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790 listings
- New Listing$30,990fair price$326 below market
- 38,043 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Memphis, TN / 773 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: 1C6HJTAG3ML596469
Stock: 2003717675
Certified Pre-Owned: No
Listed since: 05-17-2025 - $33,990fair price$1,098 above market
- 18,577 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: 1C6HJTAG7PL538773
Stock: 2003799578
Certified Pre-Owned: No
Listed since: 06-18-2025 - $30,998fair price
- 39,077 miles
- No accidents, 2 owners, 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 / 1,199 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: 1C6HJTAG8ML523601
Stock: 27418996
Certified Pre-Owned: No - New Listing$37,590fair price$736 above market
- 40,319 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Salt Lake City, UT / 1,926 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: 1C6JJTEG4ML607782
Stock: 2003838960
Certified Pre-Owned: No
Listed since: 06-28-2025 - New Listing$37,990fair price$1,356 below market
- 59,969 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Kansas City, MO / 1,011 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: 1C6JJTEG1ML601826
Stock: 2003786517
Certified Pre-Owned: No
Listed since: 06-07-2025 - $37,590fair price
- 12,248 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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: 1C6HJTFG3ML587859
Stock: 2003828668
Certified Pre-Owned: No
Listed since: 06-21-2025 - $38,500fair price$244 below market
- 27,154 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hamilton Auto Sales (165 mi away)
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Located in Fuquay Varina, NC / 165 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: 1C6JJTBG1ML539445
Stock: 7350
Certified Pre-Owned: No
Listed since: 11-27-2024 - $31,000fair price$270 above market
- 18,314 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Heritage Chrysler Jeep Dodge Ram Parkville (184 mi away)
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Located in Baltimore, MD / 184 miles away from Chesapeake, VA
Recent Arrival! *Carfax One-Owner*, **POWER DRIVERS SEAT**, **APPLE CARPLAY/ANDROID AUTO**, **BLUETOOTH**, **BACKUP CAMERA**, **REMOTE KEYLESS ENTRY**...
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: 1C6HJTAG5PL544894
Stock: LU544894
Certified Pre-Owned: No
Listed since: 06-14-2025 - $30,998fair price
- 90,922 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Austin, TX / 1,306 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: 1C6JJTBG3ML597850
Stock: 27193885
Certified Pre-Owned: No - $29,250fair price$217 below market
- 47,176 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Scott Honda of Vineland (199 mi away)
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Located in Vineland, NJ / 199 miles away from Chesapeake, VA
This 2021 Jeep Gladiator Sport Crew Cab 4x4 is a vehicle that is sure to turn heads. With its nacho clearcoat exterior and global black/steel gray int...
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: 1C6HJTAG1ML554933
Stock: S5565-232
Certified Pre-Owned: No
Listed since: 03-15-2025 - $33,590fair price$211 below market
- 56,414 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 745 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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG1ML506177
Stock: 2003788138
Certified Pre-Owned: No
Listed since: 06-05-2025 - New Listing$32,990fair price$321 below market
- 43,597 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 578 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 (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAG1ML513315
Stock: 2003832060
Certified Pre-Owned: No
Listed since: 06-28-2025 - New Listing$33,999fair price$1,374 below market
- 32,701 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Washington Chrysler Dodge Jeep Ram (93 mi away)
Close
Located in Washington, NC / 93 miles away from Chesapeake, VA
Hydro Blue Pearlcoat 2021 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT CARFAX One-Owner.Recent Arrival! Odometer is 10470 miles bel...
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: 1C6HJTFG7ML601150
Stock: W25143A
Certified Pre-Owned: No
Listed since: 06-28-2025 - $34,995good price$2,380 below market
- 59,849 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Millner Motors (151 mi away)
Close
Located in Charlottesville, VA / 151 miles away from Chesapeake, VA
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: 1C6JJTEG6ML555684
Stock: P7740
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$27,439fair price$1,224 below market
- 45,298 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Costa Mesa, CA / 2,344 miles away from Chesapeake, VA
CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C,A/T,ABS,A...
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: 1C6HJTAG7ML526490
Stock: ML526490P
Certified Pre-Owned: No - $35,999fair price$710 below market
- 53,407 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in El Cajon, CA / 2,312 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: 1C6JJTBG2ML602083
Stock: 7V07GD
Certified Pre-Owned: No
Listed since: 05-01-2025 - Price Drop$38,900fair price$653 above market
- 21,318 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Boyd's OBX Chevrolet (52 mi away)
Close
Located in Kitty Hawk, NC / 52 miles away from Chesapeake, VA
SHE WAS JUST TRADED THROUGH OUR SERVICE UP GRADE PROGRAM., CLEAN CAR FAX, BEST OF THE BEACH WINNER 6 YEARS IN A ROW., AWARD WINNING SERVICE PARTS AND ...
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: 1C6HJTFG7PL515373
Stock: BX0007
Certified Pre-Owned: No
Listed since: 05-15-2025 - $30,603fair price$1,263 below market
- 76,099 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Don White's Timonium Chrysler Jeep Dodge Ram (190 mi away)
Close
Located in Cockeysville, MD / 190 miles away from Chesapeake, VA
Dealer Sting-Gray Clearcoat 2021 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT Lifetime Oil Changes, Lifetime Tire Rotations, Lifetim...
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: 1C6HJTFG2ML566095
Stock: 4383
Certified Pre-Owned: No
Listed since: 06-26-2025 - $33,650fair price$182 above market
- 40,555 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Best Buy Wheels (13 mi away)
Close
Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
4 NEW TIRES Best Buy Wheels online at WWW.BBWAUTOS.COM to see more pictures for this vehicle in addition to the CARFAX. Over 10 years of experience wi...
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: 1C6HJTFG5ML609876
Stock: 609876
Certified Pre-Owned: No
Listed since: 12-10-2024 - $32,590fair price
- 25,116 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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: 1C6HJTAG7ML511195
Stock: 2003799459
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$32,000fair price$723 below market
- 27,425 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Safford Kia Of Fredericksburg (126 mi away)
Close
Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
Willys CARFAX One-Owner. 17/22 City/Highway MPGOdometer is 13297 miles below market average!
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: 1C6HJTAG7ML605707
Stock: Z1090D
Certified Pre-Owned: No
Listed since: 05-04-2025
Showing 316 - 336 out of 790 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 S 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $25,034 | $27,054 | $29,083 |
| Clean | $24,640 | $26,606 | $28,578 |
| Average | $23,984 | $25,860 | $27,735 |
| Rough | $23,131 | $24,889 | $26,639 |
The average list price of a used 2021 Jeep Gladiator in Chesapeake, Virginia is $33,602. The average mileage on a used Jeep Gladiator 2021 for sale in Chesapeake, Virginia is 41,599. Based on the average mileage of 41,599 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 $23,984.
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