Used 2021 Jeep Gladiator for Sale near Windsor, ON

## 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 introduced a new turbo-diesel engine option, providing substantial low-end torque and improved fuel efficiency for better performance both on and off the road. ## Why it stands out The 2021 Jeep Gladiator is a unique player in the midsize pickup truck segment, primarily due to its rugged design and exceptional off-road capabilities derived from its Wrangler lineage. This model stands out with the introduction of a new turbo-diesel engine option, offering a notable 260 horsepower and an impressive 442 pound-feet of torque. This addition not only enhances its performance but also delivers better fuel efficiency, averaging 10.4 litres per 100 kilometres during testing. Owners particularly appreciate the Gladiator's distinctive look and utilitarian design, combining a comfortable interior with a functional cargo bed ideal for adventure lovers. Its high towing capacity and the fun factor provided by removable elements like the top and doors make it a strong choice for outdoor enthusiasts. While the driving experience can be stiff and jouncy, and some find the fuel economy less than ideal, its 100% accident-free status adds to its allure for buyers seeking reliability. ## 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% - Total listings: 152 This analysis is based on CarGurus' proprietary market data from March 30, 2026, CarGurus experts' opinions, and generative AI.