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779 listings
- $36,998good price$2,950 below market
- 46,863 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG2ML517241
Stock: 27101494
Certified Pre-Owned: No - Price Drop$30,875fair price$727 below market
- 40,838 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Don White's Timonium Chrysler Jeep Dodge Ram (190 mi away)
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Located in Cockeysville, MD / 190 miles away from Chesapeake, VA
Dealer Granite Crystal Metallic Clearcoat 2021 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.6L V6 24V VVT Lifetime Oil Changes, Lifetime Tire Rotatio...
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: 1C6HJTAG7ML580372
Stock: 4368
Certified Pre-Owned: No
Listed since: 06-07-2025 - New Listing$32,990fair price$628 below market
- 38,640 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana - Richmond (99 mi away)
- Home delivery*
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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: 1C6HJTFG2PL559233
Stock: 2003824756
Certified Pre-Owned: No
Listed since: 06-23-2025 - New Listing$30,900fair price$256 below market
- 31,442 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Safford Kia Of Fredericksburg (126 mi away)
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Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
Willys Clean CARFAX. CARFAX One-Owner. 17/22 City/Highway MPGOdometer is 8061 miles below market average!
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: 1C6HJTAG3ML562905
Stock: Z1089D
Certified Pre-Owned: No
Listed since: 05-18-2025 - New Listing$34,490good price$2,398 below market
- 60,025 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Whitten Brothers (92 mi away)
Close
Located in Richmond, VA / 92 miles away from Chesapeake, VA
Navigation, Backup Camera, Heated Seats, Android Auto / Apple Carplay, Bluetooth, 240 Amp Alternator, 8.4" Radio & Premium Audio Group, 8.4" Touchscre...
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: 1C6JJTBGXML545051
Stock: 25830A
Certified Pre-Owned: No
Listed since: 06-27-2025 - New Listing$38,995fair price$1,808 below market
- 27,922 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Jeff Gordon Chevrolet (196 mi away)
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Located in Wilmington, NC / 196 miles away from Chesapeake, VA
PRICED TO MOVE! This Gladiator is $2,500 below Kelley Blue Book! $2,500 below Kelley Blue Book! FUEL EFFICIENT 22 MPG Hwy/17 MPG City! Hendrick Certif...
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: 1C6JJTBGXML504273
Stock: P43746B
Certified Pre-Owned: No
Listed since: 06-25-2025 - $29,600fair price$216 below market
- 52,417 miles
- No accidents, 2 owners, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Trent Buick GMC (123 mi away)
Close
Located in New Bern, NC / 123 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price!Clean CARFAX. Firecracker Red Clearcoat 2023 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT Gladi...
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: 1C6HJTFG4PL550534
Stock: P11038A
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$31,990fair price
- 38,773 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- 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: 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: 1C6HJTAG7ML558615
Stock: 2003848919
Certified Pre-Owned: No
Listed since: 06-27-2025 - New Listing$34,500good price$1,923 below market
- 26,674 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3l, 6cyl
- Safford Kia Of Fredericksburg (126 mi away)
Close
Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
Willys 22/28 City/Highway MPGRecent Arrival! 22/28 City/Highway MPG
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: 1C6JJTAM1ML513533
Stock: T007
Certified Pre-Owned: No
Listed since: 06-29-2025 - Price Drop$36,500fair price$892 below market
- 39,510 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Safford Kia Of Fredericksburg (126 mi away)
Close
Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
Rubicon Clean CARFAX. Awards: * JD Power Initial Quality Study (IQS) 17/22 City/Highway MPGOdometer is 10892 miles below market average!
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: 1C6JJTBG1ML543849
Stock: Z1114D
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing
- 32,240 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG9ML547048
Stock: 27489296
Certified Pre-Owned: No - New Listing$31,990fair price$800 above market
- 33,344 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Kansas City, MO / 1,011 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: 1C6HJTAG3ML616669
Stock: 2003776109
Certified Pre-Owned: No
Listed since: 06-25-2025 - $32,590fair price
- 35,455 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- 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: 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: 1C6HJTAGXML583041
Stock: 2003778448
Certified Pre-Owned: No
Listed since: 06-04-2025 - $31,799fair price$1,015 below market
- 57,865 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Ourisman Chrysler Jeep Dodge Ram of Alexandria (149 mi away)
Close
Located in Alexandria, VA / 149 miles away from Chesapeake, VA
Certified. 2021 Jeep Gladiator Willys Granite Crystal Metallic ClearcoatFCA US LLC Certified Pre-Owned Certified, FCA US LLC Certified Pre-Owned Certi...
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: 1C6HJTAG8ML555125
Stock: 05G3126
Certified Pre-Owned: Yes
Listed since: 06-06-2025 - Price Drop$28,243fair price$424 below market
- 53,369 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- DARCARS Honda (153 mi away)
Close
Located in Bowie, MD / 153 miles away from Chesapeake, VA
2023 Jeep Gladiator Overland Silver Zynith Clearcoat 8-Speed AutomaticAlloy wheels, Apple CarPlay/Android Auto, Brake assist, Garage door transmitte...
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/22 Highway)
Listing Information:
VIN: 1C6HJTFG6PL531841
Stock: F1M0071
Certified Pre-Owned: No
Listed since: 06-11-2025 - $33,990fair price$885 above market
- 18,577 miles
- No accidents, 1 owner, personal use only
- 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: 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: 1C6HJTAG7PL538773
Stock: 2003799578
Certified Pre-Owned: No
Listed since: 06-18-2025 - $30,998fair price
- 39,077 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Houston, TX / 1,199 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG8ML523601
Stock: 27418996
Certified Pre-Owned: No - $32,995fair price$955 below market
- 81,074 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- City Motors Company LLC (187 mi away)
Close
Located in Harrisonburg, VA / 187 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG0ML555801
Stock: 12554A
Certified Pre-Owned: No
Listed since: 11-05-2024 - $33,500fair price$482 above market
- 12,016 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2023 Jeep Gladiator Overland Bright White Clearcoat 8-Speed Automatic 4WD 3.6L V6 24V VVTCARFAX One-Owner. Clean CARFAX. Odometer is 36251 miles below...
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: 1C6HJTFG3PL535667
Stock: BJ1623
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$29,990fair price$1,340 below market
- 56,111 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 277 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: 1C6HJTAG7ML565256
Stock: 2003812114
Certified Pre-Owned: No
Listed since: 06-19-2025 - New Listing$30,998fair price
- 90,922 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Austin, TX / 1,306 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG3ML597850
Stock: 27193885
Certified Pre-Owned: No
Showing 169 - 189 out of 779 listings
Consumer Reviews for the Jeep Gladiator
Read recent reviews for the Jeep Gladiator
Jeep-Truck-Convertible - yes!!
Magilla, 04/01/2021
2021 Jeep Gladiator Sport S 4dr Crew Cab 4WD SB (3.6L 6cyl 6M)
I have been a mid size truck guy for many years. The mid sized trucks fits my life better than the full sized. Yes I 've owned both. The Gladiator checks off more boxes than anything else has....ever. The back seats are actually comfortable and that is rare in a mid-size. The front seating area is great. Plenty of room, easy to read gauges and display. Everything within reach and … easy to use. It tows a considerable amount. Although it is a truck it still looks and feels like a Jeep. I love that! Also the roof and doors pop off and the windshield folds down. How cool is that? Does it go everywhere a Wrangle can go? No. Does it fit everything a full size truck can fit? No. You know why? Because its not a Wrangler or a FS truck. What it does, and does perfectly, is blend the two to give you the best of both worlds.
UPDATE after 1 year of ownership: First lets talk about quality. This truck has NEVER had to go back to the dealer for anything other than an oil change. I am getting about 23 MPG on the highway. This truck has exceeded my expectations in every way. When I needed to buy a new stove, it fit right in. Taking out the ATVs? No problem towing at all. Family, groceries and dog all fit with no problems. It's like a Swiss Army knife. It does so many things you cant belive its only one vehicle.
Used 2021 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2021 Jeep Gladiator Mojave 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,759 | $31,486 | $33,220 |
| Clean | $29,291 | $30,964 | $32,642 |
| Average | $28,511 | $30,095 | $31,679 |
| Rough | $27,497 | $28,966 | $30,428 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $32,616. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 43,484. Based on the average mileage of 43,484 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 $28,511.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.