Used 2021 Toyota Highlander for Sale near Boston, MA
198 results
CarGurus Analysis:
2021 Toyota Highlander
With 198 currently listed for sale near Boston, MA and an average price of $30,979.00, 47.5% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.82 / 5 stars.
116.7% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander has received updates with additional safety features, notable comfort, and spaciousness, making it a standout in the family SUV market.
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 198 currently listed for sale near Boston, MA and an average price of $30,979.00, 47.5% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.82 / 5 stars.
116.7% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander has received updates with additional safety features, notable comfort, and spaciousness, making it a standout in the family SUV market.
Why it stands out
The 2021 Toyota Highlander distinguishes itself in the competitive three-row SUV segment with its blend of comfort, safety, and practicality. This model year sees the Highlander entering its 20th year of production, bringing with it a reputation for reliability backed by a robust V6 engine generating 295 horsepower. With an updated suite of safety features under Toyota Safety Sense 2.5+, including automated emergency braking and intersection support, the Highlander ensures peace of mind for families. Drivers laud its comfortable ride, well-appointed interior, and spacious second and third rows, making it an excellent choice for family needs. Although the Highlander may lack some performance excitement compared to sportier competitors, its smooth operation and dependable handling help it rank favorably among alternatives like the Hyundai Palisade and Honda Pilot. The Highlander's aesthetic appeal, characterized by a confident design and high-quality interior materials, further solidifies its position as a top pick for buyers seeking a versatile family vehicle.
Other model years to consider
- Average price: $34,169.00
- Good/great deal percentage: 53.9%
- User rating: 4.58 / 5
- Total listings: 282
- Average price: $36,645.00
- Good/great deal percentage: 50.8%
- User rating: 4.36 / 5
- Total listings: 250
- Average price: $17,387.00
- Good/great deal percentage: 44.1%
- User rating: 4.76 / 5
- Total listings: 111
This analysis is based on CarGurus' proprietary market data from April 7, 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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