Skip to FiltersReport abuse
2,821 listings
- New Listing$28,998fair price$929 above market
- 56,140 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- CarMax Laurel (168 mi away)
Close
Located in Laurel, MD / 168 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: 1C4HJXDN2MW751246
Stock: 27525188
Certified Pre-Owned: No - $31,998fair price$110 above market
- 45,624 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Fort Myers, FL / 774 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:
22 Combined MPG (21 City/24 Highway)
Listing Information:
VIN: 1C4HJXEN4PW655654
Stock: 27100564
Certified Pre-Owned: No - $31,587fair price$1,137 above market
- 59,243 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- Adams Jeep of Maryland (193 mi away)
Close
Located in Aberdeen, MD / 193 miles away from Chesapeake, VA
2023 Jeep Wrangler Sport 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: 1C4HJXDG2PW567558
Stock: P707
Certified Pre-Owned: No
Listed since: 04-25-2025 - New Listing$29,998fair price$242 below market
- 15,199 miles
- 4 Seats
- CarMax (In-stock online)
- Transfer available from LA to VA*
Close
Located in Kenner, LA / 931 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:
Listing Information:
VIN: 1C4HJXAG5PW635565
Stock: 27074261
Certified Pre-Owned: No - New Listing$37,998fair price$753 above market
- 46,043 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Tampa, FL / 699 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: 1C4HJXFN8PW638290
Stock: 27466040
Certified Pre-Owned: No - $33,500fair price$275 above market
- 37,316 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wesley Chapel, FL / 686 miles away from Chesapeake, VA
CarFax No Accidents Reported,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,Turbo/Supercharged,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:
22 Combined MPG (21 City/24 Highway)
Listing Information:
VIN: 1C4HJXEN2PW595504
Stock: PW595504P
Certified Pre-Owned: No - 59,820 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Annapolis Subaru (155 mi away)
Close
Located in Annapolis, MD / 155 miles away from Chesapeake, VA
2025 Jeep Wrangler Rubicon The Ultimate Off-Grid Camping MachineOverbuilt for the Trail. Outfitted for the Wild. Finished in Leather.When the road end...
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: 1C4HJXFG6MW596389
Stock: S027A
Certified Pre-Owned: No
Listed since: 05-24-2025- New Listing$32,178fair price$1,342 above market
- 45,504 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Charles Boyd Chevrolet GMC (126 mi away)
Close
Located in Henderson, NC / 126 miles away from Chesapeake, VA
Thank You for shopping at Charles Boyd Chevrolet Cadillac GMC! Wrangler Unlimited Sahara Altitude, 3.6L V6 24V VVT, 6-Speed Manual, 4WD, Bright White ...
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: 1C4HJXEG0MW621661
Stock: K59-24C
Certified Pre-Owned: No
Listed since: 11-09-2024 - New Listing
- 56,992 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Carvana (In-stock online)
- Home delivery*
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:
Listing Information:
VIN: 1C4HJXDG2PW623918
Stock: 2003736586
Certified Pre-Owned: No
Listed since: 05-27-2025 - New Listing$33,995fair price$426 above market
- 39,534 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Roseburg, OR / 2,496 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,Turbo/Supercharged,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:
22 Combined MPG (21 City/24 Highway)
Listing Information:
VIN: 1C4HJXEN7PW587009
Stock: 1834A
Certified Pre-Owned: No - Price Drop$35,499fair price$158 below market
- 46,903 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 21 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Latham, NY / 435 miles away from Chesapeake, VA
CarFax 1-Owner,High Demand,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navigation System...
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:
22 Combined MPG (21 City/24 Highway)
Listing Information:
VIN: 1C4HJXEN8PW520791
Stock: PA520791A
Certified Pre-Owned: No - Price Drop
- 58,646 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Auto-Mattox (150 mi away)
Close
Located in Appomattox, VA / 150 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. BACKUP CAMERA, BLUETOOTH, SUNROOF/MOONROOF, PUSH BUTTON START, APPLE CARPLAY / ANDROID AUTO, AWD/4WD, This vehicle is ...
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: 1C4HJXDN0MW844735
Stock: M5200
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$34,998fair price
- 17,390 miles
- 5 Seats
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Killeen, TX / 1,289 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:
Listing Information:
VIN: 1C4HJXDGXPW679704
Stock: 27445322
Certified Pre-Owned: No - 55,143 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 704 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: 1C4HJXFN4PW702244
Stock: 7WQRWY
Certified Pre-Owned: No
Listed since: 06-10-2025- $28,000good price$1,420 below market
- 37,332 miles
- 1 accident, 1 owner, personal use
- 4 Seats
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2021 Jeep Wrangler Willys Black Clearcoat 8-Speed Automatic 4WD 3.6L V6 24V VVTRecent Arrival! CARFAX One-Owner. Clean CARFAX.BLUETOOTH, BACK UP CAMER...
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: 1C4HJXAG3MW741539
Stock: BJ1707
Certified Pre-Owned: No
Listed since: 06-26-2025 - 6,667 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Carvana - Richmond (99 mi away)
- Home delivery*
Close
Located in Richmond, VA / 99 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: 1C4HJXEG4MW786905
Stock: 2003829191
Certified Pre-Owned: No
Listed since: 06-21-2025- Price Drop
- 55,110 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats
- Vineland Chrysler Dodge Jeep Ram (200 mi away)
Close
Located in Vineland, NJ / 200 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited Sahara Sting-Gray Clearcoat
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: 1C4HJXEG6MW651182
Stock: R00127
Certified Pre-Owned: No
Listed since: 05-29-2025 - Not Priced
- 12,838 miles
- No accidents, 2 owners, personal use only
- 4 Seats
- Stearns Ford (186 mi away)
Close
Located in Burlington, NC / 186 miles away from Chesapeake, VA
2023 Jeep Wrangler SportAPPLE CARPLAY, BACK UP CAMERA, ALL OF OUR VEHICLES THAT ARE LESS THAN 5 YEARS OLD AND LESS THAN 80,000 MILES COME WITH OUR MOT...
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: 1C4GJXAN4PW638337
Stock: 4326A
Certified Pre-Owned: No
Listed since: 05-24-2025 - 32,976 miles
- 1 accident, 1 owner, personal use
- 5 Seats
- Bayside Pre-Owned Super Center Hollywood (112 mi away)
Close
Located in Hollywood, MD / 112 miles away from Chesapeake, VA
CARFAX One-Owner. ***New Tires!***, ***Complete Service History***, ***Complete Service History with Bayside!***, ***Completely reconditioned to Facto...
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: 1C4HJXEN8MW846294
Stock: MW846294
Certified Pre-Owned: No
Listed since: 05-27-2025- 11,766 miles
- No accidents, 1 owner, personal use only
- 4 Seats, 17 City / 25 Hwy MPG, Manual
- Carvana (In-stock online)
- Home delivery*
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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: 1C4GJXAG6PW566347
Stock: 2003825061
Certified Pre-Owned: No
Listed since: 06-19-2025- New Listing
- 5,788 miles
- No accidents, 2 owners, personal use only
- 4 Seats
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Fremont, CA / 2,495 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: 1C4HJXAG0PW560919
Stock: 27530534
Certified Pre-Owned: No
Showing 274 - 294 out of 2,821 listings
Consumer Reviews for the Jeep Wrangler
Read recent reviews for the Jeep Wrangler
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...
Used 2021 Jeep Wrangler in Chesapeake, VA Values
Estimated values
2021 Jeep Wrangler Unlimited Sport S 4dr SUV 4WD (2.0L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $24,542 | $26,842 | $29,158 |
| Clean | $23,964 | $26,174 | $28,393 |
| Average | $23,000 | $25,059 | $27,118 |
| Rough | $21,746 | $23,610 | $25,460 |
The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $33,396. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 38,189. Based on the average mileage of 38,189 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 $23,000.
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.