New & Used 2025 Jeep Gladiator for Sale near Sun Prairie, WI

## Summary - With 1,164 currently listed for sale and an **average price of $44,342.00**, 32.2% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **96.2% of 2025 Gladiator models on CarGurus are accident free**. - The 2025 Jeep Gladiator features a unique convertible top, a robust 3.6-liter V6 engine producing 285 horsepower, and off-road capabilities that stand out in the midsize pickup segment. ## Why it stands out The 2025 Jeep Gladiator brings a distinctive blend of versatility, allowing it to function as a pickup truck, convertible, and off-road vehicle all in one. Its robust frame, ingeniously designed from the Jeep Wrangler, allows for impressive towing capabilities, particularly in its base Sport trim, which can tow up to 7,700 pounds. With various special edition models and vibrant paint colors, the Gladiator caters to a wide array of buyers looking for both functionality and style. Its unique feature set includes removable doors and an open-air driving experience that is rare among trucks. However, it's worth noting that while the Gladiator excels in off-road adventures, it faces competition from other midsize trucks that offer better towing and payload capacities. Additionally, while the driving experience is enjoyable off the beaten path, it can be less comfortable on paved roads, which may not suit everyone’s expectations. ## Other model years to consider - **[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 - **[2021 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2021-Jeep-Gladiator-c30873)** - Average price: $31,071.00 - Good/great deal percentage: 33.5% - User rating: 4.8 / 5 - Total listings: 4,680 - **[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 This analysis is based on CarGurus' proprietary market data from March 23, 2026, CarGurus experts' opinions, and generative AI.