Skip to FiltersReport abuse
2,828 listings
- $25,000fair price$423 below market
- 60,186 miles
- No accidents, 1 owner, personal use
- 6cyl manual
- Ourisman Toyota 40 (187 mi away)
Close
Located in Edgewood, MD / 187 miles away from Chesapeake, VA
**1-Owner**4WD**Apple Car Play**Back-Up Cam**Fog Lights**CARFAX One-Owner. This 2021 Sting-Gray Clearcoat Jeep Wrangler Unlimited Sport S 4WD is wel...
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: 1C4HJXDGXMW784979
Stock: A2582
Certified Pre-Owned: No
Listed since: 04-15-2025 - Price Drop$26,500good price$2,460 below market
- 72,443 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Ourisman Kia of Fairfax (158 mi away)
Close
Located in Fairfax, VA / 158 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!2021 Jeep Wrangler Rubicon 4WD Black ClearcoatNavigation, Bluetooth, 1-Yr SiriusXM Guardian Trial, 4G LTE Wi-Fi...
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: 1C4HJXCG1MW713686
Stock: B2227
Certified Pre-Owned: No
Listed since: 02-26-2025 - $30,397fair price$356 above market
- 12,929 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Johnson Hyundai of Apex (162 mi away)
Close
Located in Apex, NC / 162 miles away from Chesapeake, VA
2021 Jeep Wrangler Willys Sport Baja Yellow Clearcoat 4WD 8-Speed AutomaticOdometer is 20891 miles below market average!4-Wheel Drive Swing Gate ...
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: 1C4GJXAN4MW518713
Stock: HYX9234A
Certified Pre-Owned: No
Listed since: 04-29-2025 - New Listing$31,769good price$1,808 below market
- 41,349 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
Close
Located in Chantilly, VA / 164 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited SaharaRecent Arrival!Odometer is 5175 miles below market average! Wrangler Unlimited Sahara, 4D Sport Utility, 2.0L 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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXEN6MW633263
Stock: PMW633263
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$28,000fair price$346 below market
- 46,584 miles
- No accidents, 1 owner, personal use
- 4cyl automatic
- Koons Buick GMC of Woodbridge (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited Sport S Black Clearcoat Apple Carplay & Android Audio, Heated Seats, Sirius XM, Backup Camera, 7.0" Touchscreen Display, ...
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: 1C4HJXDN1MW526042
Stock: 00PP4758
Certified Pre-Owned: No
Listed since: 04-24-2025 - Price Drop$29,998fair price$1,453 below market
- 47,683 miles
- No accidents, 1 owner, corporate fleet vehicle
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from KS to VA*
Close
Located in Wichita, KS / 1,154 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: 1C4HJXDN4PW632828
Stock: 26914774
Certified Pre-Owned: No - $40,678fair price$679 above market
- 17,496 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Toyota of Southern Maryland (108 mi away)
Close
Located in Lexington Park, MD / 108 miles away from Chesapeake, VA
ONE OWNER, 4X4, CLEAN CARFAX, WELL MAINTAINED, SIRRUS/XM RADIO, BACKUP CAMERA, ALLOY WHEELS, FOG LAMPS, Bluetooth , MARYLAND STATE INSPECTED, 72 HOUR...
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: 1C4HJXDG3PW680256
Stock: U680256
Certified Pre-Owned: No
Listed since: 02-23-2025 - $29,499fair price$646 above market
- 52,738 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Scottsdale, AZ / 2,019 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: 1C4HJXDN8PW702380
Stock: 7WRJYS
Certified Pre-Owned: No
Listed since: 04-11-2025 - Price Drop$31,398fair price$776 below market
- 38,100 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Farmington Hills, MI / 550 miles away from Chesapeake, VA
Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,Turbo/Supercharged,WiFi Hotspot,V6 Cylinder Engine...
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: 1C4HJXEG7PW586749
Stock: PW586749P
Certified Pre-Owned: No - $31,998fair price$1,003 below market
- 54,554 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from MO to VA*
Close
Located in Springfield, MO / 938 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:
22 Combined MPG (21 City/24 Highway)
Listing Information:
VIN: 1C4HJXEN8PW637948
Stock: 27327771
Certified Pre-Owned: No - Price Drop$31,800fair price$648 below market
- 59,830 miles
- No accidents, 1 owner, personal use
- 4cyl automatic
- Lindsay Manassas Chrysler Dodge Jeep Ram (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
*WELL MAINTAINED*, SKY ONE-TOUCH POWER-TOP, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, STE...
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: 1C4HJXEN7MW669284
Stock: MR1297
Certified Pre-Owned: Yes
Listed since: 04-25-2025 - $45,990fair price$341 above market
- 9,038 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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: 1C4JJXFM8PW603502
Stock: 2003718157
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing
- 12,599 miles
- No accidents, 1 owner, personal use only
- 6cyl manual
- 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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG4PW595717
Stock: 27406950
Certified Pre-Owned: No - New Listing$32,998fair price
- 12,216 miles
- No accidents, 3 owners, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in San Antonio, TX / 1,381 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: 1C4HJXAG0PW532358
Stock: 27041054
Certified Pre-Owned: No - $40,750fair price$337 below market
- 29,989 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Ourisman Jeep (162 mi away)
Close
Located in Bethesda, MD / 162 miles away from Chesapeake, VA
2023 Jeep Wrangler Rubicon 4WD Certified. Hydro Blue Pearl Coat CARFAX One-Owner. JEEP CERTIFIED, NAVIGATION / GPS / NAV, APPLE CAR PLAY / ANDROID AUT...
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: 1C4HJXFG5PW501924
Stock: TW501924
Certified Pre-Owned: Yes
Listed since: 04-26-2025 - New Listing$29,590fair price$148 below market
- 64,913 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 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: 1C4HJXDN2PW574735
Stock: 2003701971
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop$30,000fair price$546 below market
- 55,023 miles
- No accidents, 2 owners, personal use
- 4cyl automatic
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2021 Jeep Wrangler Unlimited Sahara Altitude Bright White Clearcoat 8-Speed Automatic 4WD 2.0L I4 DOHCCARFAX One-Owner.BLUETOOTH, BACK UP CAMERA, NAVI...
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: 1C4HJXENXMW510176
Stock: BJ1302
Certified Pre-Owned: No
Listed since: 01-28-2025 - $36,998fair price$35 above market
- 14,083 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from TN to VA*
Close
Located in Memphis, TN / 768 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: 1C4GJXAN7PW642320
Stock: 27321547
Certified Pre-Owned: No - Price Drop$27,136fair price$421 above market
- 49,894 miles
- 1 accident, 1 owner, personal use
- 6cyl automatic
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
Close
Located in Chantilly, VA / 164 miles away from Chesapeake, VA
Certified. 2021 Jeep Wrangler Unlimited Sport SCARFAX One-Owner.Wrangler Unlimited Sport S, FCA US LLC Certified Pre-Owned Certified, 4D Sport Uti...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG8MW794037
Stock: PMW794037
Certified Pre-Owned: Yes
Listed since: 04-05-2025 - $31,250fair price$63 above market
- 24,035 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Waldorf Chevrolet (137 mi away)
Close
Located in Waldorf, MD / 137 miles away from Chesapeake, VA
***AUTOMATIC, **USB PORTS, ***BLUE TOOTH CAPABLE, ***FOUR WHEEL DRIVE, ***ALLOY WHEELS, ***MD STATE INSPECTED, 4-Wheel Drive Swing Gate Decal, Anti-Sp...
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: 1C4HJXDG9MW544290
Stock: 0PG3951A
Certified Pre-Owned: No
Listed since: 04-14-2025 - $30,987fair price$192 below market
- 42,068 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- 1st Choice Motors (167 mi away)
Close
Located in Madison Heights, VA / 167 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. BACKUP CAMERA, BLUETOOTH, PUSH BUTTON START, CLEAN CARFAX, AWD/4WD, This vehicle is located at 1st Choice Motors. 4799...
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: 1C4HJXDM9MW586982
Stock: J5186
Certified Pre-Owned: No
Listed since: 05-16-2024
Showing 232 - 252 out of 2,828 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 (3.6L 6cyl 6M) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $24,482 | $26,618 | $28,768 |
| Clean | $23,905 | $25,955 | $28,013 |
| Average | $22,943 | $24,849 | $26,755 |
| Rough | $21,693 | $23,413 | $25,119 |
The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $32,178. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 38,940. Based on the average mileage of 38,940 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 $22,943.
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.