Summary

• With 85 currently listed for sale near Boston, MA and an average price of $41,117.00, 11.8% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

• Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

• 100.0% of 2025 Gladiator models on CarGurus are accident free.

• The 2025 Jeep Gladiator is known for its unique combination of being a pickup truck, convertible, and off-roader, offering a versatile driving experience with impressive towing capabilities of up to 7,700 pounds.

Why it stands out

The 2025 Jeep Gladiator distinguishes itself in the midsize pickup segment by offering a unique blend of qualities that appeal to adventure enthusiasts. It remains one of the few trucks that features a convertible top and removable doors, allowing for an open-air driving experience unmatched by competitors. The Gladiator is engineered to handle off-road challenges with robust towing capabilities, especially in its base trim. Additionally, comfort features have improved for 2025, including standard power windows and updated trim options. However, potential buyers should be aware of its limitations regarding fuel economy and available advanced safety features, which aren't standard across all models. With a strong expert rating of 5.33 out of 10, the Gladiator is praised for fun driving dynamics and off-road prowess, though it may not be the optimal choice for those who prioritize heavy payload and towing capacities over unique driving experiences.

Other model years to consider

• 2021 Jeep Gladiator

  • Average price: $31,162.00
  • Good/great deal percentage: 36.5%
  • User rating: 5 / 5
  • Total listings: 406

• 2020 Jeep Gladiator

  • Average price: $29,256.00
  • Good/great deal percentage: 32.4%
  • User rating: 4.83 / 5
  • Total listings: 296

• 2022 Jeep Gladiator

  • Average price: $32,436.00
  • Good/great deal percentage: 42.0%
  • User rating: 4.2 / 5
  • Total listings: 355

This analysis is based on CarGurus' proprietary market data from May 26, 2026, CarGurus experts' opinions, and generative AI.