Used Jeep Gladiator for Sale near Winston, OR
343 vehicles found
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,483
- Stock #:
- SM6614
- VIN:
- 1C6HJTFG4ML500437

-$1,342

Sponsored by Kiefer Mazda
2021 Jeep Gladiator
Overland Crew Cab 4WD
56,483 mi
$31,421
$30,079
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,602
- Stock #:
- LL200114T
- VIN:
- 1C6JJTBG6LL200114

-$842
Sponsored Listing
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
53,602 mi
$32,656
$31,814
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 32,744
- Stock #:
- KM6620
- VIN:
- 1C6JJTBG5NL122525

Sponsored Listing
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
32,744 mi
$35,835
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,996
- Stock #:
- L157533
- VIN:
- 1C6HJTAG7LL157533

2020 Jeep Gladiator
Sport S Crew Cab 4WD
76,996 mi
$27,799
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Dark Saddle/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,262
- Stock #:
- 208211A
- VIN:
- 1C6JJTBG0LL208211

2020 Jeep Gladiator
Rubicon Crew Cab 4WD
71,262 mi
$30,248
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,602
- Stock #:
- LL200114T
- VIN:
- 1C6JJTBG6LL200114

-$842
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
53,602 mi
$32,656
$31,814
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 158,501
- Stock #:
- 592827
- VIN:
- 1C6JJTBG5ML592827

2021 Jeep Gladiator
Rubicon Crew Cab 4WD
158,501 mi
$23,122
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Manual
- Mileage:
- 57,984
- Stock #:
- L516929
- VIN:
- 1C6HJTAG7ML516929

2021 Jeep Gladiator
Sport Crew Cab 4WD
57,984 mi
$25,764
- Year:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,399
- Stock #:
- 8N1741A
- VIN:
- 1C6JJTBG9RL130200

2024 Jeep Gladiator
Rubicon Crew Cab 4WD
14,399 mi
$44,447
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,506
- Stock #:
- CK5821
- VIN:
- 1C6HJTAG0ML587924

2021 Jeep Gladiator
Sport Crew Cab 4WD
10,506 mi
$31,838
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,655
- Stock #:
- 180392
- VIN:
- 1C6HJTAG5NL180392

2022 Jeep Gladiator
Altitude Crew Cab 4WD
85,655 mi
$22,942
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,430
- Stock #:
- L24522A
- VIN:
- 1C6HJTFG3LL115109

2020 Jeep Gladiator
Overland Crew Cab 4WD
31,430 mi
$31,132
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,358
- Stock #:
- 2835
- VIN:
- 1C6JJTEG1LL202445

-$1,000
2020 Jeep Gladiator
Mojave Crew Cab 4WD
80,358 mi
$28,150
$27,150
Recommended model year:
2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 4,797 currently listed for sale and an average price of $31,928.00, 32.3% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.
82.8% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, which provides substantial low-end torque and improved fuel efficiency compared to its gasoline counterpart.
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 66,836
- Stock #:
- L610086
- VIN:
- 1C6JJTBG4ML610086

2021 Jeep Gladiator
Rubicon Crew Cab 4WD
66,836 mi
$32,502
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,147
- Stock #:
- F516057
- VIN:
- 1C6HJTAG9ML516057

-$905
2021 Jeep Gladiator
80th Anniversary Edition Crew Cab 4WD
71,147 mi
$30,565
$29,660
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,275
- Stock #:
- 112268B
- VIN:
- 1C6JJTBG9LL112268

2020 Jeep Gladiator
Rubicon Crew Cab 4WD
63,275 mi
$33,733
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,243
- Stock #:
- STK506361
- VIN:
- 1C6HJTAG6ML506361

2021 Jeep Gladiator
Sport S Crew Cab 4WD
73,243 mi
$28,633
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,886
- Stock #:
- FV565997
- VIN:
- 1C6HJTAG5ML565997

2021 Jeep Gladiator
Willys Crew Cab 4WD
53,886 mi
$28,306
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,764
- Stock #:
- PC2463
- VIN:
- 1C6HJTAG3NL142286

2022 Jeep Gladiator
Altitude Crew Cab 4WD
3,764 mi
$37,673
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,059
- Stock #:
- 1293
- VIN:
- 1C6HJTAG5ML571279

2021 Jeep Gladiator
California Edition Crew Cab 4WD
93,059 mi
$26,329
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,720
- Stock #:
- RP592140
- VIN:
- 1C6HJTFG1ML592140

-$946
2021 Jeep Gladiator
Overland Crew Cab 4WD
56,720 mi
$29,895
$28,949
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,483
- Stock #:
- SM6614
- VIN:
- 1C6HJTFG4ML500437

-$1,342
2021 Jeep Gladiator
Overland Crew Cab 4WD
56,483 mi
$31,421
$30,079
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,506
- Stock #:
- CK5821
- VIN:
- 1C6HJTAG0ML587924

Sponsored Listing
2021 Jeep Gladiator
Sport Crew Cab 4WD
10,506 mi
$31,838
FAQs
How much does the Jeep Gladiator cost in Winston, OR?
Is the Jeep Gladiator a good car?
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What fuel types are available?
4.8 Overall rating
Customers say
The Jeep Gladiator impresses owners with its off-road capabilities, rugged design, and versatile performance. Many drivers enjoy its powerful feel and smooth ride, appreciating the blend of technology with a tough exterior. However, there are common criticisms regarding the interior space being smaller than expected, the price point relative to features, and concerns about fuel efficiency and comfort. Overall, it's celebrated as a unique vehicle that stands out, especially for those who value ruggedness and off-road performance.
AI generated from the text of customer reviews.
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What people say
Jeff M
Reviewed a 2021 Jeep Gladiator on May 18, 2026
Everything I wanted and more than I expected, even my wife likes it and she didn’t like them until I took her for a ride in it
Mindy P
Reviewed a 2025 Jeep Mojave Crew Cab 4WD on Jul 19, 2025
Big fan of the Mojave X features. Love the ride and the capabilities.
Anonymous
Reviewed a 2021 Jeep Gladiator on Jul 7, 2025
Just what I wanted, rugged but tech savvy. Been out of the Jeep world for a bit glad to get behind the wheel of one again!
Dominic K
Reviewed a 2023 Jeep Gladiator on Apr 10, 2026
Doors off, roof off. Wana hit any trail? Go for it. Take it to the beach? Go for it. Snowing hard? Not a worry. Expensive? Yes. Good on gas? No. Look back at the jeep when you leave it? Yes every time. Loved this gladiator. Name speaks for itself.
Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Mojave X Crew Cab 4WD | $60,690 |
| Rubicon X Crew Cab 4WD | $59,995 |
| Sport Crew Cab 4WD | $39,300 |
| Sahara Crew Cab 4WD | $47,595 |
| Willys '41 4dr Crew Cab 4WD | $47,840 |
| Mojave Crew Cab 4WD | $52,695 |
| Rubicon Crew Cab 4WD | $52,000 |
| Sport S Crew Cab 4WD | $42,495 |
Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Gladiator prices has changed over time.
See more price trendsCarGurus recommends the 2021 Jeep Gladiator

Summary
With 4,797 currently listed for sale and an average price of $31,928.00, 32.3% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.
82.8% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator introduced a new turbo-diesel engine option, which provides substantial low-end torque and improved fuel efficiency compared to its gasoline counterpart.
Why it stands out
The 2021 Jeep Gladiator stands out in the midsize pickup truck segment thanks to its unique design and exceptional off-road capabilities. Known for its ruggedness and adventurous spirit, the Gladiator offers a combination of removable top and doors that appeals to those who cherish the open-air experience. The addition of a turbo-diesel engine enhances its performance, offering drivers immense torque for towing and hauling. This model not only maintains Jeep's off-road legacy but also introduces practical features and a comfortable interior that make it a favorite among lifestyle enthusiasts. The versatility and customization options available make it not just a truck, but a capable partner for adventure.
Other model years to consider
- Average price: $35,369.00
- Good/great deal percentage: 33.6%
- User rating: 4.82 / 5
- Total listings: 3,596
- Average price: $29,076.00
- Good/great deal percentage: 31.9%
- User rating: 4.83 / 5
- Total listings: 3,299
- Average price: $39,407.00
- Good/great deal percentage: 33.5%
- User rating: 4.5 / 5
- Total listings: 2,873
These recommendations are based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$44,899
- User rating5

2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,443
- User rating4.5

2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,551
- User rating4.8286
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