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757 listings
- New Listing$35,998good price$2,199 below market
- 30,906 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Tampa, FL / 701 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: 1C6JJTBG7ML581618
Stock: 27758329
Certified Pre-Owned: No - $32,998fair price$13 below market
- 52,757 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CO to VA*
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Located in Federal Heights, CO / 1,566 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG0ML526833
Stock: 27591552
Certified Pre-Owned: No - $34,590fair price$514 below market
- 26,724 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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Located in Memphis, TN / 771 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: 1C6HJTFG3ML596741
Stock: 2003860252
Certified Pre-Owned: No
Listed since: 07-02-2025 - $26,050great price$3,050 below market
- 53,825 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
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Located in Wesley Chapel, FL / 689 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi H...
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: 1C6HJTFG2PL523025
Stock: M523025T
Certified Pre-Owned: No - Price Drop$33,990fair price$1,335 below market
- 39,366 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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Located in Oklahoma City, OK / 1,187 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: 1C6HJTFG5ML597003
Stock: 2003867922
Certified Pre-Owned: No
Listed since: 07-21-2025 - New Listing$29,999good price$2,264 below market
- 52,513 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Metairie, LA / 928 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG5PL540014
Stock: 7WYX7P
Certified Pre-Owned: No
Listed since: 08-20-2025 - Price Drop$37,990good price$2,518 below market
- 40,772 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 / 1,008 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: 1C6JJTEG1PL577564
Stock: 2003937353
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$25,998good price$1,651 below market
- 99,758 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CT to VA*
Close
Located in East Haven, CT / 359 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5ML557916
Stock: 27791123
Certified Pre-Owned: No - $32,590good price$2,825 below market
- 43,236 miles
- No accidents, 4 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 710 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: 1C6HJTFG8ML565484
Stock: 2003947438
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$29,999good price$2,253 below market
- 52,616 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Metairie, LA / 928 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG7PL522534
Stock: 7V9T5X
Certified Pre-Owned: No
Listed since: 08-20-2025 - New Listing$35,715fair price$299 below market
- 49,243 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Missoula, MT / 2,051 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Remote Start,Satellite Ra...
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: 1C6JJTBG0ML601854
Stock: 18509
Certified Pre-Owned: No - New Listing$32,590fair price$212 below market
- 30,599 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 637 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: 1C6HJTAG4ML511753
Stock: 2003978643
Certified Pre-Owned: No
Listed since: 08-28-2025 - Price Drop$38,998good price$2,261 below market
- 37,435 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from IL to VA*
Close
Located in Tinley Park, IL / 698 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: 1C6JJTEG2PL545514
Stock: 27801878
Certified Pre-Owned: No - Price Drop$35,722fair price$1,228 below market
- 26,863 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Fresno, CA / 2,385 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Radio,WiFi Hotspo...
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: 1C6JJTEG7PL527493
Stock: PL527493PRC
Certified Pre-Owned: No - $28,794fair price
- 50,312 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,188 miles away from Chesapeake, VA
Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,WiFi Hotspot,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C,A/T,ABS,Adjustable Stee...
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: 1C6HJTAG9PL535194
Stock: PL535194P
Certified Pre-Owned: No - Price Drop$29,998good price$1,685 below market
- 40,596 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from IL to VA*
Close
Located in O'Fallon, IL / 757 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG0ML613728
Stock: 26895508
Certified Pre-Owned: No - New Listing$31,990fair price$1,014 below market
- 45,927 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Albuquerque, NM / 1,697 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: 1C6HJTFGXPL531809
Stock: 2003998960
Certified Pre-Owned: No
Listed since: 08-22-2025 - New Listing$31,499fair price$1,356 below market
- 84,146 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- HoneyCar (192 mi away)
Close
Located in Winchester, VA / 192 miles away from Chesapeake, VA
HoneyCar provides The Sweetest Way to Buy or Sell Your Car. We take the Sour out of car buying.Our prices are always transparent, always upfront and w...
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: 1C6JJTEG1ML534144
Stock: ML534144
Certified Pre-Owned: No
Listed since: 05-28-2025 - $35,990fair price$99 above market
- 52,967 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 575 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: 1C6JJTEG7ML610675
Stock: 2003905162
Certified Pre-Owned: No
Listed since: 07-20-2025 - $32,899fair price$1,006 below market
- 61,000 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Nissan of Lexington Park (104 mi away)
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Located in California, MD / 104 miles away from Chesapeake, VA
Clean CARFAX. 2021 Jeep Gladiator Rubicon Sarge Green Clearcoat 3.6L V6 24V VVT 8-Speed Automatic 4WDGladiator Rubicon, 4D Crew Cab, 3.6L V6 24V VVT, ...
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: 1C6JJTBG9ML558938
Stock: LP1092C
Certified Pre-Owned: No
Listed since: 06-14-2025 - $35,998fair price$1,574 below market
- 48,305 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from WI to VA*
Close
Located in Madison, WI / 822 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG2ML541460
Stock: 27412084
Certified Pre-Owned: No
Showing 358 - 378 out of 757 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 Rubicon 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,774 | $29,573 | $31,379 |
| Clean | $27,337 | $29,083 | $30,833 |
| Average | $26,609 | $28,267 | $29,924 |
| Rough | $25,663 | $27,206 | $28,742 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $32,876. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 48,565. Based on the average mileage of 48,565 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 $26,609.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.