Used Jeep Gladiator for Sale nearWinchester, VA
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 16,672
- Stock #:
- R117035B
- VIN:
- 1C6JJTBG1PL552099
Sponsored by Malloy Chevrolet-Cadillac
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
16,672 mi
$39,909
- 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:
- Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 27,091
- Stock #:
- TL510080
- VIN:
- 1C6JJTEG7PL510080
Sponsored Listing
2023 Jeep Gladiator
Mojave Crew Cab 4WD
27,091 mi
$37,700
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5,057
- Stock #:
- PFL3545
- VIN:
- 1C6PJTAG1SL535761
Sponsored Listing
2025 Jeep Gladiator
High Tide Crew Cab 4WD
5,057 mi
$42,923
- 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:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 47,652
- Stock #:
- J261278A
- VIN:
- 1C6JJTBG1LL185229
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
47,652 mi
$33,975
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 112,665
- Stock #:
- 1097A
- VIN:
- 1C6HJTAG9ML508315
2021 Jeep Gladiator
Sport S Crew Cab 4WD
112,665 mi
$24,995
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,965
- Stock #:
- H29928A
- VIN:
- 1C6HJTAG3PL579076
2023 Jeep Gladiator
Willys Crew Cab 4WD
40,965 mi
$31,685
- 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:
- Crystal Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,956
- Stock #:
- 10164TA
- VIN:
- 1C6HJTFG3NL147917
2022 Jeep Gladiator
Overland Crew Cab 4WD
19,956 mi
$34,760
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,769
- Stock #:
- U-07784
- VIN:
- 1C6JJTAG7LL212029
2020 Jeep Gladiator
Sport Crew Cab 4WD
55,769 mi
$28,755
- 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:
- Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,962
- Stock #:
- F26590A
- VIN:
- 1C6JJTBG2NL134194
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
36,962 mi
$38,990
- 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:
- 56,915
- Stock #:
- C51806A
- VIN:
- 1C6HJTAG2ML611575
2021 Jeep Gladiator
Sport Crew Cab 4WD
56,915 mi
$26,499
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,569
- Stock #:
- 2632053A
- VIN:
- 1C6HJTAG9NL171856
-$3,297
2022 Jeep Gladiator
Sport S Crew Cab 4WD
30,569 mi
$28,990
$25,693
- 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:
- Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,741
- Stock #:
- G260295A
- VIN:
- 1C6JJTBG7ML606873
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
72,741 mi
$32,660
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,759
- Stock #:
- GAM6542
- VIN:
- 1C6HJTFG2LL157304
2020 Jeep Gladiator
Overland Crew Cab 4WD
42,759 mi
$29,394
Recommended model year:
2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 4,800 currently listed for sale and an average price of $45,000.00, 32.1% 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.
82.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator features a new turbo-diesel engine option, enhancing its off-road capabilities and fuel efficiency.
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,525
- VIN:
- 1C6HJTAG4PL533921
2023 Jeep Gladiator
Sport S Crew Cab 4WD
50,525 mi
$27,990
- 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:
- 92,460
- Stock #:
- T125
- VIN:
- 1C6JJTAGXLL136208
2020 Jeep Gladiator
Sport Crew Cab 4WD
92,460 mi
$23,748
- 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:
- 49,896
- Stock #:
- 26HT147AA
- VIN:
- 1C6HJTFGXLL103720
2020 Jeep Gladiator
Overland Crew Cab 4WD
49,896 mi
$28,487
- 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
$27,899
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,796
- Stock #:
- HT907
- VIN:
- 1C6HJTAG1RL115268
2024 Jeep Gladiator
Sport Crew Cab 4WD
19,796 mi
$28,487
- 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
2024 Jeep Gladiator
Sport Crew Cab 4WD
10,048 mi
$33,820
- 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:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,392
- Stock #:
- HT954
- VIN:
- 1C6PJTAG4SL521742
-$1,000
2025 Jeep Gladiator
Willys Crew Cab 4WD
30,392 mi
$38,487
$37,487
- 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:
- 22,797
- Stock #:
- 2J3303PA
- VIN:
- 1C6HJTAG3NL123303
2022 Jeep Gladiator
Sport Crew Cab 4WD
22,797 mi
$30,080
- 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:
- Billet Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,696
- Stock #:
- D250688A
- VIN:
- 1C6HJTAG8ML546456
2021 Jeep Gladiator
Sport Crew Cab 4WD
94,696 mi
$23,272
- 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
Sponsored Listing
2021 Jeep Gladiator
Overland Crew Cab 4WD
50,910 mi
$30,275
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.
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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 |
|---|---|
| 85th Anniversary Edition Crew Cab 4WD | $46,290 |
| 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 4,800 currently listed for sale and an average price of $45,000.00, 32.1% 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.
82.9% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator features a new turbo-diesel engine option, enhancing its off-road capabilities and fuel efficiency.
Why it stands out
The 2021 Jeep Gladiator is celebrated for its unique blend of ruggedness and versatility, making it a standout choice in the midsize pickup segment. With its roots in the iconic Jeep Wrangler, the Gladiator offers an adventurous spirit, complete with a removable top and doors, allowing for an open-air driving experience. The introduction of a turbo-diesel engine option this year provides impressive torque and better fuel economy, appealing to those who prioritize performance and efficiency. Additionally, the Gladiator's design accommodates a 5-foot cargo bed, making it practical for both work and play. Its combination of off-road prowess, stylish design, and a comfortable interior makes it a compelling option for buyers looking for a truck that can handle both daily driving and outdoor adventures.
Other model years to consider
- Average price: $43,000.00
- Good/great deal percentage: 32.1%
- User rating: 4.83 / 5
- Total listings: 3,293
- Average price: $44,000.00
- Good/great deal percentage: 31.9%
- User rating: 4.2 / 5
- Total listings: 4,828
- Average price: $46,000.00
- Good/great deal percentage: 31.9%
- User rating: 4.82 / 5
- Total listings: 3,775
These recommendations are based on CarGurus' proprietary market data from July 27, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$44,218
- User rating5
2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$38,997
- User rating4.5
2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,281
- User rating4.8286
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