Skip to FiltersReport abuse
796 listings
- $33,590fair price
- 52,526 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,380 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: 1C6HJTAG0ML559122
Stock: 2003818750
Certified Pre-Owned: No
Listed since: 06-12-2025 - Price Drop$37,998fair price$290 above market
- 46,303 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Modesto, CA / 2,440 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: 1C6JJTBG5ML565871
Stock: 27302981
Certified Pre-Owned: No - New Listing$37,204fair price
- 49,964 miles
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in San Angelo, TX / 1,439 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Remote Start,Satell...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG0ML621419
Stock: ML621419D
Certified Pre-Owned: No - 36,289 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Shoreline, WA / 2,438 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: 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: 1C6JJTEGXML573461
Stock: 8G5KNK
Certified Pre-Owned: No
Listed since: 05-28-2025- $33,490fair price$458 below market
- 31,002 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in McMurray, PA / 321 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remot...
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: 1C6HJTFG7ML583054
Stock: ML583054P
Certified Pre-Owned: No - $36,990fair price$886 above market
- 35,285 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Preston Chrysler Dodge Jeep Ram (138 mi away)
Close
Located in Millsboro, DE / 138 miles away from Chesapeake, VA
Recent Arrival!Odometer is 14439 miles below market average!Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience fo...
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: 1C6JJTBG0ML507022
Stock: J50325A
Certified Pre-Owned: No
Listed since: 06-17-2025 - New Listing$33,590fair price$136 above market
- 22,377 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,452 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: 1C6HJTAGXML566711
Stock: 2003831314
Certified Pre-Owned: No
Listed since: 06-28-2025 - Price Drop$28,988fair price$109 above market
- 76,913 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Sheehy Toyota of Fredericksburg (126 mi away)
Close
Located in Fredericksburg, VA / 126 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: 1C6HJTAG4ML584122
Stock: F44722A
Certified Pre-Owned: No
Listed since: 06-08-2025 - 10,369 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Haley Toyota (125 mi away)
Close
Located in Farmville, VA / 125 miles away from Chesapeake, VA
2021 Jeep Gladiator Mojave Snazzberry Pearlcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT1-Year SiriusXM Guardian Trial, 4.10 Rear Axle Ratio, 4-Wheel Dis...
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: 1C6JJTEG0ML540002
Stock: DP4038A
Certified Pre-Owned: No
Listed since: 04-23-2025- 5,964 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in San Antonio, TX / 1,381 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: 1C6HJTAG7ML619798
Stock: 27295433
Certified Pre-Owned: No- New Listing$35,805fair price$1,454 below market
- 48,569 miles
- 5'0” bed, 3.6l, 6cyl
- Lindsay Chevrolet of Front Royal (185 mi away)
Close
Located in Front Royal, VA / 185 miles away from Chesapeake, VA
Recent Arrival! 2021 Clean CARFAX. Jeep Gladiator Mojave Sarge Green Clearcoat 3.6L V6 24V VVT 1-Year SiriusXM Guardian Trial, 240 Amp Alternator, 4.1...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG0ML612445
Stock: RP1188
Certified Pre-Owned: No
Listed since: 07-03-2025 - $31,590fair price$417 above market
- 33,117 miles
- 1 accident, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Orlando, FL / 641 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: 1C6JJTAG5ML519362
Stock: 2003176347
Certified Pre-Owned: No
Listed since: 10-07-2024 - 14,980 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Shirlie Slack Mitsubishi (127 mi away)
Close
Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
Keyless Start, Onboard Communications System, iPod/MP3 Input, Back-Up Camera, SARGE GREEN CLEARCOAT, ENGINE: 3.6L V6 24V VVT UPG I W/ESS, TRANSMISSION...
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: 1C6HJTAG7PL550759
Stock: 85790H
Certified Pre-Owned: No
Listed since: 06-04-2025- Price Drop
- 19,228 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Malloy Chevrolet (198 mi away)
Close
Located in Winchester, VA / 198 miles away from Chesapeake, VA
240 Amp Alternator, Class IV Hitch Receiver, Heavy-Duty Engine Cooling, Quick Order Package 24D, Trailer Hitch Zoom, Trailer Tow Package.
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: 1C6JJTEG9ML607731
Stock: T1273A
Certified Pre-Owned: No
Listed since: 06-11-2025 - $30,987fair price$1,014 above market
- 76,633 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hendrick Buick GMC (160 mi away)
Close
Located in Cary, NC / 160 miles away from Chesapeake, VA
CARFAX 1-Owner, Hendrick Affordable, Clean. EPA 22 MPG Hwy/17 MPG City! Leather Interior, CD Player, iPod/MP3 Input, Running Boards, 4x4, DARK SADDLE/...
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: 1C6HJTFG5ML538839
Stock: S20710A
Certified Pre-Owned: No
Listed since: 06-07-2025 - New Listing
- 45,014 miles
- Issue reported, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Troy, MI / 546 miles away from Chesapeake, VA
Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seats,Remote Start,Satellite Radio,4-Wheel Disc Brakes,...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
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: 1C6JJTBG4ML507198
Stock: ML507198A
Certified Pre-Owned: Yes - New Listing
- 34,372 miles
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from MS to VA*
Close
Located in Jackson, MS / 846 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 Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG7ML518194
Stock: 27461934
Certified Pre-Owned: No - New Listing
- 22,415 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: 1C6JJTBG7PL581588
Stock: 2003845361
Certified Pre-Owned: No
Listed since: 07-01-2025 - New Listing
- 36,129 miles
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from IL to VA*
Close
Located in Tinley Park, IL / 702 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 Unavailable.
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAG3ML513476
Stock: 26715400
Certified Pre-Owned: No - Price Drop
- 29,172 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3l, 6cyl
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
Close
Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Sarge Green Clearcoat 2023 Jeep Gladiator Rubicon 4WD 8-Speed Automatic 3.0L V6 Turbodiesel Gladiator Rubicon, 4D Crew...
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: 1C6JJTBM4PL527445
Stock: 18P6438
Certified Pre-Owned: No
Listed since: 06-21-2025 - 66,302 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Buffalo, NY / 443 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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAG1ML537503
Stock: 2003738485
Certified Pre-Owned: No
Listed since: 05-17-2025
Showing 358 - 378 out of 796 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 2021 Jeep Gladiator in Chesapeake, VA Values
Estimated values
2021 Jeep Gladiator Texas Trail 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $24,119 | $27,371 | $30,639 |
| Clean | $23,739 | $26,918 | $30,106 |
| Average | $23,107 | $26,162 | $29,218 |
| Rough | $22,285 | $25,180 | $28,064 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $36,776. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 37,758. Based on the average mileage of 37,758 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 $23,107.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Truck Details
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.