Used 2020 Toyota Highlander for Sale near Boston, MA
213 results
CarGurus Analysis:
2020 Toyota Highlander
- With 212 currently listed for sale near Boston, MA and an average price of $28,281.00, 40.1% 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: 110.8% of 2020 Highlander models on CarGurus are accident free.
- The 2020 Toyota Highlander is praised for its smooth ride, advanced features, and spacious interior, making it a favorite for families.
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
- With 212 currently listed for sale near Boston, MA and an average price of $28,281.00, 40.1% 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: 110.8% of 2020 Highlander models on CarGurus are accident free.
- The 2020 Toyota Highlander is praised for its smooth ride, advanced features, and spacious interior, making it a favorite for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the midsize SUV segment with its emphasis on passenger comfort, quiet operation, and upscale feel, making it an attractive choice for families seeking a premium experience without the luxury price tag. Redesigned for 2020, it boasts a refined interior with quality materials and a user-friendly infotainment system, enhanced by its advanced safety features standard across all trims. While its large V6 engine and eight-speed automatic transmission deliver commendable power for everyday driving, some drivers may find the handling less engaging due to a soft suspension setup. Nevertheless, the Highlander excels in offering a serene driving experience, ample space for passengers, and modern technological conveniences, paired with a solid reputation for safety and reliability.
Other model years to consider
- Average price: $40,269.00
- Good/great deal percentage: 48.7%
- User rating: 5 / 5
- Total listings: 224
- Average price: $18,872.00
- Good/great deal percentage: 48.5%
- User rating: 4.93 / 5
- Total listings: 132
- Average price: $30,626.00
- Good/great deal percentage: 48.5%
- User rating: 4.86 / 5
- Total listings: 194
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
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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 |
| Platinum AWD | $48,800 |
| Limited AWD | $45,600 |
| 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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