Used 2021 Toyota Highlander for Sale near Milwaukee, WI
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CarGurus Analysis:
2021 Toyota Highlander
With 2,848 currently listed for sale and an average price of $30,444.00, 32.9% 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.
77.5% of 2021 Highlander models on CarGurus are accident-free.
The 2021 Toyota Highlander features a spacious interior with advanced safety technology, a smooth ride quality, and an available XSE trim for a sportier appearance.
CarGurus Analysis: 2021 Toyota Highlander
overall

Summary
With 2,848 currently listed for sale and an average price of $30,444.00, 32.9% 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.
77.5% of 2021 Highlander models on CarGurus are accident-free.
The 2021 Toyota Highlander features a spacious interior with advanced safety technology, a smooth ride quality, and an available XSE trim for a sportier appearance.
Why it stands out
The 2021 Toyota Highlander stands out as a leading option in the crowded three-row SUV market, impressing buyers with its blend of comfort, reliability, and updated features. The Highlander enters its 20th year with enhanced safety technology, including Toyota Safety Sense 2.5+ as standard across all trims, which offers advanced features like automatic emergency braking and lane-keeping assist. The vehicle is powered by a robust 3.5-liter V6 engine delivering 295 horsepower and is paired with an eight-speed automatic transmission, ensuring smooth and predictable performance. Owners commend the Highlander for its spacious interior, premium materials, and overall ride quality, making it suitable for families. However, some users express concerns about its fuel economy and limited customization options for certain features. Overall, the Highlander is highly praised for its safety ratings and family-oriented design.
Other model years to consider
- Average price: $38,608.00
- Good/great deal percentage: 33.2%
- User rating: 5 / 5
- Total listings: 3,861
- Average price: $36,389.00
- Good/great deal percentage: 33.3%
- User rating: 4.75 / 5
- Total listings: 4,420
- Average price: $15,964.00
- Good/great deal percentage: 33.0%
- User rating: 4.78 / 5
- Total listings: 1,082
This analysis is based on CarGurus' proprietary market data from May 4, 2026, CarGurus experts' opinions, and generative AI.
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4.9 Overall rating
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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 |
|---|---|
| Limited FWD | $44,040 |
| LE AWD | $38,885 |
| XSE FWD | $41,680 |
| Limited AWD | $45,990 |
| XSE AWD | $43,630 |
| 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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