Used Jeep Gladiator for Sale near Windsor, ON
CarGurus recommends the 2021 Jeep Gladiator
## Summary
- With 258 currently listed for sale and an **average price of $40,207.00 CAD**, 27.9% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.
- **Favourably reviewed:** Owners rated the 2021 Jeep Gladiator 4.8 / 5 stars.
- **100.0% of 2021 Gladiator models on CarGurus are accident free**.
- The 2021 Jeep Gladiator introduces a new turbo-diesel engine option, making it versatile for both on and off-road driving, while maintaining the rugged appeal Jeep is known for.
## Why it stands out
The 2021 Jeep Gladiator stands out in the midsize pickup market with its unique blend of rugged design, off-road capability, and versatile performance. It combines the practicality of a truck with the adventurous spirit of a Jeep, enhanced by its removable top and doors. The newly available turbo-diesel option adds serious torque and improved fuel efficiency, appealing to those who need power both on the pavement and off the beaten path. Additionally, its interior, which reflects the iconic Jeep aesthetic, provides comfort and functionality, making it an attractive option for lifestyle-oriented buyers.
## Other model years to consider
- **[2023 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2023-Jeep-Gladiator-c32473)**
- Average price: $48,253.00 CAD
- Good/great deal percentage: 32.9%
- User rating: 4.84 / 5
- Total listings: 210
- **[2020 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2020-Jeep-Gladiator-c28934)**
- Average price: $36,022.00 CAD
- Good/great deal percentage: 29.9%
- User rating: 4.72 / 5
- Total listings: 184
- **[2024 Jeep Gladiator](https://www.cargurus.ca/Cars/l-Used-2024-Jeep-Gladiator-c33172)**
- Average price: $59,330.00 CAD
- Good/great deal percentage: 38.8%
- User rating: N/A
- Total listings: 152
These recommendations are based on CarGurus' proprietary market data from March 30, 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
Great truck, very roomy inside and it’s fun to drive it, I just love it!
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.
Really love the smooth ride and the way it drives much better than my previous Jeep
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!
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 Windsor, ON?
The average Jeep Gladiator costs about $43,983.45. The average price has decreased by -8.5% since last year. The 37 for sale near Windsor, ON on CarGurus, range from $33,388 to $251,233 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 Windsor, ON have no reported accidents or damage?
37 out of 37 for sale near Windsor, ON 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.
-
Used Jeep Gladiator for Sale Under $10,000 Near Windsor
-
Used Jeep Gladiator for Sale Under $15,000 Near Windsor
-
Used Jeep Gladiator for Sale Under $20,000 Near Windsor
-
Used Jeep Gladiator for Sale Under $25,000 Near Windsor
-
Used Jeep Gladiator for Sale Under $30,000 Near Windsor
-
Used Jeep Gladiator for Sale Under $40,000 Near Windsor
-
Jeep Gladiator in Alberta
-
Jeep Gladiator in British Columbia
-
Jeep Gladiator in Manitoba
-
Jeep Gladiator in New Brunswick
-
Jeep Gladiator in Newfoundland and Labrador
-
Jeep Gladiator in Northwest Territories
-
Jeep Gladiator in Nova Scotia
-
Jeep Gladiator in Nunavut
-
Jeep Gladiator in Ontario
-
Jeep Gladiator in Prince Edward Island
-
Jeep Gladiator in Quebec
-
Jeep Gladiator in Saskatchewan
-
Jeep Gladiator in Yukon
-
All Used Cars
-
Cheap Cars
-
Manual Transmission Cars
-
Sports Cars
-
Hybrid Cars
-
Red Interior Cars
-
Electric Cars
-
Small Cars
-
AWD Cars
-
Cheap Automatic Transmission Cars
-
Classic Trucks
-
Conversion Vans
-
Three Quarter Ton Trucks
-
Diesel Trucks
-
Small Trucks
-
Chevrolet Diesel Trucks
-
Manual Diesel Trucks
-
One Ton Trucks
-
Cheap Trucks
-
Ford Trucks
-
Cheap SUVs
-
Mercedes-Benz Convertibles
-
Ford Diesel Trucks
-
Mercedes-Benz SUVs
-
BMW Convertibles
-
Chevrolet SUVs
-
Toyota SUVs
-
Nissan SUVs
-
Used Cars Under $10,000
-
Used Cars Under $5,000
-
Used Sedans for Sale with Low Mileage in Windsor
-
Used SUVs / Crossovers for Sale with Low Mileage in Windsor
-
Used Hatchbacks for Sale with Low Mileage in Windsor
-
Used Convertibles for Sale with Low Mileage in Windsor
-
Used Vans for Sale with Low Mileage in Windsor
-
Used Minivans for Sale with Low Mileage in Windsor
-
Used Pickup Trucks for Sale with Low Mileage in Windsor
-
Used Coupes for Sale with Low Mileage in Windsor
-
Used Wagons for Sale with Low Mileage in Windsor