 2003715315
Certified Pre-Owned: No
Listed since: 05-09-2025 - New Listing$28,990good price$1,973 below market
- 58,367 miles
- 1 accident, 1 owner, personal use
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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: 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: 1C4HJXDG9MW724580
Stock: 2003692367
Certified Pre-Owned: No
Listed since: 05-12-2025 - $34,998fair price$893 above market
- 32,645 miles
- No accidents, 1 owner, personal use
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from TN to VA*
Close
Located in Memphis, TN / 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: 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: 1C4HJXEN1MW707351
Stock: 27326894
Certified Pre-Owned: No - New Listing$27,990fair price$576 below market
- 69,261 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Ourisman Honda of Frederick (194 mi away)
Close
Located in Frederick, MD / 194 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited Sport Sarge Green Clearcoat CARFAX One-Owner.
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: 1C4HJXDG3MW571243
Stock: TW571243
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$25,999fair price$923 below market
- 63,326 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Bloomington, CA / 2,307 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: 1C4HJXDN7MW616537
Stock: 7VKTT1
Certified Pre-Owned: No
Listed since: 04-18-2025 - Price Drop$34,980fair price$1,080 above market
- 33,176 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Reno, NV / 2,354 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,4-Wheel Dis...
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: 1C4HJXDGXMW573782
Stock: MW573782C
Certified Pre-Owned: Yes - $32,998fair price$443 above market
- 34,035 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- CarMax (In-stock online)
- Transfer available from NM to VA*
Close
Located in Santa Fe, NM / 1,657 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: 1C4HJXDG9MW731965
Stock: 27061010
Certified Pre-Owned: No - New Listing$26,990fair price$817 above market
- 63,927 miles
- 4cyl automatic
- Carvana (In-stock online)
- Home delivery*
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 Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4GJXAN5MW647737
Stock: 2003721720
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$35,500fair price$245 above market
- 57,103 miles
- No accidents, 2 owners, personal use only
- 4cyl automatic
- Capital Chevrolet (141 mi away)
Close
Located in Wake Forest, NC / 141 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: 1C4HJXFN8MW779646
Stock: 9C18017A
Certified Pre-Owned: No
Listed since: 05-13-2025 - $30,000fair price$358 above market
- 31,110 miles
- No accidents, 1 owner, corporate fleet vehicle
- 4cyl automatic
- Alexandria Volkswagen (152 mi away)
Close
Located in Alexandria, VA / 152 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Odometer is 12655 miles below market average!2021 Jeep Wrangler Unlimited Sport 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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDNXMW775407
Stock: P28513
Certified Pre-Owned: No
Listed since: 04-12-2025 - New Listing$27,998fair price$448 below market
- 43,320 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from IL to VA*
Close
Located in Hillside, IL / 717 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: 1C4HJXDG9MW627458
Stock: 27435511
Certified Pre-Owned: No - 34,031 miles
- No accidents, 2 owners, corporate fleet vehicle
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from MO to VA*
Close
Located in Saint Louis, MO / 781 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: 1C4HJXENXMW587825
Stock: 26833064
Certified Pre-Owned: No- Price Drop$67,967fair price$309 above market
- 32,553 miles
- No accidents, 2 owners, personal use only
- 8cyl automatic
- Liberty Ford of Fayetteville (190 mi away)
Close
Located in Fayetteville, NC / 190 miles away from Chesapeake, VA
For sale: 2023 Jeep Wrangler Rubicon 392 4WD the ultimate off-road machine, fully loaded and ready to tackle anything in its path! With a clean Car...
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: 1C4JJXSJXPW563788
Stock: TPW563788
Certified Pre-Owned: No
Listed since: 04-12-2025 - New Listing$29,998fair price$731 below market
- 38,710 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Costa Mesa, CA / 2,344 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: 1C4HJXDG8MW518571
Stock: 27408128
Certified Pre-Owned: No - $32,823fair price$782 above market
- 38,748 miles
- No accidents, 2 owners, personal use only
- 6cyl manual
- Westgate Dodge Ram (139 mi away)
Close
Located in Wake Forest, NC / 139 miles away from Chesapeake, VA
Alpine Premium Audio, 17 Inch Wheels and More!!, Alpine Premium Audio System, Apple CarPlay/Android Auto, Automatic temperature control, Compass, Driv...
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: 1C4HJXFG8MW616044
Stock: 62668XP
Certified Pre-Owned: No
Listed since: 11-15-2023 - $27,777good price$1,370 below market
- 41,978 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 4cyl automatic
- CarDirect USA (13 mi away)
Close
Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
JEEP WRANGLER SPORT - Exterior Color: Sting–Gray Clear–Coat Exterior Paint Interior Color: Black Interior Color Interior: Cloth Low–Back Bucket Seats ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
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: 1C4GJXAN5MW574854
Stock: ZC5765
Certified Pre-Owned: No
Listed since: 01-31-2025 - $34,998fair price$156 below market
- 36,116 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from MN to VA*
Close
Located in Maplewood, MN / 1,046 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: 1C4HJXDG9MW589309
Stock: 27241078
Certified Pre-Owned: No - New Listing
- 37,448 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from IN to VA*
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: 1C4HJXDGXMW839026
Stock: 26434156
Certified Pre-Owned: No - Price Drop$36,998fair price$891 above market
- 36,439 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from MI to VA*
Close
Located in Kentwood, MI / 653 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: 1C4HJXEG9MW648552
Stock: 27328766
Certified Pre-Owned: No
Showing 694 - 714 out of 2,820 listings
Consumer Reviews for the Jeep Wrangler
Read recent reviews for the Jeep Wrangler
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.
Used 2021 Jeep Wrangler in Chesapeake, VA Values
Estimated values
2021 Jeep Wrangler Unlimited Freedom 4dr SUV 4WD w/Prod. End 09/21 (2.0L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $23,922 | $25,712 | $27,517 |
| Clean | $23,358 | $25,072 | $26,795 |
| Average | $22,418 | $24,004 | $25,591 |
| Rough | $21,197 | $22,616 | $24,027 |
The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $33,218. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 42,150. Based on the average mileage of 42,150 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 $22,418.
Filters
Skip to ResultsApplied Filters4Active
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
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.