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Used Jeep Gladiator for Sale near Simsbury, CT

470 results
Simsbury, CT
2024 Jeep Gladiator Rubicon Crew Cab 4WD Bolles Motors Incorporated

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

19,451 miles

$42,473

Good Deal
Certified Pre-Owned
Ellington, CT
18 mi away
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:
19,451
Stock number:
904803
VIN:
1C6JJTBGXRL132277

Sponsored

2020 Jeep Gladiator Overland Crew Cab 4WD

2020 Jeep Gladiator

Overland Crew Cab 4WD

65,391 miles

$26,991

Fair Deal
Plainfield, CT
49 mi away
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:
65,391
Stock number:
H12494A
VIN:
1C6HJTFG6LL103696

Sponsored

2022 Jeep Gladiator Mojave Crew Cab 4WD

2022 Jeep Gladiator

Mojave Crew Cab 4WD

40,484 miles

$34,987

Fair Deal
Old Saybrook, CT
45 mi away
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:
40,484
Stock number:
CP2966
VIN:
1C6JJTEG5NL100083

Sponsored

2022 Jeep Gladiator Willys Crew Cab 4WD

2022 Jeep Gladiator

Willys Crew Cab 4WD

40,067 miles

$26,696

Great Deal
Bridgeport, CT
50 mi away
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:
Sarge Green Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
40,067
Stock number:
B26034A2
VIN:
1C6HJTAG9NL115304

2021 Jeep Gladiator Willys Crew Cab 4WD

2021 Jeep Gladiator

Willys Crew Cab 4WD

69,462 miles

$24,987

Good Deal
Chicopee, MA
24 mi away
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:
Sarge Green Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Manual
Mileage:
69,462
Stock number:
6R123A
VIN:
1C6HJTAG5ML583061

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

19,451 miles

$42,473

Good Deal
Certified Pre-Owned
Ellington, CT
18 mi away
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:
19,451
Stock number:
904803
VIN:
1C6JJTBGXRL132277

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Sport Crew Cab 4WD

39,374 miles

$27,300

Good Deal
Certified Pre-Owned
Bristol, CT
12 mi away
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:
39,374
Stock number:
26C0177AA
VIN:
1C6JJTAG9ML553479

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Willys Crew Cab 4WD

5,704 miles

$37,895

Good Deal
Norwich, CT
45 mi away
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:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5,704
Stock number:
56756
VIN:
1C6JJTAM8PL593949

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

29,648 miles

$36,298

Fair Deal
West Springfield, MA
21 mi away
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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,648
Stock number:
B35881B
VIN:
1C6JJTBG2PL567436

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

27,020 miles

$36,097

Good Deal
Store transfer to Hartford, CT
182 mi away • Price includes $99 shipping Price includes $99 shipping
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:
Orange
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,020
Stock number:
28089002
VIN:
1C6JJTEG2PL580876

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Sport Crew Cab 4WD

14,971 miles

$32,500

Good Deal
Certified Pre-Owned
Bristol, CT
12 mi away
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:
Hydro Blue Pearlcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,971
Stock number:
23353A
VIN:
1C6HJTAG7RL116246

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / Connecticut
  5. / Simsbury
Overview
Reviews
FAQs

CarGurus recommends the 2021 Jeep Gladiator

Picture of Jeep Gladiator ## Summary - With 4,680 currently listed for sale and an **average price of $31,071.00**, 33.5% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Gladiator 4.8 / 5 stars. - **83.5% of 2021 Gladiator models on CarGurus are accident free**. - The 2021 Jeep Gladiator returns with a diesel-engine option, providing impressive low-end torque and enhanced fuel economy for challenging off-road conditions. ## Why it stands out The 2021 Jeep Gladiator stands out for its ability to combine rugged off-road capabilities with modern truck utility. Based on the well-loved Wrangler, the Gladiator introduces unique features like a removable top and doors, providing an adventurous open-air experience. This model's new turbo-diesel engine variant delivers robust power while improving fuel efficiency, which is a significant benefit for drivers who frequently tackle tough terrain. Its practical cargo bed, specialized off-road technologies, and vast aftermarket support make it appealing for enthusiasts seeking both adventure and functionality. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,577.00 - Good/great deal percentage: 34.0% - User rating: 4.72 / 5 - Total listings: 3,205 - **[2022 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $32,366.00 - Good/great deal percentage: 31.9% - User rating: 4.4 / 5 - Total listings: 4,557 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,887.00 - Good/great deal percentage: 31.4% - User rating: 4.84 / 5 - Total listings: 3,462 These recommendations are based on CarGurus' proprietary market data from March 23, 2026, CarGurus experts' opinions, and generative AI.

4.8 Overall rating

(168 reviews)

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.

What people say

cargo space interior off-road capability performance ride quality
Anonymous
5.0
Reviewed a 2020 Jeep Gladiator on Apr 13, 2024

Great truck, very roomy inside and it’s fun to drive it, I just love it!

Anonymous
5.0
Reviewed a 2023 Jeep Mojave Crew Cab 4WD on Sep 20, 2024

This is the third day of ownership. So far so good. This is my second Jeep. The first one was a Jeep Wrangler Rubicon which I had for nine years. I was looking for a truck but test drove a Mojave. I was pleasantly surprised at how much they have improved and how much I fun it was to drive. The suspension is so smooth and it’s much quieter than my old Jeep. I like the mix of truck and Jeep.

Barry j
5.0
Reviewed a 2023 Jeep Gladiator on May 23, 2024

Really love the smooth ride and the way it drives much better than my previous Jeep

John G
5.0
Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 02, 2024

The vehicle and outfitting is excellent. I am extremely satisfied with the features. I think compared to other models, it has the best package for the price. I don’t believe it is missing anything I desired!

Brett P
5.0
Reviewed a 2021 Jeep Gladiator on Apr 25, 2024

This car rides great for a 4 wheel drive vehicle. It came with reservoir shocks and oversized tires but it handles amazing.

Jeep Gladiator FAQs

How much does the Jeep Gladiator cost in Simsbury, CT?

The average Jeep Gladiator costs about $32,855.80. The average price has decreased by -4.9% since last year. The 469 for sale near Simsbury, CT on CarGurus, range from $20,912 to $210,126 in price.

Is the Jeep Gladiator a good car?

CarGurus experts gave the 2025 Jeep Gladiator an overall rating of 5.3/10 and Jeep Gladiator owners have rated the vehicle a 4.7/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Jeep Gladiator vehicles in Simsbury, CT have no reported accidents or damage?

469 out of 469 for sale near Simsbury, CT have no reported accidents or damage.

Is the Jeep Gladiator safe?

CarGurus experts gave the 2025 Jeep Gladiator a safety rating of 3/10.

What fuel types are available?

Diesel, Gasoline engines are available.

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