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756 listings
- $24,000great price$5,459 below market
- 80,380 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Prince Frederick Chrysler Jeep Dodge Ram (126 mi away)
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Located in Prince Frederick, MD / 126 miles away from Chesapeake, VA
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: 1C6HJTAG8LL112066
Stock: PB33914
Certified Pre-Owned: No
Listed since: 09-14-2024 - Price Drop$23,000great price$3,618 below market
- 82,601 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Bayside Chrysler Dodge Jeep Ram (114 mi away)
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Located in King George, VA / 114 miles away from Chesapeake, VA
2020 Gladiator Sport!!! Even though it's just a Sport, it has all the bells and whistles you could need: Hard Top, 3.6L V6 Engine, Automatic, Remote S...
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: 1C6HJTAG2LL121944
Stock: LL121944
Certified Pre-Owned: No
Listed since: 04-08-2025 - New Listing$34,998good price$3,955 below market
- 41,034 miles
- No accidents, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from NV to VA*
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Located in Las Vegas, NV / 2,152 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: 1C6JJTBG2LL172280
Stock: 27088852
Certified Pre-Owned: No - New Listing
- 52,500 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Safford Brown Manassas Hyundai (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
Recent Arrival! Snazzberry Pearlcoat 2021 Jeep Gladiator Mojave 4WD 8-Speed Automatic 3.6L V6 24V VVTAwards: * JD Power Initial Quality Study (IQS...
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: 1C6JJTEG9ML607079
Stock: Y017022A
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$27,895great price$3,775 below market
- 35,639 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- National Motors of Ellicott City (179 mi away)
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Located in Ellicott City, MD / 179 miles away from Chesapeake, VA
All our vehicles are Maryland State Inspected and come with a AutoCheck History Report. We are proud to include a limited warranty on all cars at no 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:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG2LL218215
Stock: 218215
Certified Pre-Owned: No
Listed since: 12-12-2024 - Price Drop
- 45,419 miles
- 1 accident, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 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: 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: 1C6HJTFG0ML609512
Stock: 2003651709
Certified Pre-Owned: No
Listed since: 04-25-2025 - Not provided
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Country Chevrolet (162 mi away)
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Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2021 Jeep Gladiator Granite Crystal Metallic Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic Cloth Low-Back Bucket Seats, Driver vanity mirror, Dual f...
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: 1C6HJTAG2ML615612
Stock: 55334C
Certified Pre-Owned: No
Listed since: 04-18-2025- Price Drop$29,500great price$3,867 below market
- 83,161 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3l, 6cyl
- Country Chevrolet (162 mi away)
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Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2022 Jeep Gladiator Overland Sarge Green Clearcoat 4WD 3.0L V6 Turbodiesel 8-Speed Automatic #1 Seat Foam Cushion, Apple CarPlay/Android Auto, Driver ...
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:
Listing Information:
VIN: 1C6JJTFM3NL120806
Stock: 50008A
Certified Pre-Owned: No
Listed since: 03-21-2025 - $26,500great price$3,729 below market
- 100,351 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Safford Brown Leesburg Hyundai (180 mi away)
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Located in Leesburg, VA / 180 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: 1C6JJTBG9LL164662
Stock: U290617A
Certified Pre-Owned: No
Listed since: 04-09-2025 - $35,325great price$4,591 below market
- 27,384 miles
- No accidents, 1 owner, personal use only
- 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
Auction Direct is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2022 Jeep Gladiator Willys is loaded with the following...
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: 1C6HJTAG4NL135413
Stock: AD00985
Certified Pre-Owned: No
Listed since: 05-05-2025 - New Listing
- 52,100 miles
- 5'0” bed, 3.6l, 6cyl
- Ourisman Kia of Bethesda (162 mi away)
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Located in Bethesda, MD / 162 miles away from Chesapeake, VA
2021 Jeep Gladiator Rubicon CARFAX One-Owner. 4WD Sting-Gray Clearcoat BACKUP CAMERA, APPLE CARPLAY/ANDROID AUTO, BLUETOOTH, LOCAL TRADE IN, LOW MILES...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG8ML573222
Stock: TL573222
Certified Pre-Owned: No
Listed since: 04-29-2025 - New ListingNot Priced
- 41,649 miles
- 5'0” bed, 3.6l, 6cyl
- i.g. Burton Chrysler Dodge Jeep Ram of Smyrna (181 mi away)
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Located in Smyrna, DE / 181 miles away from Chesapeake, VA
Recent Arrival! 2021 Jeep Gladiator Sport 17/22 City/Highway MPGSince 1908, i.G. Burton Auto Group has served Delmarva and its surrounding communit...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG3ML564462
Stock: N257149A
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$27,483great price$3,459 below market
- 38,544 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Banister Ford of Marlow Heights (149 mi away)
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Located in Suitland, MD / 149 miles away from Chesapeake, VA
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: 1C6HJTAG5LL109402
Stock: PF1506
Certified Pre-Owned: No
Listed since: 03-20-2025 - $35,490good price$3,695 below market
- 29,142 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Williamsburg Chrysler Jeep Dodge Ram (48 mi away)
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Located in Williamsburg, VA / 48 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: 1C6JJTBG1LL130666
Stock: 5R129A
Certified Pre-Owned: No
Listed since: 03-11-2025 - New Listing$26,795great price$2,541 below market
- 47,682 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Jacksonville Kia (149 mi away)
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Located in Jacksonville, NC / 149 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! Jacksonville Kia is proud to offer this wonderful 2022 Jeep Gladiator Sting-Gray Clearcoat Sport with the follow...
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: 1C6HJTAG2NL170872
Stock: 22K2802A
Certified Pre-Owned: No
Listed since: 01-28-2025 - New Listing$38,795good price$4,617 below market
- 34,272 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Daxs Deals (190 mi away)
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Located in Fayetteville, NC / 190 miles away from Chesapeake, VA
Thank you for viewing our 2020 JEEP GLADIATOR Rubicon for sale in Fayetteville, NC. If you have any specific questions please contact us. We will be g...
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: 1C6JJTBG2LL118090
Stock: 118090
Certified Pre-Owned: No
Listed since: 03-13-2025 - Price Drop$32,900good price$3,352 below market
- 20,157 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
4D Crew Cab, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Black Clearcoat, Black Cloth, ABS brakes, Compass, Electronic Stability Control, Low tire pressu...
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: 1C6HJTAG0NL172250
Stock: DX240693A
Certified Pre-Owned: No
Listed since: 03-19-2025 - New Listing$26,924good price$3,526 below market
- 60,781 miles
- No accidents, personal use only
- 5'0” bed, 3.6l, 6cyl
- Liberty Ford of Fayetteville (190 mi away)
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Located in Fayetteville, NC / 190 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: 1C6HJTAG5LL157403
Stock: TLL157403
Certified Pre-Owned: No
Listed since: 05-04-2025 - $37,976good price$2,873 below market
- 34,374 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- John Hiester Chrysler Jeep Dodge Ram (170 mi away)
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Located in Lillington, NC / 170 miles away from Chesapeake, VA
***FACTORY CHRYSLER CERTIFIED***, FCA US LLC Certified Pre-Owned Certified, 4-Wheel Disc Brakes, 4.10 Rear Axle Ratio, 700 Amp Maintenance Free Batter...
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: 1C6JJTEG5NL116655
Stock: SD3111B
Certified Pre-Owned: Yes
Listed since: 04-05-2025 - $32,988fair price$479 below market
- 21,720 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- East Carolina Chrysler Dodge Jeep Ram FIAT (103 mi away)
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Located in Greenville, NC / 103 miles away from Chesapeake, VA
This Jeep won't be on the lot long! Feature-packed and decked out! With just over 20,000 miles on the odometer, this could be the right fit! All of th...
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: 1C6HJTAGXNL146268
Stock: 240510A
Certified Pre-Owned: Yes
Listed since: 04-01-2025 - Price Drop$37,999good price$3,364 below market
- 34,348 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Flow MINI of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 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: 1C6JJTBG8LL138702
Stock: 5MD2861A
Certified Pre-Owned: No
Listed since: 04-03-2025
Showing 106 - 126 out of 756 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 2020 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2020 Jeep Gladiator Sport 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $22,095 | $24,502 | $26,828 |
| Clean | $21,691 | $24,032 | $26,290 |
| Average | $21,017 | $23,249 | $25,393 |
| Rough | $20,141 | $22,231 | $24,228 |
The average list price of a used 2020 Jeep Gladiator in Chesapeake, Virginia is $31,858. The average mileage on a used Jeep Gladiator 2020 for sale in Chesapeake, Virginia is 45,868. Based on the average mileage of 45,868 for used 2020 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 2020 in Chesapeake, Virginia to be $21,017.
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