Used Jeep Gladiator for Sale near Winsted, CT
600 results
- 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:
- 4,934
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
Sponsored by Wetmore's Chrysler Jeep Dodge RAM
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,934 mi
$35,797
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,878
- Stock #:
- C9679
- VIN:
- 1C6JJTEG9ML594043
Sponsored Listing
2021 Jeep Gladiator
Mojave Crew Cab 4WD
54,878 mi
$33,400
- 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:
- Sting-Gray Clearcoat
- Fuel type:
- Gasoline
- Mileage:
- 39,208
- Stock #:
- 515569
- VIN:
- 1C6HJTAG4NL163633
Sponsored Listing
2022 Jeep Gladiator
Sport S Crew Cab 4WD
39,208 mi
$29,588
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,291
- VIN:
- 1C6HJTAGXLL181549
2020 Jeep Gladiator
Sport Crew Cab 4WD
65,291 mi
$23,499
- 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:
- 71,533
- Stock #:
- FS3483A
- VIN:
- 1C6JJTBG6LL101566
-$1,001
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
71,533 mi
$28,998
$27,997
- 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:
- Sting-Gray Clear Coat
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 84,355
- Stock #:
- 9404UJG
- VIN:
- 1C6JJTBG1ML599404
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
84,355 mi
$29,344
- 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:
- 4,934
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,934 mi
$35,797
- 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:
- 88,282
- Stock #:
- X26-728A
- VIN:
- 1C6HJTFG8LL103179
2020 Jeep Gladiator
Overland Crew Cab 4WD
88,282 mi
$25,476
- 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:
- Brown (Limited Edition Gobi Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,351
- Stock #:
- 2286P
- VIN:
- 1C6HJTFG7NL176935
-$803
2022 Jeep Gladiator
Overland Crew Cab 4WD
80,351 mi
$26,977
$26,174
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,630
- Stock #:
- 11802A
- VIN:
- 1C6HJTFG3PL552811
2023 Jeep Gladiator
Overland Crew Cab 4WD
63,630 mi
$27,904
- 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:
- Sting-Gray Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,926
- Stock #:
- 9534-TR-TR
- VIN:
- 1C6HJTAG8ML542780
2021 Jeep Gladiator
Willys Crew Cab 4WD
49,926 mi
$29,903
- 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:
- Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,935
- Stock #:
- T9511A
- VIN:
- 1C6HJTFG6LL166720
2020 Jeep Gladiator
Overland Crew Cab 4WD
48,935 mi
$29,860
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,454
- Stock #:
- SP1517
- VIN:
- 1C6JJTBM8ML541540
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
57,454 mi
$36,833
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:
- 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:
- Automatic
- Mileage:
- 60,000
- Stock #:
- 10769
- VIN:
- 1C6HJTAG8LL193165
2020 Jeep Gladiator
Sport S Crew Cab 4WD
60,000 mi
$27,746
- 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
$27,389
- 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:
- Sting-Gray Clearcoat
- Fuel type:
- Gasoline
- Mileage:
- 39,208
- Stock #:
- 515569
- VIN:
- 1C6HJTAG4NL163633
2022 Jeep Gladiator
Sport S Crew Cab 4WD
39,208 mi
$29,588
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,516
- Stock #:
- K580307
- VIN:
- 1C6HJTAG7ML580307
2021 Jeep Gladiator
Willys Crew Cab 4WD
80,516 mi
$27,398
- 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:
- 42,352
- Stock #:
- 20000MA4
- VIN:
- 1C6HJTAG1NL143243
-$1,887
2022 Jeep Gladiator
Willys Crew Cab 4WD
42,352 mi
$32,980
$31,093
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,956
- Stock #:
- 184577
- VIN:
- 1C6JJTBG8LL184577
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
108,956 mi
$24,781
- 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:
- 9,846
- Stock #:
- 23612A
- VIN:
- 1C6PJTAG9SL510090
2025 Jeep Gladiator
Sport S Crew Cab 4WD
9,846 mi
$36,499
- 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
$27,957
- 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:
- 42,085
- Stock #:
- 20021MK1
- VIN:
- 1C6HJTFG3NL173000
2022 Jeep Gladiator
Overland Crew Cab 4WD
42,085 mi
$31,663
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,001
- Stock #:
- HM3475
- VIN:
- 1C6HJTFG4LL131738
Sponsored Listing
2020 Jeep Gladiator
Overland Crew Cab 4WD
89,001 mi
$25,547
FAQs
How much does the Jeep Gladiator cost in Winsted, CT?
Is the Jeep Gladiator a good car?
How many Jeep Gladiator vehicles in Winsted, CT 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$45,587
- User rating5
2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,605
- User rating4.5
2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,687
- User rating4.8286
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