Used 2021 Toyota Highlander for Sale near Boston, MA
196 results
CarGurus Analysis:
2021 Toyota Highlander
With 194 currently listed for sale near Boston, MA and an average price of $30,626.00, 48.5% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
Accident-free percentage: 123.2% of 2021 Highlander models on CarGurus are reported without accidents.
The 2021 Toyota Highlander introduces additional safety features, enhancing its already strong reputation for safety and comfort, while maintaining a smooth ride and high-quality interior.
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 194 currently listed for sale near Boston, MA and an average price of $30,626.00, 48.5% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
Accident-free percentage: 123.2% of 2021 Highlander models on CarGurus are reported without accidents.
The 2021 Toyota Highlander introduces additional safety features, enhancing its already strong reputation for safety and comfort, while maintaining a smooth ride and high-quality interior.
Why it stands out
The 2021 Toyota Highlander continues to build on its legacy as a trusted family vehicle, particularly notable for its blend of safety, comfort, and spaciousness. With a powerful 3.5-liter V6 engine producing 295 horsepower, it ensures dependable performance, backed by an eight-speed automatic transmission for a smooth driving experience. The Highlander's standout design and distinct character line contribute to its eye-catching aesthetics in a crowded market. Furthermore, the interior boasts a well-appointed cabin with impressive fit and finish quality, offering ample space for passengers, especially in the second row.
Toyota has also refined its safety features by introducing Toyota Safety Sense 2.5+, which provides advanced driver assistance technologies. This commitment to safety, alongside the Highlander's impressive reliability ratings and comfortable ride quality, makes it an appealing option for families. However, some may note that the base engine is somewhat unexciting and the technology can feel outdated in comparison to competitors. Overall, the 2021 Highlander strikes a strong balance between luxury and practicality, making it ideal for both everyday use and family adventures.
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: $25,085.00
- Good/great deal percentage: 35.0%
- User rating: 4.76 / 5
- Total listings: 203
This analysis is based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
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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.
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.
Jimmy K
Reviewed a 2021 Toyota Highlander on May 31, 2024
Drives great and has all the tech you need. I have a limited V6.
Terry S
Reviewed a 2021 Toyota Highlander on May 29, 2024
They seem to be good from all other reviews but this particular one had a very bad smoke smell might be able to get the smell out dont know but seems ok other than that
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $37,285 |
| XSE FWD | $41,680 |
| LE AWD | $38,885 |
| XSE AWD | $43,630 |
| Limited AWD | $45,990 |
| Platinum AWD | $49,190 |
| XLE FWD | $40,085 |
| 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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