Used Jeep Gladiator for Sale near Windham, NY

## Summary - With 4,767 currently listed for sale and an **average price of $30,961.00**, 32.3% 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. - **83.5% of 2021 Jeep Gladiator models on CarGurus are accident free**. - The 2021 Jeep Gladiator impresses with its rugged design, off-road capabilities, and has introduced a turbo-diesel engine option that significantly enhances performance and fuel efficiency. ## Why it stands out The 2021 Jeep Gladiator stands out in the midsize pickup truck segment due to its unique blend of rugged off-road capability and practicality. Enhanced by the addition of a turbo-diesel engine option, it offers impressive torque and better fuel economy compared to traditional gasoline engines. The Gladiator’s distinctive design, inspired by the iconic Wrangler, is complemented by features like a removable top and doors, making it perfect for outdoor enthusiasts. With a focus on adventure, it caters to buyers looking for a bold, versatile vehicle that can handle both work and play, while still providing comfort and technology such as an advanced infotainment system. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,451.00 - Good/great deal percentage: 32.9% - User rating: 4.72 / 5 - Total listings: 3,300 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,775.00 - Good/great deal percentage: 31.3% - User rating: 4.84 / 5 - Total listings: 3,475 - **[2024 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2024-Jeep-Gladiator-c33172)** - Average price: $39,041.00 - Good/great deal percentage: 31.6% - User rating: N/A - Total listings: 2,503 These recommendations are based on CarGurus' proprietary market data from March 16, 2026, CarGurus experts' opinions, and generative AI.