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773 listings
- $29,650good price$3,593 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 the ultimate blend of rugged off-road capability and open-air freedom. With its 3.6L V6 engine delivering 285 horsepo...
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 - $24,998great price$2,333 below market
- 102,180 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Haley Ford (92 mi away)
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Located in North Chesterfield, VA / 92 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$42,990good price$2,968 below market
- 17,366 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana - Richmond (99 mi away)
- Home delivery*
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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: 1C6JJTEG7ML529658
Stock: 2003824763
Certified Pre-Owned: No
Listed since: 06-17-2025 - $40,795good price$2,961 below market
- 17,314 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Koons Ford of Annapolis (156 mi away)
Close
Located in Annapolis, MD / 156 miles away from Chesapeake, VA
2021 Jeep Gladiator Bright White Clearcoat Mojave Accident Free, 1 Owner, Remainder of Factory Warranty, 1-Year SiriusXM Guardian Trial, 4.10 Rear Axl...
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: 1C6JJTEG5ML545034
Stock: S1257A
Certified Pre-Owned: No
Listed since: 05-21-2025 - Price Drop$29,500good price$1,916 below market
- 28,062 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- First Team Subaru Norfolk (8 mi away)
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Located in Norfolk, VA / 8 miles away from Chesapeake, VA
Bright White Clearcoat 2021 Jeep Gladiator Sport S 4WD 8-Speed Automatic 3.6L V6 24V VVT 7.0" Touch Screen Display, Air Conditioning w/Auto Temperatur...
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: 1C6HJTAG1ML500869
Stock: ND25902A
Certified Pre-Owned: No
Listed since: 06-14-2025 - Price Drop$31,422good price$2,295 below market
- 23,486 miles
- No accidents, 1 owner, personal use only
- 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 delighted to offer this attractive 2021 Jeep Gladiator Black Clearcoat Sport.FACTORY CERTIFIED **, CARFAX CERTIF...
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: 1C6JJTAG5ML611619
Stock: J23469A
Certified Pre-Owned: Yes
Listed since: 05-14-2025 - New Listing$39,998good price$2,440 below market
- 22,781 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax Wilmington (195 mi away)
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Located in Wilmington, NC / 195 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: 1C6JJTBG7ML607862
Stock: 27123625
Certified Pre-Owned: No - New Listing$36,995fair price$1,754 below market
- 20,292 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hyman Bros INFINITI of Richmond (93 mi away)
Close
Located in Midlothian, VA / 93 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 - $39,019good price$2,695 below market
- 42,185 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Fred Frederick Chrysler Jeep Dodge Ram Laurel (167 mi away)
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Located in Laurel, MD / 167 miles away from Chesapeake, VA
This Jeep won't be on the lot long! Ensuring composure no matter the driving circumstances! This 4 door, 5 passenger truck still has less than 45,000 ...
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: 1C6JJTEGXML530092
Stock: N1421A
Certified Pre-Owned: No
Listed since: 11-24-2024 - New Listing$40,988fair price$1,875 below market
- 25,055 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Heritage Chrysler Dodge Jeep Ram Owings Mills (189 mi away)
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Located in Owings Mills, MD / 189 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. Recent Arrival! **3 PIECE HARD TOP*,*APPLE CARPLAY/ANDROID AUTO**, *HEATED LEATHER SEATS*, *BLIND SPOT SENSORS*, *BA...
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: 1C6JJTEG5ML578244
Stock: CP578244
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$40,590fair price$1,383 below market
- 27,076 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: 1C6JJTEG3ML621091
Stock: 2003820505
Certified Pre-Owned: No
Listed since: 06-13-2025 - $30,870fair price$351 below market
- 38,350 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Priority Ford Norfolk (10 mi away)
Close
Located in Norfolk, VA / 10 miles away from Chesapeake, VA
2021 Jeep Gladiator Willys Sting-Gray ClearcoatClean CARFAX.Priorities for Life on used vehicles include Lifetime state inspections. Ask a certifi...
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: 1C6HJTAG5ML574540
Stock: ML574540A
Certified Pre-Owned: No
Listed since: 05-14-2025 - New Listing$30,998fair price$1,543 below market
- 36,715 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Safford Brown CDJR Sterling (170 mi away)
Close
Located in Sterling, VA / 170 miles away from Chesapeake, VA
Clean CARFAX. Sting-Gray Clearcoat 2021 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.6L V6 24V VVT Backup Camera, Apple Car Play / Android Auto, 240 A...
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: 1C6HJTAG7ML553270
Stock: P917
Certified Pre-Owned: No
Listed since: 06-19-2025 - New Listing$33,998fair price$1,551 below market
- 40,360 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax Capital Boulevard (142 mi away)
Close
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: 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: 1C6HJTFG4ML517402
Stock: 27356474
Certified Pre-Owned: No - $31,283fair price$1,683 below market
- 52,100 miles
- 2 accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Ourisman Kia of Bethesda (162 mi away)
Close
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
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: 1C6JJTBG8ML573222
Stock: TL573222
Certified Pre-Owned: No
Listed since: 04-29-2025 - New Listing$28,488fair price$990 below market
- 74,845 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Heritage Chrysler Dodge Jeep Ram Owings Mills (189 mi away)
Close
Located in Owings Mills, MD / 189 miles away from Chesapeake, VA
Recent Arrival! Clean CARFAX. 4WD 8-Speed Automatic 3.6L V6 24V VVTCold Weather Group, Convenience Group, Dual Top Group, Quick Order Package 24W Wil...
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: 1C6HJTAGXML574484
Stock: CU574484
Certified Pre-Owned: No
Listed since: 06-26-2025 - New Listing$43,995fair price$934 below market
- 16,830 miles
- 5'0” bed, 3.6l, 6cyl
- Hyman Bros INFINITI of Richmond (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
~MSRP $65,505~ LOADED WITH OPTIONS~
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG5ML600974
Stock: P30766
Certified Pre-Owned: No
Listed since: 06-23-2025 - New Listing$33,498fair price$1,700 below market
- 59,426 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Dulles Kia (179 mi away)
Close
Located in Leesburg, VA / 179 miles away from Chesapeake, VA
COLD WEATHER GROUP, LED LIGHTING GROUP, TRAILER TOW PACKAGE, UCONNECT 4C NAV & SOUND GROUP, BLACK FREEDOM TOP 3-PIECE HARD TOP, STEEL FRONT BUMPER, LE...
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: 1C6JJTBG1ML586619
Stock: P4131
Certified Pre-Owned: No
Listed since: 06-25-2025 - $37,280fair price$839 above market
- 32,150 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Impex Chevrolet GMC (192 mi away)
Close
Located in Reidsville, NC / 192 miles away from Chesapeake, VA
Clean CARFAX.2021 Jeep Gladiator Mojave 4WD 8-Speed Automatic Black Clearcoat 3.6L V6 24V VVTGladiator Mojave 4WD, 4D Crew Cab, 3.6L V6 24V VVT.THIS V...
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: 1C6JJTEG0ML517321
Stock: 2JT7321
Certified Pre-Owned: No
Listed since: 03-20-2025 - $31,999fair price$202 above market
- 32,522 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Capital Ford Lincoln of Rocky Mount (104 mi away)
Close
Located in Rocky Mount, NC / 104 miles away from Chesapeake, VA
Recent Arrival! Odometer is 14982 miles below market average! Clean CARFAX.Gladiator Sport, 4D Crew Cab, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Blac...
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: 1C6HJTAG6ML500365
Stock: 10BN0121
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$31,499fair price$541 above market
- 110,112 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Lindsay Chevrolet (142 mi away)
Close
Located in Woodbridge, VA / 142 miles away from Chesapeake, VA
Sting-Gray Clearcoat 2021 Jeep Gladiator Mojave Mojave1-Year SiriusXM Guardian Trial, 240 Amp Alternator, 4-Wheel Disc Brakes, 4.10 Rear Axle Ratio,...
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: 1C6JJTEG1ML539540
Stock: H28554A
Certified Pre-Owned: No
Listed since: 06-21-2025
Showing 43 - 63 out of 773 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 Sport 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $23,787 | $25,664 | $27,549 |
| Clean | $23,412 | $25,239 | $27,070 |
| Average | $22,789 | $24,530 | $26,272 |
| Rough | $21,978 | $23,610 | $25,234 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $34,803. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 40,149. Based on the average mileage of 40,149 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 $22,789.
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