Used Jeep Wrangler for Sale near Winsted, CT

## Summary - With 9,640 currently listed for sale on CarGurus and an **average price of $28,977.00**, 35.5% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Wrangler 4.69 / 5 stars. - **83.0% of 2021 Wrangler models on CarGurus are accident free**. - The 2021 Jeep Wrangler offers impressive off-road capabilities, a removable top, and numerous customization options that appeal to adventure enthusiasts. ## Why it stands out The 2021 Jeep Wrangler continues the legacy of its iconic design while integrating modern features that enhance both on-road and off-road experiences. Known for its rugged construction, the Wrangler remains a top choice for those seeking versatility in terrain use. This model offers enhanced safety features like blind-spot monitoring, updated engine options that combine power with efficiency, and an impressive infotainment system, making it a practical choice for both daily driving and weekend adventures. With its ability to customize various components and the signature removable top and doors, it perfectly caters to a lifestyle centered around exploration. ## Other model years to consider - **[2023 Jeep Wrangler](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Wrangler-c32454)** - Average price: $34,428.00 - Good/great deal percentage: 35.0% - User rating: 4.9 / 5 - Total listings: 6,913 - **[2020 Jeep Wrangler](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Wrangler-c29523)** - Average price: $26,264.00 - Good/great deal percentage: 35.4% - User rating: 4.45 / 5 - Total listings: 9,476 - **[2019 Jeep Wrangler](https://www.cargurus.com/Cars/l-Used-2019-Jeep-Wrangler-c28786)** - Average price: $24,755.00 - Good/great deal percentage: 36.1% - User rating: 4.55 / 5 - Total listings: 8,504 These recommendations are based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.