Used Jeep Gladiator for Sale near Winchester, VA
248 results
- Year:
- 2023
- 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:
- 19,511
- Stock #:
- 306266A
- VIN:
- 1C6HJTAG0PL524200
Sponsored by Ourisman Chevrolet of Bowie
2023 Jeep Gladiator
Sport Crew Cab 4WD
19,511 mi
$30,758
- Year:
- 2025
- 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:
- 28,557
- Stock #:
- FT6366
- VIN:
- 1C6PJTAG6SL508796
Sponsored Listing
2025 Jeep Gladiator
Willys Crew Cab 4WD
28,557 mi
$37,997
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,816
- Stock #:
- 6R594
- VIN:
- 1C6RJTBG0TL157120
Sponsored Listing
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
10,816 mi
$49,962
- 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:
- Punkn Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,858
- Stock #:
- V260175A
- VIN:
- 1C6HJTAG7LL153255
2020 Jeep Gladiator
Sport Crew Cab 4WD
87,858 mi
$23,818
- 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 Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,219
- Stock #:
- JP3063
- VIN:
- 1C6JJTBG9LL142760
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
54,219 mi
$32,489
- Year:
- 2023
- 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:
- 47,335
- Stock #:
- 25020A
- VIN:
- 1C6JJTBGXPL521725
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
47,335 mi
$31,750
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Heritage Tan/Black)
- Transmission:
- Automatic
- Mileage:
- 59,746
- Stock #:
- 4519809
- VIN:
- 1C6HJTAG2LL155026
2020 Jeep Gladiator
Sport S Crew Cab 4WD
59,746 mi
$25,995
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,153
- Stock #:
- 28748723
- VIN:
- 1C6JJTBG3LL163250
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
47,153 mi
$33,597
- Year:
- 2023
- 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:
- 13,638
- Stock #:
- U-07731
- VIN:
- 1C6JJTBG1PL509480
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
13,638 mi
$38,498
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,802
- Stock #:
- 8765807
- VIN:
- 1C6JJTBG1NL163573
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
30,802 mi
$37,495
- Year:
- 2023
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,000
- VIN:
- 1C6HJTAG4PL533921
2023 Jeep Gladiator
Sport S Crew Cab 4WD
51,000 mi
$28,950
- 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:
- 18,030
- Stock #:
- E260507289T1
- VIN:
- 1C6HJTAG9NL149453
2022 Jeep Gladiator
Willys Crew Cab 4WD
18,030 mi
$33,070
- 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:
- 50,910
- Stock #:
- 579256AP
- VIN:
- 1C6HJTFGXML579256
2021 Jeep Gladiator
Overland Crew Cab 4WD
50,910 mi
$30,878
Recommended model year:
2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 4,836 currently listed for sale and an average price of $32,081, 31.7% 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.
83.5% of 2021 Gladiator models on CarGurus are accident-free.
The 2021 Jeep Gladiator is enhanced with a new diesel-engine option, providing impressive towing capacity and fuel efficiency, combined with robust off-road capabilities and a well-designed interior.
- 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:
- Dark Saddle/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,232
- Stock #:
- 26088
- VIN:
- 1C6HJTFG4ML504908
2021 Jeep Gladiator
Overland Crew Cab 4WD
63,232 mi
$28,299
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,144
- Stock #:
- 9979W
- VIN:
- 1C6HJTFG9LL140337
2020 Jeep Gladiator
Overland Crew Cab 4WD
69,144 mi
$27,000
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,076
- Stock #:
- T19721A
- VIN:
- 1C6HJTFG6NL101501
-$509
2022 Jeep Gladiator
Overland Crew Cab 4WD
92,076 mi
$25,499
$24,990
- 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:
- 8-Speed Automatic
- Mileage:
- 38,797
- Stock #:
- G260190B
- VIN:
- 1C6JJTBG8NL110823
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
38,797 mi
$33,725
- Year:
- 2023
- 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:
- 19,511
- Stock #:
- 306266A
- VIN:
- 1C6HJTAG0PL524200
2023 Jeep Gladiator
Sport Crew Cab 4WD
19,511 mi
$30,758
- 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:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,936
- Stock #:
- Q260054B
- VIN:
- 1C6JJTBG7NL102647
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
57,936 mi
$30,667
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,759
- Stock #:
- GAM6542
- VIN:
- 1C6HJTFG2LL157304
-$1,195
2020 Jeep Gladiator
Overland Crew Cab 4WD
42,759 mi
$30,894
$29,699
- 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:
- 8-Speed Automatic
- Mileage:
- 54,882
- Stock #:
- NL147103
- VIN:
- 1C6JJTEG0NL147103
2022 Jeep Gladiator
Mojave Crew Cab 4WD
54,882 mi
$35,490
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,048
- Stock #:
- B34727
- VIN:
- 1C6HJTAG7RL103027
-$693
2024 Jeep Gladiator
Sport Crew Cab 4WD
10,048 mi
$34,490
$33,797
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,461
- Stock #:
- PC3469
- VIN:
- 1C6JJTBGXRL124759
Sponsored Listing
2024 Jeep Gladiator
Rubicon Crew Cab 4WD
26,461 mi
$41,896
FAQs
How much does the Jeep Gladiator cost in Winchester, VA?
Is the Jeep Gladiator a good car?
How many Jeep Gladiator vehicles in Winchester, VA have no reported accidents or damage?
Is the Jeep Gladiator safe?
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.
Filter by year
Filter by rating
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 |
| Sahara Crew Cab 4WD | $47,595 |
| Willys '41 4dr Crew Cab 4WD | $47,840 |
| Sport Crew Cab 4WD | $39,300 |
| 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 4,836 currently listed for sale and an average price of $32,081, 31.7% 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.
83.5% of 2021 Gladiator models on CarGurus are accident-free.
The 2021 Jeep Gladiator is enhanced with a new diesel-engine option, providing impressive towing capacity and fuel efficiency, combined with robust off-road capabilities and a well-designed interior.
Why it stands out
The 2021 Jeep Gladiator is a unique player in the midsize pickup truck market, combining the ruggedness of a traditional Jeep with the utility of a truck. Its removable top and doors, along with a plethora of aftermarket accessories, offer unrivaled customization for adventure-seekers. This year's model introduces an exciting turbo-diesel engine option that delivers impressive torque and better fuel economy, enhancing its appeal for drivers who prioritize off-road performance and pulling capacity. Furthermore, the Gladiator's design captures attention, making it a standout choice for those who desire a vehicle that turns heads while delivering solid performance both on and off the road.
Other model years to consider
- Average price: $29,203
- Good/great deal percentage: 31.5%
- User rating: 4.83 / 5
- Total listings: 3,305
- Average price: $33,063
- Good/great deal percentage: 31.6%
- User rating: 4.2 / 5
- Total listings: 4,709
- Average price: $35,396
- Good/great deal percentage: 31.4%
- User rating: 4.82 / 5
- Total listings: 3,595
These recommendations are based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$45,496
- User rating5
2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,521
- User rating4.5
2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,686
- User rating4.8286
Relevant articles
The Best Small Pickup Trucks of 2026
Looking for a pickup that's easy on your budget and easy to park, yet still tough and practical? Our expert guide runs through the best small pickups you can buy.
The Best Tailgating Vehicles of 2026
When people go to a football game, people tailgate. We’ve chosen nine vehicles that will make your parking-lot party even better.
Best Truck Lease Deals in June 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
