Used 2019 Toyota Highlander for Sale near Boston, MA
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CarGurus Analysis:
2019 Toyota Highlander
With 190 currently listed for sale near Boston, MA and an average price of $24,810.00, 38.4% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.57 / 5 stars.
88.4% of 2019 Highlander models on CarGurus are accident-free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, with notable safety features that enhance its appeal to families.
CarGurus Analysis: 2019 Toyota Highlander

Summary
With 190 currently listed for sale near Boston, MA and an average price of $24,810.00, 38.4% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.57 / 5 stars.
88.4% of 2019 Highlander models on CarGurus are accident-free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, with notable safety features that enhance its appeal to families.
Why it stands out
The 2019 Toyota Highlander stands out in the crowded midsize SUV segment due to its excellent reputation for reliability and safety. Its spacious interior can accommodate up to eight passengers, making it an ideal choice for families. Drivers appreciate the vehicle's comfortable ride and the comprehensive suite of standard safety features, which include lane-keep assist and automatic emergency braking. Although its driving dynamics may not be the most thrilling, the Highlander's smooth handling and robust V6 engine provide a dependable performance. Cars like the Highlander are designed with longevity in mind, and its high accident-free percentage of 88.4% further indicates its reliability in the used vehicle market.
Other model years to consider
- Average price: $33,836.00
- Good/great deal percentage: 46.3%
- User rating: 4.58 / 5
- Total listings: 255
- Average price: $36,365.00
- Good/great deal percentage: 48.9%
- User rating: 4.36 / 5
- Total listings: 235
- Average price: $30,896.00
- Good/great deal percentage: 40.6%
- User rating: 4.82 / 5
- Total listings: 180
This analysis is based on CarGurus' proprietary market data from March 24, 2026, CarGurus experts' opinions, and generative AI.
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4.6 Overall rating
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Anonymous
Reviewed a 2019 Toyota Highlander on Sep 3, 2024
great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort
Suzanne M
Reviewed a 2019 Toyota Highlander on Oct 11, 2024
It’s roomy, has all the bells and whistles. Nice smooth ride. Takes a little time to manipulate all the “bells and whistles”. Also aesthetically good .
Candice O
Reviewed a 2019 Toyota Highlander on Jul 23, 2024
Drives very nicely, compared to new ford explorer which drove terrible and had constant bells. Front seats are terrible compared to 2004 Highlander. Headrests are so forward I had to be unsafe and turn them around so I did not constantly have a headache while driving. Will have to buy cushions to correct this. No knee room in passenger seat as dash board very low. Has decent size cup holders in front compared to small ones in new Highlander. Back seat is larger and more comfortable for kids than old Highlander, stealing from the 3rd row. Storage is about the same.
Anonymous
Reviewed a 2019 Toyota Highlander on Jan 16, 2022
Our family absolutely LOVES this vehicle. Glad that we bought it. No regrets.
2019 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Limited Platinum AWD | $47,510 |
| SE FWD | $40,940 |
| SE AWD | $42,400 |
| LE AWD | $35,340 |
| Limited AWD | $44,390 |
| LE FWD | $33,880 |
| XLE FWD | $39,720 |
| XLE AWD | $41,180 |
2019 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Toyota Highlander prices has changed over time.
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