Used Toyota Highlander for Sale near Chestertown, MD

## Summary - With 4,445 currently listed for sale on CarGurus and an **average price of $32,524.00**, 32.8% of 2022 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2022 Toyota Highlander 4.58 / 5 stars. - **82.5% of 2022 Highlander models on CarGurus are accident free**. - The 2022 Toyota Highlander offers a spacious interior with a comfortable ride, solid fuel efficiency, and advanced safety features like Toyota Safety Sense. ## Why it stands out The 2022 Toyota Highlander stands out in the competitive midsize SUV market thanks to its blend of practicality, comfort, and reliability. With a redesign that emphasizes both interior space and a smooth driving experience, this model caters to families and individuals looking for a dependable vehicle. The introduction of hybrid technology in this generation enhances its fuel economy, while the spacious cabin provides ample room for passengers and cargo alike. Additionally, the inclusion of advanced safety features has solidified the Highlander's reputation as a safe and secure option for any driver. ## Other model years to consider - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,272.00 - Good/great deal percentage: 33.6% - User rating: 4.82 / 5 - Total listings: 3,016 - **[2019 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2019-Toyota-Highlander-c27941)** - Average price: $23,159.00 - Good/great deal percentage: 34.8% - User rating: 4.57 / 5 - Total listings: 2,580 - **[2020 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2020-Toyota-Highlander-c29164)** - Average price: $27,061.00 - Good/great deal percentage: 34.4% - User rating: 4.48 / 5 - Total listings: 2,823 These recommendations are based on CarGurus' proprietary market data from February 23, 2026, CarGurus experts' opinions, and generative AI.