Used 2020 Toyota Highlander for Sale near Winnipeg, MB
18 results
CarGurus Analysis:
2020 Toyota Highlander
With 260 currently listed for sale and an average price of $36,307.00 CAD, 30.0% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety technologies, and a comfortable ride quality, making it a popular choice for families.
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 260 currently listed for sale and an average price of $36,307.00 CAD, 30.0% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety technologies, and a comfortable ride quality, making it a popular choice for families.
Why it stands out
The 2020 Toyota Highlander shines in the midsize SUV segment, primarily due to its commitment to passenger comfort and advanced safety features. Redesigned for 2020, it boasts a tranquil ride, spacious three-row seating, and high-quality interior materials that elevate its class. Notably, the Highlander offers a seamless driving experience with a smooth and powerful 3.5-litre V6 engine that delivers 295 horsepower. Although some reviewers noted challenges with handling and interior styling, many appreciate the Highlander's safety ratings, including a five-star overall score from the National Highway Traffic Safety Administration (NHTSA). Additionally, its well-equipped infotainment system—despite a few critiques on updates—includes modern connectivity features such as Apple CarPlay and Android Auto, while Toyota's Safety Sense 2.0 suite provides a comprehensive range of driver assistance technologies, ensuring security on the road.
Other model years to consider
- Average price: $39,085.00 CAD
- Good/great deal percentage: 28.7%
- User rating: 4.86 / 5
- Total listings: 342
- Average price: $42,085.00 CAD
- Good/great deal percentage: 27.0%
- User rating: 4.44 / 5
- Total listings: 440
- Average price: $22,191.00 CAD
- Good/great deal percentage: 29.3%
- User rating: 4.93 / 5
- Total listings: 92
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
4.6 Overall rating
Filter by rating
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Anonymous
Reviewed a 2020 Toyota Highlander on Nov 8, 2020
Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.
Kris B
Reviewed a 2020 Toyota Highlander on May 22, 2023
Absolutely love this car. Great comfortable family vehicle with plenty of space, and features
Lee W
Reviewed a 2020 Toyota Highlander on Feb 28, 2020
The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.
2020 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $48,800 |
| Limited AWD | $45,600 |
| LE AWD | $38,400 |
| XLE AWD | $41,200 |
2020 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Toyota Highlander prices has changed over time.
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