Used 2020 Toyota Highlander for Sale near Portland, OR
116 results
CarGurus Analysis:
2020 Toyota Highlander
With 110 currently listed for sale near Portland, OR and an average price of $28,389.00, 47.3% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
Accident-free percentage: 155.5% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is recognized for its smooth ride, advanced safety features, and spacious interior, making it a popular choice for families.
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 110 currently listed for sale near Portland, OR and an average price of $28,389.00, 47.3% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
Accident-free percentage: 155.5% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander is recognized for its smooth ride, advanced safety features, and spacious interior, making it a popular choice for families.
Why it stands out
The 2020 Toyota Highlander stands out in the crowded midsize SUV market due to its focus on passenger comfort and advanced safety features. Redesigned for 2020, the Highlander offers a tranquil driving experience, with a smooth V6 engine delivering 295 horsepower paired with an eight-speed automatic transmission. Praised for its spacious and well-appointed interior, the Highlander competes with premium brands, offering a Lexus-like feel without the luxury price tag. Advanced tech features, including Toyota Safety Sense 2.0, ensure peace of mind on the road, while the generous cargo capacity enhances its practicality for family use. Despite its many strengths, some drivers have noted less-than-ideal handling characteristics and uninspired exterior styling. Nevertheless, its comfortable ride, coupled with high safety ratings, makes the Highlander an appealing choice for buyers seeking reliability and comfort.
Other model years to consider
- Average price: $39,873.00
- Good/great deal percentage: 94.9%
- User rating: 5 / 5
- Total listings: 117
- Average price: $35,888.00
- Good/great deal percentage: 92.4%
- User rating: 4.44 / 5
- Total listings: 144
- Average price: $36,857.00
- Good/great deal percentage: 94.1%
- User rating: 4.67 / 5
- Total listings: 135
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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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 |
|---|---|
| L AWD | $36,200 |
| LE FWD | $36,800 |
| Limited FWD | $43,650 |
| LE AWD | $38,400 |
| Limited AWD | $45,600 |
| Platinum AWD | $48,800 |
| XLE FWD | $39,600 |
| 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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