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781 listings
- Price Drop$24,000great price$3,343 below market
- 54,635 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Koons Buick GMC of Woodbridge (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
2020 Jeep Gladiator Sport Black Clearcoat Apple Carplay & Android Audio, Power Sunroof, Sirius XM, Backup Camera, Air Conditioning, AM/FM radio, Anti-...
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: 1C6HJTAG2LL160436
Stock: P4730
Certified Pre-Owned: No
Listed since: 04-28-2025 - $23,950great price$7,860 below market
- 46,392 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Prime Motors (153 mi away)
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Located in Arlington, VA / 153 miles away from Chesapeake, VA
ASK ABOUT OUR MD INSPECTION PROGRAMVideo walk-around, virtual test drives, E-purchase, shipping , financing and we accept all trades. Call/Text 703-67...
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: 1C6JJTAG3LL204865
Stock: 204865
Certified Pre-Owned: No - $33,500great price$4,479 below market
- 53,706 miles
- No accidents, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Heritage Honda of Parkville (184 mi away)
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Located in Parkville, MD / 184 miles away from Chesapeake, VA
Recent Arrival! *4X4 WITH HARD TOP*, *HEATED LEATHER SEATS*, *NAVIGATION SYSTEM*, *BLIND SPOT SENSORS*, *HANDS FREE BLUETOOTH*, *BACKUP CAMERA*, *HEAT...
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: 1C6JJTBG6LL103043
Stock: KU103043
Certified Pre-Owned: No
Listed since: 05-26-2025 - Price Drop$34,880good price$3,894 below market
- 28,579 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Parkway of Wilmington Used Cars (195 mi away)
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Located in Wilmington, NC / 195 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: 1C6JJTBG1LL135088
Stock: S0811A
Certified Pre-Owned: No
Listed since: 04-25-2025 - $28,950good price$3,562 below market
- 43,847 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Waldorf Toyota (136 mi away)
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Located in Waldorf, MD / 136 miles away from Chesapeake, VA
**Recent Arrival!** **CLEAN Carfax!** **Local Trade!** **4x4!** **Fuel Saver!** **Good Miles!** **Loaded w/ Options!** **Customer Preferred 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: 1C6JJTAG9LL188493
Stock: 0N38258A
Certified Pre-Owned: No
Listed since: 06-15-2025 - Price Drop$29,811fair price$1,050 below market
- 92,305 miles
- No accidents, 5 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- INFINITI of Wilmington (195 mi away)
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Located in Wilmington, NC / 195 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: 1C6JJTBG7LL117078
Stock: 2000084A
Certified Pre-Owned: No
Listed since: 04-26-2025 - Price Drop$29,960good price$2,322 below market
- 63,266 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (2 mi away)
- Home delivery*
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Located in Chesapeake, VA / 2 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,Leath...
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: 1C6JJTBG1LL164932
Stock: LL164932A
Certified Pre-Owned: No - $33,100fair price$940 below market
- 27,924 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
Clean CARFAX. Bright White Clearcoat 2020 Jeep Gladiator Overland 4WD 8-Speed Automatic 3.6L V6 24V VVT Gladiator Overland, 4D Crew Cab, 3.6L V6 24V 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: 1C6HJTFG3LL141743
Stock: 18P6449
Certified Pre-Owned: No
Listed since: 06-23-2025 - Price Drop$32,369good price$3,028 below market
- 72,468 miles
- 1 accident, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- John Hiester Chrysler Dodge Jeep Ram of Sanford (185 mi away)
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Located in Sanford, NC / 185 miles away from Chesapeake, VA
ONE OWNER, 4WD, FAST AND EASY FINANCING, THE NEW PRICE OUTLET, 1-Year SiriusXM Guardian Trial, 240 Amp Alternator, 5-Year SiriusXM Traffic Service, 5-...
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: 1C6JJTBG0LL103930
Stock: S3332
Certified Pre-Owned: No
Listed since: 06-04-2025 - $31,500good price$1,661 below market
- 37,235 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2020 Jeep Gladiator Overland Firecracker Red Clearcoat 8-Speed Automatic 4WD 3.6L V6 24V VVTClean CARFAX. Odometer is 15046 miles below market average...
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: 1C6HJTFG1LL138176
Stock: BJ1411
Certified Pre-Owned: No
Listed since: 05-31-2025 - $37,490fair price$61 below market
- 21,159 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- NextGear Motors (147 mi away)
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Located in Raleigh, NC / 147 miles away from Chesapeake, VA
Visit NextGear Motors online at WWW.NEXTGEARMOTORS.COM to see more pictures of this vehicle and a free Auto-check report. Easy Financing available! Ap...
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: 1C6JJTBG9LL193997
Stock: 15905B068
Certified Pre-Owned: No
Listed since: 03-16-2025 - Price Drop$33,590fair price$1,322 below market
- 71,094 miles
- No accidents, 2 owners, 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: 1C6JJTBGXLL115938
Stock: 2003828780
Certified Pre-Owned: No
Listed since: 06-19-2025 - $26,700fair price$657 below market
- 55,299 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Hanna Imports (148 mi away)
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Located in Raleigh, NC / 148 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: 1C6JJTAGXLL175655
Stock: 3021326
Certified Pre-Owned: No
Listed since: 03-27-2025 - $32,998fair price$446 below market
- 45,002 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- East Carolina Chrysler Dodge Jeep Ram FIAT (104 mi away)
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Located in Greenville, NC / 104 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: 1C6HJTFG5LL162383
Stock: 250115A
Certified Pre-Owned: Yes
Listed since: 06-04-2025 - Price Drop$33,000fair price$103 below market
- 64,185 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Auto Giants Mitsubishi (156 mi away)
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Located in Manassas, VA / 156 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: 1C6JJTBG6LL191785
Stock: U2691
Certified Pre-Owned: No
Listed since: 06-12-2025 - $34,999fair price$300 below market
- 50,841 miles
- No accidents, 2 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- Country Chevrolet (162 mi away)
Close
Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2020 Jeep Gladiator Rubicon Granite Crystal Metallic Clearcoat 4WD 3.6L V6 24V VVT 6-Speed Manual Apple CarPlay/Android Auto, Cold Weather Group, Heat...
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: 1C6JJTBG4LL151169
Stock: P8739B
Certified Pre-Owned: No
Listed since: 06-18-2025 - $26,321good price$1,541 below market
- 60,000 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Leith Toyota (143 mi away)
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Located in Raleigh, NC / 143 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: 1C6JJTAG6LL164524
Stock: T164524A
Certified Pre-Owned: No
Listed since: 05-16-2025 - Price Drop
Photos not available$25,398fair price$375 below market- 67,144 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
Recent Arrival! 2020 Jeep Gladiator Sport Billet Silver Metallic Clear-Coat 3.6L V6 24V VVT 4WDAutomatic Headlamps, Cold Weather Group, Deep Tint Su...
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: 1C6JJTAG4LL128458
Stock: P4119
Certified Pre-Owned: No
Listed since: 06-23-2025 - $39,777fair price$940 above market
- 52,123 miles
- No accidents, 5 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Country Chevrolet (162 mi away)
Close
Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2020 Jeep Gladiator Rubicon Bright White Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic Apple CarPlay/Android Auto, Cold Weather Group, Driver vanity...
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: Yes
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG8LL106266
Stock: 50222A
Certified Pre-Owned: No
Listed since: 05-25-2025 - $23,000fair price$653 above market
- 156,716 miles
- 1 accident, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Criswell Chrysler Dodge Jeep Ram of Woodstock (193 mi away)
Close
Located in Woodstock, VA / 193 miles away from Chesapeake, VA
2020 Jeep Gladiator Sport 4D Crew Cab Firecracker Red Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic240 Amp Alternator, Automatic Headlamps, Class IV...
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: 1C6HJTAG7LL125195
Stock: G240231A
Certified Pre-Owned: No
Listed since: 04-30-2025 - 44,805 miles
- No accidents, 4 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Len Stoler Chrysler Dodge Jeep Ram (199 mi away)
Close
Located in Westminster, MD / 199 miles away from Chesapeake, VA
2020 Jeep Gladiator Rubicon 392 AMW Conversion!AMW 392 Conversion. Onboard Air. DTO Customs interior. Rhino Half Rack. Carpeted Bed. Retractable Tonne...
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: 1C6JJTBG5LL150922
Stock: BJ1274
Certified Pre-Owned: No
Listed since: 04-18-2025
Showing 1 - 21 out of 781 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 S 4dr Crew Cab 4WD SB (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $22,733 | $24,832 | $26,860 |
| Clean | $22,317 | $24,356 | $26,322 |
| Average | $21,624 | $23,562 | $25,424 |
| Rough | $20,723 | $22,530 | $24,257 |
The average list price of a used 2020 Jeep Gladiator in Chesapeake, Virginia is $32,514. The average mileage on a used Jeep Gladiator 2020 for sale in Chesapeake, Virginia is 57,558. Based on the average mileage of 57,558 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 $21,624.
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