Skip to FiltersReport abuse
796 listings
- $31,998fair price$146 below market
- 40,677 miles
- 3 accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from LA to VA*
Close
Located in Shreveport, LA / 1,037 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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG1ML565284
Stock: 27243699
Certified Pre-Owned: No - $30,998fair price$1,121 above market
- 51,098 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TN to VA*
Close
Located in Bristol, TN / 334 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: 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/23 Highway)
Listing Information:
VIN: 1C6HJTFGXML560013
Stock: 27432210
Certified Pre-Owned: No - Price Drop
- 28,940 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3l, 6cyl
- Malloy Chevrolet (198 mi away)
Close
Located in Winchester, VA / 198 miles away from Chesapeake, VA
1-Year SiriusXM Guardian Trial, 5-Year SiriusXM Traffic Service, 5-Year SiriusXM Travel Link Service, 8.4 Radio & Premium Audio Group, 8.4 Touchscreen...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBM1ML591468
Stock: 317795B
Certified Pre-Owned: No
Listed since: 06-01-2025 - 26,690 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Kennewick, WA / 2,286 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Remote St...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG4ML613160
Stock: ML613160A
Certified Pre-Owned: No- 72,335 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Feyer Ford (68 mi away)
Close
Located in Plymouth, NC / 68 miles away from Chesapeake, VA
New Price! Bright White Clearcoat 2021 Jeep Gladiator Overland 3.6L V6 24V VVT 8-Speed Automatic Ford Blue Advantage Blue Certified w/3-month/4,000 mi...
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/23 Highway)
Listing Information:
VIN: 1C6HJTFG4ML545930
Stock: P45930P
Certified Pre-Owned: No
Listed since: 11-02-2024- 36,595 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Karma of Fuquay (160 mi away)
Close
Located in Fuquay-Varina, NC / 160 miles away from Chesapeake, VA
1 OWNER, SPRAY IN BED LINER, NAVIGATION, BACK UP CAMERA, 4WD
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG9PL559827
Stock: 559827
Certified Pre-Owned: No
Listed since: 06-05-2025- 25,358 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in New York City, NY / 306 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG4ML547590
Stock: 2002525505
Certified Pre-Owned: No
Listed since: 10-12-2023- Price Drop$33,590fair price$70 below market
- 29,725 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Buffalo, NY / 443 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/23 Highway)
Listing Information:
VIN: 1C6HJTAGXML592225
Stock: 2003827664
Certified Pre-Owned: No
Listed since: 06-26-2025 - Price Drop$42,747great price$6,637 below market
- 3,011 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (170 mi away)
Close
Located in Sterling, VA / 170 miles away from Chesapeake, VA
Low Mileage,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Tow Hitch,WiFi Hotspot,4-Wheel Disc Brakes,6-Speed M/T,A...
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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 1C6JJTEGXRL111053
Stock: RL111053P
Certified Pre-Owned: No - Price Drop$30,182fair price$607 above market
- 36,443 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 701 miles away from Chesapeake, VA
CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,4-Wheel Disc Brakes,6-Speed M/T,8-Speed...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG9ML563623
Stock: ML563623P
Certified Pre-Owned: No - Price Drop$38,253great price$5,081 below market
- 17,479 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- John Hiester Chrysler Jeep Dodge Ram (171 mi away)
Close
Located in Lillington, NC / 171 miles away from Chesapeake, VA
Bright White Clearcoat 2024 Jeep Gladiator Willys 4WD 8-Speed Automatic 3.6L V6 24V VVTWell equipped with: Convenience Group (Air Conditioning w/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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 1C6HJTAG3RL126451
Stock: D19072A
Certified Pre-Owned: Yes
Listed since: 05-16-2025 - New Listing
- 41,145 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- 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: 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/22 Highway)
Listing Information:
VIN: 1C6HJTFG0PL528501
Stock: 2003791197
Certified Pre-Owned: No
Listed since: 07-01-2025 - New Listing$27,990great price$5,194 below market
- 60,892 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Williamsburg Chrysler Jeep Dodge Ram (48 mi away)
Close
Located in Williamsburg, VA / 48 miles away from Chesapeake, VA
Recent Arrival!The 2022 Jeep Gladiator Overland is a rugged and versatile midsize pickup truck that blends legendary Jeep off-road capability with mod...
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/23 Highway)
Listing Information:
VIN: 1C6HJTFG1NL164246
Stock: U4237
Certified Pre-Owned: No
Listed since: 01-21-2025 - Price Drop
- 48,142 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- John Hiester Chevrolet of Lillington (170 mi away)
Close
Located in Lillington, NC / 170 miles away from Chesapeake, VA
ONE OWNER ACCIDENT FREE CARFAX, LIFETIME ENGINE GUARANTEE, BALANCE OF FACTORY WARRANTY, 4WD/AWD, LOCAL TRADE, FAST AND EASY FINANCING, ***SAVE MORE WH...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG2ML537814
Stock: S3215A
Certified Pre-Owned: No
Listed since: 06-17-2025 - New Listing
- 39,295 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- 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
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/23 Highway)
Listing Information:
VIN: 1C6JJTEG7ML601393
Stock: 2003843429
Certified Pre-Owned: No
Listed since: 07-02-2025 - 56,260 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Richmond Ford Lincoln (90 mi away)
Close
Located in Richmond, VA / 90 miles away from Chesapeake, VA
Clean CARFAX.Certification Program Details: Ford Blue Advantage: Blue Certified* 139 Point Inspection* Transferable Warranty* Vehicle History* Warrant...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG9ML525017
Stock: L25466AA
Certified Pre-Owned: No
Listed since: 06-13-2025- New Listing$29,590fair price$932 above market
- 44,213 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 480 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/23 Highway)
Listing Information:
VIN: 1C6HJTAG8ML553889
Stock: 2003846656
Certified Pre-Owned: No
Listed since: 07-01-2025 - 97,585 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Knoxville, TN / 437 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Tow Hitch,4-Wheel Disc Brakes,6-Speed ...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3ML575380
Stock: ML575380A
Certified Pre-Owned: No- 54,598 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Beach Auto Brokers (12 mi away)
Close
Located in Norfolk, VA / 12 miles away from Chesapeake, VA
JEEP GLADIATOR OVERLAND 4X4 - Exterior Color: Granite Crystal Metallic ClearCoat Exterior Paint Interior Color: Black Interior Color Interior: Leather...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG5ML615662
Stock: 22612
Certified Pre-Owned: No
Listed since: 01-27-2025- New Listing
- 82,868 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Memphis, TN / 773 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG5ML574629
Stock: 2003682769
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$37,495great price$5,974 below market
- 14,254 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Washington, MI / 552 miles away from Chesapeake, VA
CarFax No Accidents Reported,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seat...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG2NL147989
Stock: PNL147989S
Certified Pre-Owned: No
Showing 379 - 399 out of 796 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Finally -the Best of Both Worlds
AJ, 02/29/2020
2020 Jeep Gladiator Overland 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
Look, this will be my third Wrangler-style vehicle (JK, CJ5 & Gladiator in that order) and my 6th Jeep product overall so my post is obviously a bit biased. That being said, when you buy a Jeep, you probably know what you are getting into; they ride and look different. If you are looking for a vehicle that rides like a Bentley on the road, look elsewhere. If however you can accept … reasonable creature comforts, ride, and noise while benefiting from extreme versatility, ruggedness, freedom, stable value and the timeless "cool" factor then this is the vehicle for you. Taking off the top and doors gets you as close to the freedoms of riding a motorcycle without having to wear a helmet. It really is a great time. Also, no other vehicle is as customizable as a Jeep. There are entire magazines devoted to it so you can make each one into your own. I've loved Jeeps but always needed a truck, now I can have both. My only two critiques are 1- the keyfob is the size of of a Zippo lighter which is unnecessarily large and 2- the soft top version of the Gladiator simply looks "off" -like something out of World War 2 which is perhaps why they are not selling well. Small concessions for what you get in return. The hard top is the way to go anyway for heat and noise. The new hardtop material is feather light and I can lift everything off by myself. Go buy one and don't look back. I will drive this thing until it or I are dead.
Used 2021 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2021 Jeep Gladiator Willys 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $25,803 | $27,960 | $30,126 |
| Clean | $25,398 | $27,497 | $29,602 |
| Average | $24,721 | $26,726 | $28,729 |
| Rough | $23,842 | $25,722 | $27,594 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $34,313. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 43,219. Based on the average mileage of 43,219 for used 2021 Jeep Gladiator 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 Gladiator 2021 in Chesapeake, Virginia to be $24,721.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Truck Details
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.