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792 listings
- Price Drop$33,909great price$6,138 below market
- 44,356 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Absolute Chevrolet Of Zebulon (133 mi away)
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Located in Zebulon, NC / 133 miles away from Chesapeake, VA
Call 919-269-7478 to schedule your test drive today!2021 Jeep Gladiator Rubicon Black Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVTRecent Arriv...
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: 1C6JJTBG8ML510038
Stock: P0141
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$33,972great price$5,811 below market
- 17,702 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Capital Subaru of Greenville (107 mi away)
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Located in Winterville, NC / 107 miles away from Chesapeake, VA
Capital Subaru of Greenville is pumped up to offer this superb 2021 Jeep Gladiator Sting-Gray Clearcoat Overland with the following features: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: 1C6HJTFGXML587809
Stock: SPD4214
Certified Pre-Owned: No
Listed since: 07-03-2025 - $37,950great price$5,293 below market
- 16,274 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Land Rover Tysons Corner (156 mi away)
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Located in Vienna, VA / 156 miles away from Chesapeake, VA
* MSRP: $57,785.00 * Total Options: $10,950.00* Exterior Color: Sting-Gray Clearcoat, $295.00* Interior Color: Black* Led lighting group, $1,465.00, 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG9ML611097
Stock: 611097AP
Certified Pre-Owned: No
Listed since: 08-09-2025 - $31,400great price$4,658 below market
- 40,395 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Len Stoler Chevrolet (194 mi away)
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Located in Westminster, MD / 194 miles away from Chesapeake, VA
Len Stoler Chevrolet's, " LABOR DAY CLEARANCE SALE", starts NOW!! Every vehicle is on SALE!! Traded Here, Gladiator Overland, 4D Crew Cab, 4WD, Hydro ...
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: 1C6HJTFG4ML536127
Stock: V1741AA
Certified Pre-Owned: No
Listed since: 07-18-2025 - New Listing$35,000great price$6,786 below market
- 53,186 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lindsay Manassas Chrysler Dodge Jeep Ram (151 mi away)
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Located in Manassas, VA / 151 miles away from Chesapeake, VA
*WELL MAINTAINED*, HARD TOP, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, PUSH-BUTTON START,...
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: 1C6JJTBG2ML506969
Stock: M250435A
Certified Pre-Owned: Yes
Listed since: 08-24-2025 - Price Drop$28,000great price$6,543 below market
- 62,117 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Koons Tysons Chrysler Dodge Jeep Ram (156 mi away)
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Located in Vienna, VA / 156 miles away from Chesapeake, VA
*** 2021 JEEP GLADIATOR OVERLAND *** SNAZZBERRY W/ DARK SADDLE INTERIOR *** LOADED W/ COLD WEATHER PACKAGE *** PREMIUM LED REFLECTOR HEAD*** PPOULAR E...
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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG1ML557341
Stock: KTJ250240A
Certified Pre-Owned: No
Listed since: 08-16-2025 - $36,822good price$3,555 below market
- 26,450 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Capital Chrysler Jeep Dodge Ram (149 mi away)
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Located in Garner, NC / 149 miles away from Chesapeake, VA
Capital Chrysler Jeep Dodge - NC is excited to offer this outstanding-looking 2021 Jeep Gladiator Granite Crystal Metallic Clearcoat Rubicon.FACTORY...
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: 1C6JJTBG8ML615758
Stock: GPS11883
Certified Pre-Owned: Yes
Listed since: 06-20-2025 - $36,998good price$3,949 below market
- 43,934 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Bleecker Chrysler Dodge Jeep Ram (167 mi away)
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Located in Dunn, NC / 167 miles away from Chesapeake, VA
Heated Leather Seats, Brake Actuated Limited Slip Differential, Dual Zone A/C, CD Player, iPod/MP3 Input, 4x4, Bed Liner, Hitch. KEY FEATURES INCLUD...
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: 1C6JJTEG1ML621509
Stock: P9580A
Certified Pre-Owned: No
Listed since: 07-30-2025 - Price Drop$30,000good price$1,971 below market
- 33,115 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Koons Annapolis Toyota (151 mi away)
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Located in Annapolis, MD / 151 miles away from Chesapeake, VA
**NAVIGATION**, **BLUETOOTH**, **BACK-UP CAMERA**, ABS brakes, Alpine Premium Audio System, Apple CarPlay/Android Auto, Cold Weather Group, Heated doo...
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: 1C6HJTFG3ML593919
Stock: KAT250398A
Certified Pre-Owned: No
Listed since: 07-05-2025 - New Listing$33,000good price$3,361 below market
- 42,499 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lindsay Manassas Chrysler Dodge Jeep Ram (151 mi away)
Close
Located in Manassas, VA / 151 miles away from Chesapeake, VA
HARD TOP, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, UCONNECT 8.4 NAV, BLUETOOTH, ALPINE PREMIUM SOUND SYSTEM, STEERING WHEEL AUDIO CONTROLS, PUSH-B...
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: 1C6HJTFG9ML600503
Stock: MX250692A
Certified Pre-Owned: Yes
Listed since: 08-28-2025 - Price Drop$22,998good price$2,154 below market
- 102,923 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Haley Ford (88 mi away)
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Located in North Chesterfield, VA / 88 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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: 1C6HJTAG6ML511544
Stock: 2024333A
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$35,941good price$2,275 below market
- 20,145 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Capital Chrysler Jeep Dodge Ram (149 mi away)
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Located in Garner, NC / 149 miles away from Chesapeake, VA
Recent Arrival! Capital Chrysler Jeep Dodge - NC is pumped up to offer this attractive 2021 Jeep Gladiator Granite Crystal Metallic Clearcoat Overland...
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: 1C6HJTFG7ML597021
Stock: GAJ11933
Certified Pre-Owned: Yes
Listed since: 08-25-2025 - $31,995good price$2,411 below market
- 34,102 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- InTouch Auto Outlet (121 mi away)
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Located in Spotsylvania Courthouse, VA / 121 miles away from Chesapeake, VA
*** REMAINDER OF MANUFACTURED WARRANTY, WILLYS EDITION, 8.4 TOUCH SCREEN PREMIUM AUDIO, COLD & CONVENIENCE GROUP, TECHNOLOGY GROUP, ALPINE PREMIUM AUD...
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: 1C6HJTAG0ML576440
Stock: A5668
Certified Pre-Owned: No - $34,998good price$2,356 below market
- 57,619 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax Newport News (29 mi away)
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Located in Newport News, VA / 29 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: 1C6JJTBG3ML503000
Stock: 27690353
Certified Pre-Owned: No - Price Drop$29,269good price$1,687 below market
- 23,930 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Auction Direct USA (151 mi away)
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Located in Raleigh, NC / 151 miles away from Chesapeake, VA
The 2021 Jeep Gladiator Sport is what happens when a Wrangler and a pickup have a baby that refuses to sit still. It's got 4 doors, a bed, and zero ch...
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: 1C6HJTAG0ML510650
Stock: AD00914
Certified Pre-Owned: No
Listed since: 04-28-2025 - New Listing$36,995fair price$1,105 below market
- 20,292 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hyman Bros INFINITI of Richmond (89 mi away)
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Located in Midlothian, VA / 89 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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFGXML503763
Stock: M2582
Certified Pre-Owned: No
Listed since: 01-19-2023 - $37,590fair price$691 below market
- 29,630 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana - Richmond (95 mi away)
- Home delivery*
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Located in Richmond, VA / 95 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: 1C6JJTBG3ML538376
Stock: 2003886780
Certified Pre-Owned: No
Listed since: 07-22-2025 - $26,750good price$1,110 below market
- 76,130 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Koons Sterling Ford (165 mi away)
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Located in Sterling, VA / 165 miles away from Chesapeake, VA
Certified PreOwned!!! Free PremiumCare Warranty!!!One Owner Willys with Cold Weather Group, Tech Group and Convenience Group.No Accident Carfax Report...
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: 1C6HJTAG9ML566165
Stock: KSFP210094
Certified Pre-Owned: No
Listed since: 08-09-2025 - Price Drop$30,485fair price$1,528 below market
- 38,704 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- D&D Truck and Auto (182 mi away)
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Located in Graham, NC / 182 miles away from Chesapeake, VA
Elevate your daily commute with a refreshed perspective behind the wheel of a 2021 Jeep Gladiator Overland in Granite Crystal Metallic Clearcoat with ...
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: 1C6HJTFG9ML553909
Stock: 13696
Certified Pre-Owned: No - New Listing$39,995fair price$1,418 below market
- 39,165 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hyman Bros INFINITI of Richmond (89 mi away)
Close
Located in Midlothian, VA / 89 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: 1C6JJTBG6ML522785
Stock: P30766A
Certified Pre-Owned: No
Listed since: 08-02-2025 - Price Drop$28,995good price$1,471 below market
- 46,350 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CMA’s Chrysler Dodge Jeep Ram of Lynchburg (168 mi away)
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Located in Lynchburg, VA / 168 miles away from Chesapeake, VA
**OEM CERTIFIED** Thank you for choosing CMA's Chrysler Dodge Jeep Ram of Lynchburg, this Billet Silver Metallic Clearcoat 2021 Jeep Gladiator Sport 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 (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG8ML504773
Stock: 12633A
Certified Pre-Owned: Yes
Listed since: 07-26-2025
Showing 1 - 21 out of 792 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 | $28,340 | $30,186 | $32,039 |
| Clean | $27,894 | $29,686 | $31,482 |
| Average | $27,151 | $28,853 | $30,554 |
| Rough | $26,185 | $27,770 | $29,347 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $33,003. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 41,382. Based on the average mileage of 41,382 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 $27,151.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.