Used 2021 Toyota Highlander for Sale near Oshawa, ON
123 results
CarGurus Analysis:
2021 Toyota Highlander
With 133 currently listed for sale near Oshawa, ON and an average price of $38,263.00 CAD, 27.1% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
CarGurus Analysis: 2021 Toyota Highlander
overall

Summary
With 133 currently listed for sale near Oshawa, ON and an average price of $38,263.00 CAD, 27.1% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
Why it stands out
The 2021 Toyota Highlander is a standout in the competitive three-row SUV market, known for its blend of comfort, reliability, and advanced safety features. With a powerful 3.5-litre V6 engine producing 295 horsepower, it offers a smooth and predictable driving experience, ideal for family outings. The Highlander has been updated with Toyota Safety Sense 2.5+, which includes advanced driver assistance systems like automatic emergency braking and adaptive cruise control, enhancing its safety profile. The interior is designed with high-quality materials, providing a luxurious feel, especially in higher trims. While some drivers have noted concerns about fuel economy and third-row seating configurability, the overall package of comfort, technology, and safety makes the 2021 Highlander an appealing choice for buyers seeking a reliable family vehicle.
Other model years to consider
- Average price: $39,881.00 CAD
- Good/great deal percentage: 27.5%
- User rating: 4.44 / 5
- Total listings: 182
- Average price: $42,619.00 CAD
- Good/great deal percentage: 29.5%
- User rating: 4.75 / 5
- Total listings: 146
- Average price: $47,570.00 CAD
- Good/great deal percentage: 27.6%
- User rating: 5 / 5
- Total listings: 105
This analysis is based on CarGurus' proprietary market data from July 1, 2026, CarGurus experts' opinions, and generative AI.
4.9 Overall rating
Filter by rating
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Tony T
Reviewed a 2021 Toyota Highlander on Jul 5, 2022
Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.
Melissa C
Reviewed a 2021 Toyota Highlander on May 6, 2024
Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.
Frederick and Mariah P
Reviewed a 2021 Toyota Platinum AWD on Mar 5, 2023
Absolutely love the upgraded features of this car. The panoramic sunroof is stunning, the infotainment screen is huge and easy to operate, the seats are insanely comfortable, and the ride is so smooth and surprisingly quiet on the inside. We haven’t had the car for long but we are absolutely loving it so far. We are so glad that we decided to go with the platinum trim!
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE AWD | $38,885 |
| Limited AWD | $45,990 |
| Platinum AWD | $49,190 |
| XSE AWD | $43,630 |
| XLE AWD | $41,685 |
2021 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Toyota Highlander prices has changed over time.
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