Used 2021 Toyota Highlander for Sale near Winnipeg, MB

## Summary - With 246 currently listed for sale on CarGurus and an **average price of $40,315.00 CAD**, 31.7% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2021 Toyota Highlander 4.82 / 5 stars. - **100.0% of 2021 Highlander models on CarGurus are accident-free.** - The 2021 Toyota Highlander boasts an impressive array of safety features and a comfortable, high-quality interior, making it one of the best-selling family vehicles on the market. ## Why it stands out The 2021 Toyota Highlander stands out for its combination of comfort, reliability, and a suite of standard safety features. As it celebrates its 20th year in production, the Highlander has used its established reputation to incorporate advanced technology and safety enhancements, such as Toyota Safety Sense 2.5+, which includes automatic emergency braking and lane-keeping assist. Owners rave about the vehicle's spaciousness and quality of the interior, noting that it feels upscale and well-appointed even in the lower trims. Although some drivers are disappointed with the fuel economy of 10.3 L/100 km combined, the Highlander remains a solid choice for families looking for comfort and safety in a three-row SUV. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $42,958.00 CAD - Good/great deal percentage: 32.7% - User rating: 4.58 / 5 - Total listings: 318 - **[2023 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $46,093.00 CAD - Good/great deal percentage: 33.8% - User rating: 4.36 / 5 - Total listings: 328 - **[2015 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2015-Toyota-Highlander-c24608)** - Average price: $21,902.00 CAD - Good/great deal percentage: 34.0% - User rating: 4.76 / 5 - Total listings: 53 This analysis is based on CarGurus' proprietary market data from March 10, 2026, CarGurus experts' opinions, and generative AI.