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746 listings
- New Listing$37,954good price$2,250 below market
- 30,007 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
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Located in Missoula, MT / 2,055 miles away from Chesapeake, VA
CarFax No Accidents Reported,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remote Start,Satelli...
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: 1C6JJTBG4ML585982
Stock: 17837
Certified Pre-Owned: No - New Listing$36,722good price$3,336 below market
- 33,598 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Capital Ford of Wilmington (198 mi away)
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Located in Wilmington, NC / 198 miles away from Chesapeake, VA
Capital Chrysler Jeep Dodge - NC is pumped up to offer this superb-looking 2021 Jeep Gladiator Granite Crystal Metallic Clearcoat Rubicon.FACTORY CERT...
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: 1C6JJTBG9ML596881
Stock: J63259A
Certified Pre-Owned: No
Listed since: 03-18-2025 - Price Drop$29,800good price$2,705 below market
- 31,164 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lindsay Ford of Wheaton (166 mi away)
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Located in Wheaton, MD / 166 miles away from Chesapeake, VA
Clean CARFAX. Odometer is 8410 miles below market average! Priced below KBB Fair Purchase Price! DONT DELAY! CALL NOW OR JUST COME ON IN! YOU WONT ...
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: 1C6HJTAG0ML517985
Stock: FX4305A
Certified Pre-Owned: No
Listed since: 04-29-2025 - New Listing$28,998good price$2,960 below market
- 48,061 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from ME to VA*
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Located in South Portland, ME / 569 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: 1C6HJTAG3ML508200
Stock: 26681345
Certified Pre-Owned: No - New Listing$32,751good price$3,996 below market
- 36,338 miles
- 1 accident, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CMA's Colonial Cadillac (155 mi away)
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Located in Charlottesville, VA / 155 miles away from Chesapeake, VA
New Price! Recent Arrival! * 2 YEAR or 100,000 MILES POWERTRAIN WARRANTY *, Rugged, refined, and ready for anything this 2021 Jeep Gladiator Overland ...
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: 1C6HJTFG2ML582491
Stock: PM10384
Certified Pre-Owned: No
Listed since: 01-24-2025 - Price Drop$33,000fair price$394 below market
- 11,863 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Ourisman Chevrolet of Rockville (168 mi away)
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Located in Rockville, MD / 168 miles away from Chesapeake, VA
This 2023 Black Clearcoat Jeep Gladiator Willys 4WD is well equipped and includes these features and benefits:.Clean CARFAX. Odometer is 17656 miles 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: 1C6HJTAG8PL501506
Stock: B5073
Certified Pre-Owned: No
Listed since: 04-09-2025 - Price Drop$31,500good price$2,513 below market
- 61,595 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lexus of Silver Spring (166 mi away)
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Located in Silver Spring, MD / 166 miles away from Chesapeake, VA
2021 Jeep Gladiator Mojave CARFAX One-Owner. Clean CARFAX.Nacho Clearcoat 1-Year SiriusXM Guardian Trial, 240 Amp Alternator, 4-Wheel Disc Brakes, 4.1...
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: 1C6JJTEG5ML541212
Stock: 5D1028A
Certified Pre-Owned: No
Listed since: 04-18-2025 - New Listing$33,590fair price$329 above market
- 16,011 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
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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: 1C6JJTAG5ML576306
Stock: 2003700959
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing$31,998good price$3,570 below market
- 31,684 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from OH to VA*
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Located in Columbus, OH / 438 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: 1C6HJTAG3ML577629
Stock: 27327156
Certified Pre-Owned: No - New Listing$29,998fair price
- 86,488 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Houston, TX / 1,200 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: 1C6HJTFG0ML524718
Stock: 27167131
Certified Pre-Owned: No - $40,998fair price$572 below market
- 13,713 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax Capital Boulevard (142 mi away)
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Located in Raleigh, NC / 142 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: 1C6JJTEGXPL573755
Stock: 27010594
Certified Pre-Owned: No - Price Drop$31,998good price$1,837 below market
- 33,093 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Sullivan Auto Trading (131 mi away)
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Located in Fredericksburg, VA / 131 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! Odometer is 5712 miles below market average! CARFAX One-Owner. Clean CARFAX.2021 Jeep Gladiator Altitude 80TH AN...
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: 1C6HJTAG6ML519482
Stock: 142767
Certified Pre-Owned: No
Listed since: 01-01-2025 - New Listing$31,990good price$2,650 below market
- 27,957 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Temecula, CA / 2,303 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,Tow Hitch,4-...
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: 1C6HJTAG1ML571151
Stock: ML571151P
Certified Pre-Owned: Yes - New Listing$34,655good price$2,133 below market
- 33,290 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Temecula, CA / 2,303 miles away from Chesapeake, VA
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navig...
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: 1C6HJTFGXML594193
Stock: ML594193A
Certified Pre-Owned: Yes - New Listing$33,998good price$2,332 below market
- 45,004 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CO to VA*
Close
Located in Golden, CO / 1,578 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: 1C6JJTEG9ML530195
Stock: 27092074
Certified Pre-Owned: No - New Listing$37,998fair price$238 below market
- 17,301 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 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: 1C6HJTAG3PL568546
Stock: 27095415
Certified Pre-Owned: No - New Listing$34,786fair price$636 below market
- 34,053 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Mercedes-Benz of Hampton (25 mi away)
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Located in Hampton, VA / 25 miles away from Chesapeake, VA
Recent Arrival!SOFISTICATION ON A JEEP! BEAUTIFUL GLADI!2021 Jeep Gladiator High Altitude 4D Crew Cab Bright White Clearcoat1 - One Owner, Clean CarFa...
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: 1C6HJTFG5ML572828
Stock: P4977
Certified Pre-Owned: No
Listed since: 03-12-2025 - $27,590good price$2,155 below market
- 89,192 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Oklahoma City, OK / 1,189 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: 1C6HJTAG3ML505149
Stock: 2003639870
Certified Pre-Owned: No
Listed since: 04-25-2025 - $38,700fair price$1,122 below market
- 40,891 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hall Toyota Elizabeth City (31 mi away)
- Home delivery*
Close
Located in Elizabeth City, NC / 31 miles away from Chesapeake, VA
We are currently offering Vehicle Purchase Home Delivery by appointment. Please contact for details.. Granite Crystal Metallic Clearcoat Mojave 4WD 8-...
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: 1C6JJTEG4PL525961
Stock: 22255287A
Certified Pre-Owned: No
Listed since: 05-01-2025 - New Listing$25,693good price$1,965 below market
- 98,681 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Helena, MT / 1,959 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Tow Hitch,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,...
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: 1C6HJTAG4ML510750
Stock: ML510750T
Certified Pre-Owned: Yes - $35,998fair price$1,056 above market
- 43,802 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from IN to VA*
Close
Located in Indianapolis, IN / 581 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: 1C6JJTEG1ML543457
Stock: 26787650
Certified Pre-Owned: No
Showing 169 - 189 out of 746 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 | $29,070 | $31,211 | $33,361 |
| Clean | $28,612 | $30,694 | $32,781 |
| Average | $27,850 | $29,833 | $31,814 |
| Rough | $26,860 | $28,713 | $30,558 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $33,367. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 41,133. Based on the average mileage of 41,133 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 $27,850.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.