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2,725 listings
- New Listing$23,746great price$2,673 below market
- 90,271 miles
- No accidents, 2 owners, personal use only
- 4 Seats
- Sheehy INFINITI of Annapolis (158 mi away)
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Located in Annapolis, MD / 158 miles away from Chesapeake, VA
2021 Jeep Wrangler Islander 4WD at Sheehy Auto Mall of Hagerstown! This Wrangler has an exterior color of Snazzberry Pearlcoat with Black Cloth interi...
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: 1C4GJXAN6MW569033
Stock: B14259VA
Certified Pre-Owned: No
Listed since: 04-22-2025 - New Listing$28,125great price$4,179 below market
- 48,050 miles
- 5 Seats
- Fred Anderson Kia of Raleigh (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Check out all these great Quick Order Package 22K Willys Sport (4-Wheel Drive Swing Gate Decal, 97 MPH Vehicle Max Speed Calibration, Anti-Spin Differ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4HJXDN5NW132660
Stock: RB140546A
Certified Pre-Owned: No
Listed since: 06-08-2025 - New Listing$34,233good price$3,993 below market
- 60,552 miles
- No accidents, 1 owner, personal use
- 5 Seats
- Hyundai of Hampton (24 mi away)
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Located in Hampton, VA / 24 miles away from Chesapeake, VA
This 2021 Jeep Wrangler Unlimited Rubicon, has a Sting-Gray Clearcoat exterior and a Black interior. With only 60552 miles. This vehicle is offered by...
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: 1C4HJXFN8MW650631
Stock: PP4211
Certified Pre-Owned: No
Listed since: 04-18-2025 - $69,999good price$4,579 below market
- 5,200 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 13 City / 17 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Garden City, MI / 540 miles away from Chesapeake, VA
Low Mileage,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Navigati...
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: 1C4JJXSJ2PW505853
Stock: PW505853P
Certified Pre-Owned: No - Price Drop$19,995good price$2,886 below market
- 80,034 miles
- No accidents, 1 owner, personal use only
- 4 Seats, 17 City / 25 Hwy MPG, Manual
- Best Buy Wheels (13 mi away)
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Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
Best Buy Wheels online at WWW.BBWAUTOS.COM to see more pictures for this vehicle in addition to the CARFAX. Over 15 years of experience with providing...
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: 1C4GJXAG4LW248866
Stock: 248866
Certified Pre-Owned: No
Listed since: 04-02-2025 - Price Drop$36,998good price$4,464 below market
- 30,915 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Driveway (In-stock online)
- Home delivery*
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Located in Medford, OR / 2,479 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navigatio...
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: 1C4HJXFG0MW692714
Stock: 692714C
Certified Pre-Owned: Yes - $79,555good price$5,237 below market
- 3,270 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 13 City / 16 Hwy MPG
- Sheehy Lexus of Richmond (91 mi away)
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Located in Richmond, VA / 91 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:
14 Combined MPG (13 City/16 Highway)
Listing Information:
VIN: 1C4RJXSJXRW218802
Stock: X1758PA
Certified Pre-Owned: No
Listed since: 04-26-2025 - Price Drop$30,590good price$1,715 below market
- 18,904 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG, Manual
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 578 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: 1C4HJXDGXLW241730
Stock: 2003759613
Certified Pre-Owned: No
Listed since: 05-28-2025 - Price Drop$36,190good price$3,351 below market
- 17,352 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Whitten Brothers of Ashland (96 mi away)
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Located in Ashland, VA / 96 miles away from Chesapeake, VA
Navigation, 4G LTE Wi-Fi Hot Spot, 8.4" Radio & Premium Audio Group, 8.4" Touchscreen Display, Alpine Premium Audio System, Altitude Package, Auto-Dim...
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: 1C4HJXEN3MW868557
Stock: AL2122
Certified Pre-Owned: No
Listed since: 04-16-2025 - Price Drop$47,990good price$2,422 below market
- 7,777 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 16 City / 22 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 578 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:
19 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: 1C4PJXFG2RW271533
Stock: 2003388826
Certified Pre-Owned: No
Listed since: 12-25-2024 - Price Drop$39,999good price$3,710 below market
- 26,639 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Pearson Chrysler Jeep Dodge Ram (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
Sarge Green Clearcoat 2021 Jeep Wrangler Unlimited Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVT Fresh Oil Change, 1-Year SiriusXM Guardian Trial, 35"...
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: 1C4JJXFG8MW843011
Stock: U3876
Certified Pre-Owned: No
Listed since: 05-08-2025 - New Listing$37,990good price
- 36,717 miles
- No accidents, 2 owners, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in San Antonio, TX / 1,380 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: 1C4HJXFG8LW188992
Stock: 2003761175
Certified Pre-Owned: No
Listed since: 06-07-2025 - $29,998good price$3,603 below market
- 32,123 miles
- No accidents, 1 owner, personal use
- 5 Seats, 17 City / 23 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NV to VA*
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Located in Las Vegas, NV / 2,153 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: Yes
Features and Specs:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 1C4HJXDG2MW839523
Stock: 27328383
Certified Pre-Owned: No - $40,198good price$3,232 below market
- 9,991 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Team Chevrolet of Swansboro (150 mi away)
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Located in Swansboro, NC / 150 miles away from Chesapeake, VA
**CLEAN CARFAX, **ONE OWNER, *SATELLITE RADIO, *TRAILER TOW PACKAGE, *REMOTE KEYESS ENTRY, BACKUP CAMERA, LED FOG LIGHTS, 2-Door Passive Entry, Front ...
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: 1C4PJXDN0RW102872
Stock: SP3233
Certified Pre-Owned: No
Listed since: 03-15-2025 - Price Drop$30,999good price$3,582 below market
- 46,518 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- DARCARS Chrysler Jeep Dodge Ram of Marlow Heights (149 mi away)
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Located in Temple Hills, MD / 149 miles away from Chesapeake, VA
ASSURANCE & TRANSPARENCY: Each of our used vehicles has passed a comprehensive Maryland State inspection, ensuring top tier safety and reliability. We...
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: 1C4HJXDG5PW624321
Stock: P1U0364
Certified Pre-Owned: Yes
Listed since: 02-01-2025 - $39,998fair price$2,025 below market
- 47,515 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats
- CarMax (In-stock online)
- Transfer available from GA to VA*
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Located in Kennesaw, GA / 507 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: Yes
Features and Specs:
Listing Information:
VIN: 1C4HJXFG0MW606446
Stock: 27286741
Certified Pre-Owned: No - $42,998fair price$1,936 below market
- 16,978 miles
- No accidents, 1 owner, personal use
- 5 Seats
- CarMax (In-stock online)
- Transfer available from DE to VA*
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Located in Newark, DE / 205 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: Yes
Features and Specs:
Listing Information:
VIN: 1C4JJXFG8MW850699
Stock: 27203790
Certified Pre-Owned: No - $33,990good price$3,328 below market
- 48,911 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 17 City / 23 Hwy MPG
- Williamsburg Kia (48 mi away)
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Located in Williamsburg, VA / 48 miles away from Chesapeake, VA
Recent Arrival!The 2023 Jeep Wrangler Rubicon is a rugged and capable off-road SUV designed for adventure enthusiasts who demand exceptional performan...
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: 1C4HJXFN5PW693229
Stock: U4235
Certified Pre-Owned: No
Listed since: 01-21-2025 - $34,998good price$2,693 below market
- 6,917 miles
- No accidents, 1 owner, personal use only
- 4 Seats
- CarMax (In-stock online)
- Transfer available from AL to VA*
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Located in Huntsville, AL / 602 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: Yes
Features and Specs:
Listing Information:
VIN: 1C4GJXAN7PW687578
Stock: 27486142
Certified Pre-Owned: No - Price Drop$31,497good price$2,800 below market
- 16,528 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- J.B.A. Kia (163 mi away)
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Located in Glen Burnie, MD / 163 miles away from Chesapeake, VA
Get ready for adventure with the 2022 Jeep Wrangler Unlimited Willys 4x4! This rugged SUV is equipped with a robust Pentastar 3.6L V6 engine deliverin...
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: 1C4HJXDG3NW212461
Stock: K50574B
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing$36,998fair price$1,618 below market
- 11,294 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 17 City / 23 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NJ to VA*
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Located in Edison, NJ / 279 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: 1C4HJXDGXPW624251
Stock: 27366698
Certified Pre-Owned: No
Showing 1,849 - 1,869 out of 2,725 listings
Consumer Reviews for the Jeep Wrangler
Read recent reviews for the Jeep Wrangler
Durable and affordable
Steve, 09/11/2016
2010 Jeep Wrangler Sport 2dr SUV 4WD (3.8L 6cyl 6M)
Know before you ever ride in a jeep or consider buying one that it is not like a car or 4X4 pickup. My 2010 2door Wrangler Islander is bouncy and has a high center of gravity so you will feel the road and g forces in turns more so than in afore mentioned vehicle types. And mine is a 6-speed manual so you have to actually perform the gearing changes via the shift lever and clutch pedal. … It is easy to see out of and the steering is quick and precise. Mine is completely stock and I love sitting higher above other vehicles in it. No more scraping the front bumper on steep transition parking lots or driveways. Easy to access most things under the hood and I run Firestone Destination A/T tires in stock size which have an off road tread pattern and are not louder than street tires. My mileage is between 19-21.5 mpg city/highway.
Used 2021 Jeep Wrangler in Chesapeake, VA Values
Estimated values
2021 Jeep Wrangler Islander 2dr SUV 4WD w/Prod. End 09/21 (2.0L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $25,504 | $27,261 | $29,030 |
| Clean | $24,903 | $26,582 | $28,268 |
| Average | $23,901 | $25,450 | $26,998 |
| Rough | $22,598 | $23,979 | $25,348 |
The average list price of a used 2021 Jeep Wrangler in Chesapeake, Virginia is $38,433. The average mileage on a used Jeep Wrangler 2021 for sale in Chesapeake, Virginia is 31,546. Based on the average mileage of 31,546 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 $23,901.
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