Used Jeep Gladiator for Sale near Winona, MS

## Summary - With 5,500 currently listed for sale on CarGurus and an **average price of $30,766.00**, 33.2% 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. - **84.4% of 2021 Gladiator models on CarGurus are accident-free**. - The 2021 Jeep Gladiator introduced a diesel engine option, enhancing fuel efficiency and towing performance, along with new trims like the Texas Trail Edition. ## Why it stands out The 2021 Jeep Gladiator stands out as a versatile midsize pickup that combines ruggedness with unique features not commonly found in other trucks. With its removable doors and roof, the Gladiator offers an exhilarating open-air driving experience that appeals to outdoor enthusiasts. Built on a modified Wrangler JL platform, it provides impressive off-road capabilities, supported by available features like locking differentials and a robust four-wheel-drive system. The 2021 model year benefits from enhanced safety features, fewer reliability concerns, and a range of trims that cater to both off-road aficionados and urban drivers alike. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,532.00 - Good/great deal percentage: 34.2% - User rating: 4.72 / 5 - Total listings: 3,865 - **[2022 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $32,159.00 - Good/great deal percentage: 32.3% - User rating: 4.4 / 5 - Total listings: 5,435 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,294.00 - Good/great deal percentage: 32.5% - User rating: 4.84 / 5 - Total listings: 4,014 These recommendations are based on CarGurus' proprietary market data from February 9, 2026, CarGurus experts' opinions, and generative AI.