Used Jeep Gladiator for Sale near Winchester, KY
235 results
- 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:
- 102,831
- Stock #:
- 11LL106780P
- VIN:
- 1C6HJTFGXLL106780
Sponsored by Jeff Wyler Eastgate Chevrolet
2020 Jeep Gladiator
Overland Crew Cab 4WD
102,831 mi
$24,663
- 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:
- 8-Speed Automatic
- Mileage:
- 70,299
- Stock #:
- K372P
- VIN:
- 1C6JJTBG0NL133786
Sponsored Listing
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
70,299 mi
$31,878
- 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:
- 7,842
- Stock #:
- E7573A
- VIN:
- 1C6RJTEG0SL534006
Sponsored Listing
2025 Jeep Gladiator
Mojave Crew Cab 4WD
7,842 mi
$49,199
- 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:
- Crystal Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,232
- Stock #:
- PB5253
- VIN:
- 1C6PJTAG1SL514165
-$1,770
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
1,232 mi
$42,062
$40,292
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,251
- Stock #:
- P3148
- VIN:
- 1C6JJTBG8ML510055
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
40,251 mi
$35,221
- 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:
- 64,616
- Stock #:
- T112127A
- VIN:
- 1C6HJTFG1LL112127
2020 Jeep Gladiator
Overland Crew Cab 4WD
64,616 mi
$29,399
- 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:
- 72,473
- Stock #:
- 597770
- VIN:
- 1C6HJTFG4ML597770
2021 Jeep Gladiator
Overland Crew Cab 4WD
72,473 mi
$26,666
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Green
- Transmission:
- Automatic
- Mileage:
- 12,255
- Stock #:
- E12406
- VIN:
- 1C6RJTEG4SL516978
2025 Jeep Gladiator
Mojave X Crew Cab 4WD
12,255 mi
$45,386
- 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:
- 90,199
- Stock #:
- 4253960
- VIN:
- 1C6HJTAG6ML505923
2021 Jeep Gladiator
Sport Crew Cab 4WD
90,199 mi
$24,995
- 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 Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,109
- Stock #:
- 107875
- VIN:
- 1C6HJTAG5LL107875
2020 Jeep Gladiator
Sport Crew Cab 4WD
83,109 mi
$23,558
- 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:
- 47,660
- Stock #:
- 134180
- VIN:
- 1C6HJTAGXML547060
-$561
2021 Jeep Gladiator
Sport Crew Cab 4WD
47,660 mi
$28,011
$27,450
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,252
- Stock #:
- P9271A
- VIN:
- 1C6JJTBG8ML534582
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
53,252 mi
$36,462
- 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:
- 41
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,492
- Stock #:
- SL517526
- VIN:
- 1C6RJTBG1SL517526
2025 Jeep Gladiator
Rubicon Crew Cab 4WD
8,492 mi
$45,534
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:
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,816
- Stock #:
- E12399
- VIN:
- 1C6JJTEG0NL143861
-$1,000
2022 Jeep Gladiator
Mojave Crew Cab 4WD
73,816 mi
$34,187
$33,187
- 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:
- 42,672
- Stock #:
- E12317
- VIN:
- 1C6HJTAG3NL153627
-$1,000
2022 Jeep Gladiator
Altitude Crew Cab 4WD
42,672 mi
$29,396
$28,396
- 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:
- 108,287
- Stock #:
- E7617A
- VIN:
- 1C6JJTBGXLL118158
-$1,001
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
108,287 mi
$28,696
$27,695
- 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:
- 102,831
- Stock #:
- 11LL106780P
- VIN:
- 1C6HJTFGXLL106780
2020 Jeep Gladiator
Overland Crew Cab 4WD
102,831 mi
$24,663
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 109,508
- Stock #:
- C39167
- VIN:
- 1C6JJTBG8LL144452
-$809
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
109,508 mi
$26,396
$25,587
- 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:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,388
- Stock #:
- 634051
- VIN:
- 1C6RJTEG6SL532891
2025 Jeep Gladiator
Mojave Crew Cab 4WD
2,388 mi
$41,500
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,772
- Stock #:
- 30810
- VIN:
- 1C6HJTAG9NL115822
2022 Jeep Gladiator
Willys Crew Cab 4WD
49,772 mi
$30,352
- 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:
- 38,438
- Stock #:
- Q152008A
- VIN:
- 1C6JJTBG7LL152008
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
38,438 mi
$34,944
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black/Steel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,218
- Stock #:
- U26911700
- VIN:
- 1C6JJTEG7ML534438
2021 Jeep Gladiator
Mojave Crew Cab 4WD
55,218 mi
$35,216
- 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:
- 36,878
- Stock #:
- Z2406
- VIN:
- 1C6HJTAG2PL525462
Sponsored Listing
2023 Jeep Gladiator
Willys Crew Cab 4WD
36,878 mi
$34,027
FAQs
How much does the Jeep Gladiator cost in Winchester, KY?
Is the Jeep Gladiator a good car?
How many Jeep Gladiator vehicles in Winchester, KY 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 |
|---|---|
| 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$45,615
- User rating5
2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,610
- User rating4.5
2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,690
- User rating4.8286
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