Used 2021 Toyota Highlander for Sale near Windsor, ON
76 results
CarGurus Analysis:
2021 Toyota Highlander
With 66 currently listed for sale near Windsor, ON and an average price of $30,395.00 CAD, 18.2% 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 is praised for its comfort, reliability, and spacious interior, making it an excellent choice for families.
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 66 currently listed for sale near Windsor, ON and an average price of $30,395.00 CAD, 18.2% 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 is praised for its comfort, reliability, and spacious interior, making it an excellent 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, safety, and reliability. With a powerful 3.5-litre V6 engine producing 295 horsepower, it offers a smooth and predictable driving experience, making it ideal for family outings. The Highlander has been updated with additional safety features, including Toyota Safety Sense 2.5+, which enhances its already impressive safety credentials. The interior is designed with high-quality materials, providing a luxurious feel that many families appreciate. While some users have noted concerns about fuel economy and third-row seating configurability, the overall consensus is that the Highlander excels in comfort and practicality, making it a top choice for those in need of a spacious family vehicle.
Other model years to consider
- Average price: $31,093.00 CAD
- Good/great deal percentage: 16.8%
- User rating: 4.44 / 5
- Total listings: 101
- Average price: $35,092.00 CAD
- Good/great deal percentage: 15.9%
- User rating: 4.75 / 5
- Total listings: 88
This analysis is based on CarGurus' proprietary market data from July 8, 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.
See more price trendsFAQs
How much does the 2021 Toyota Highlander cost in Windsor, ON?
Is the 2021 Toyota Highlander a good car?
How many 2021 Toyota Highlander vehicles in Windsor, ON have no reported accidents or damage?
Is the 2021 Toyota Highlander safe?
What is the fuel economy of the 2021 Toyota Highlander?
What fuel types are available?
Relevant articles
Best Used 7-Seater SUVs in Canada 2026
Our 10 best used seven-seat SUVs offer maximum practicality for the best possible price.
Best Used SUVs for Canadian Winters 2026
SUVs can be great for tackling Canadian winter weather, but what are the best models to choose? Automotive journalist Stephanie Wallcraft names 10 of the best.
Toyota Highlander Buying Guide: Cost, Reliability, and the Best Years to Buy
Discover the ultimate buying guide for purchasing a used Toyota Highlander in Canada, covering every generation since 2001. Whether you're a first-time buyer or a Toyota loyalist, this guide is for you.
