Used 2016 Toyota Highlander for Sale near Winnipeg, MB

## Summary - With 93 currently listed for sale and an **average price of $23,790.00 CAD**, 20.4% of 2016 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **Favourably reviewed:** Owners rated the 2016 Toyota Highlander 4.63 / 5 stars. - **100.0% of 2016 Highlander models on CarGurus are accident-free**. ## Why it stands out The 2016 Toyota Highlander is a standout choice in the midsize SUV segment for Canadian families seeking reliability, spaciousness, and comfort. Owners often commend its smooth ride and strong V6 engine, making it a practical option for everyday driving and long trips alike. One of its biggest advantages is the abundance of features, which enhance both comfort and convenience. However, it falls short in offering advanced safety technologies, with some owners wishing that more features were standard rather than optional. This blend of practicality, comfort, and reliability keeps the Highlander highly regarded amongst its competitors, despite some limitations in driving dynamics. ## Other model years to consider - **[2023 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $45,735.00 CAD - Good/great deal percentage: 35.0% - User rating: 4.36 / 5 - Total listings: 346 - **[2022 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $43,273.00 CAD - Good/great deal percentage: 31.6% - User rating: 4.58 / 5 - Total listings: 358 - **[2021 Toyota Highlander](https://www.cargurus.ca/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $40,751.00 CAD - Good/great deal percentage: 28.2% - User rating: 4.82 / 5 - Total listings: 266 This analysis is based on CarGurus' proprietary market data from March 30, 2026, CarGurus experts' opinions, and generative AI.