New & Used 2025 Jeep Gladiator for Sale near Middleton, WI

## Summary - With 1,135 currently listed for sale on CarGurus and an **average price of $44,068.00**, 34.2% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Accident-free percentage:** 97.0%. - The 2025 Jeep Gladiator brings a unique blend of pickup truck utility with open-air driving features, making it stand out in the midsize truck segment. ## Why it stands out The 2025 Jeep Gladiator is distinctive in the midsize truck market, offering both the flexibility of a convertible and commendable off-road capabilities. This year’s model includes several special-edition trims and new vibrant paint colors, enhancing its appeal to adventurous drivers. With a base Sport trim that can tow up to 7,700 pounds and handle a payload of 1,725 pounds, it provides solid utility, though higher trims may offer less towing capacity. Notably, the Gladiator's design allows for the top and doors to be removed, making it one of the few vehicles that combines truck functionality with a truly open-air experience. Despite its unique features, it does face challenges such as competitive towing or payload capacities and a reputation for poor fuel economy, which potential buyers should carefully consider. ## Other model years to consider - **[2021 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2021-Jeep-Gladiator-c30873)** - Average price: $30,754.00 - Good/great deal percentage: 33.7% - User rating: 4.8 / 5 - Total listings: 5,192 - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,428.00 - Good/great deal percentage: 34.3% - User rating: 4.72 / 5 - Total listings: 3,651 - **[2022 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $32,084.00 - Good/great deal percentage: 32.6% - User rating: 4.4 / 5 - Total listings: 5,077 This analysis is based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.