Used Jeep Gladiator for Sale near Milford, CT
620 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:
- 4,218
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
Sponsored by Wetmore's Chrysler Jeep Dodge RAM
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,218 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,383
- Stock #:
- 58607P
- VIN:
- 1C6HJTAGXML577241
Sponsored Listing
2021 Jeep Gladiator
Willys Crew Cab 4WD
47,383 mi
$28,900
- 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:
- 60,298
- Stock #:
- X7837
- VIN:
- 1C6HJTAGXNL121693
Sponsored Listing
2022 Jeep Gladiator
Willys Crew Cab 4WD
60,298 mi
$30,446
- 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:
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,542
- Stock #:
- UR1654
- VIN:
- 1C6HJTFG2ML618065
2021 Jeep Gladiator
Overland Crew Cab 4WD
32,542 mi
$29,928
- 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 Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,392
- Stock #:
- U0727
- VIN:
- 1C6JJTBG8NL134698
-$3,000
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
67,392 mi
$33,170
$30,170
- 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:
- 4,218
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,218 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,519
- Stock #:
- EP0009
- VIN:
- 1C6JJTEG4ML505866
2021 Jeep Gladiator
Mojave Crew Cab 4WD
81,519 mi
$34,478
- 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:
- 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
$27,742
- 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:
- Automatic
- Mileage:
- 32,305
- Stock #:
- T113405
- VIN:
- 1C6JJTBG6LL101955
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
32,305 mi
$33,063
- 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:
- 69,913
- Stock #:
- 25168B
- VIN:
- 1C6JJTEG9ML585648
2021 Jeep Gladiator
Mojave Crew Cab 4WD
69,913 mi
$30,987
- 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:
- 16,216
- Stock #:
- U23535
- VIN:
- 1C6HJTAG0NL119645
2022 Jeep Gladiator
Sport S Crew Cab 4WD
16,216 mi
$31,220
Recommended model year:
2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 4,880 currently listed for sale and an average price of $32,112, 31.1% 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.
83.7% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator impresses buyers with its rugged off-road capabilities, a new turbo-diesel engine option, and modern technology features.
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,480
- Stock #:
- 23610A
- VIN:
- 1C6PJTAG6SL530703
2025 Jeep Gladiator
Sport Crew Cab 4WD
9,480 mi
$34,589
- 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:
- 74,781
- Stock #:
- U23350
- VIN:
- 1C6HJTAG3ML598108
2021 Jeep Gladiator
Willys Sport Crew Cab 4WD
74,781 mi
$24,704
- 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
$30,297
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,316
- Stock #:
- IMU1134
- VIN:
- 1C6JJTBM5PL586925
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
19,316 mi
$42,473
- 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:
- 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:
- 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
$27,394
- 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
$24,739
- 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:
- 51,673
- Stock #:
- 26Z115
- VIN:
- 1C6HJTAG1ML611342
2021 Jeep Gladiator
Sport Crew Cab 4WD
51,673 mi
$26,224
- 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:
- 39,777
- Stock #:
- Z4647
- VIN:
- 1C6JJTBG7ML597978
Sponsored Listing
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
39,777 mi
$34,992
FAQs
How much does the Jeep Gladiator cost in Milford, CT?
Is the Jeep Gladiator a good car?
How many Jeep Gladiator vehicles in Milford, 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.
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 4,880 currently listed for sale and an average price of $32,112, 31.1% 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.
83.7% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator impresses buyers with its rugged off-road capabilities, a new turbo-diesel engine option, and modern technology features.
Why it stands out
The 2021 Jeep Gladiator is a standout in the midsize pickup truck market, combining the iconic Jeep design with the functionality of a truck. Its unique features, such as a removable top and doors, allow for an open-air driving experience that is perfect for adventure seekers. The introduction of a new 3.0-liter turbo-diesel V6 engine provides impressive torque and better fuel efficiency, which broadens its appeal to those who require both performance and practicality. Additionally, the Gladiator's high towing capacity, rugged design, and customization options make it an ideal choice for off-roading enthusiasts and those looking for a versatile vehicle that stands out in any setting.
Other model years to consider
- Average price: $35,441.00
- Good/great deal percentage: 31.8%
- User rating: 4.82 / 5
- Total listings: 3,625
- Average price: $29,204.00
- Good/great deal percentage: 30.8%
- User rating: 4.83 / 5
- Total listings: 3,340
- Average price: $39,619.00
- Good/great deal percentage: 31.7%
- User rating: 4.5 / 5
- Total listings: 2,765
These recommendations are based on CarGurus' proprietary market data from June 8, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$45,613
- 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
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.
