Used 2019 Toyota Highlander for Sale near Boston, MA
CarGurus Analysis: 2019 Toyota Highlander
Summary
- With 3,041 currently listed for sale on CarGurus and an average price of $23,940.50, 35.6% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.6 / 5 stars.
- 66.3% of 2019 Highlander models on CarGurus are accident free.
- The 2019 Toyota Highlander featured a stylish design, offered spacious seating for up to eight, and included advanced safety technology, making it a reliable choice for families.
Why it stands out
The 2019 Toyota Highlander distinguished itself in the midsize SUV segment with its combination of stylish design and family-friendly features, offering an eight-passenger seating option for larger families. It provided a suite of advanced safety technologies, including adaptive cruise control and automatic emergency braking, making it a standout choice for safety-conscious buyers. Additionally, its reliable performance, bolstered by a powerful V6 engine and competitive fuel efficiency, ensured that it maintained strong resale value in the market.
Other model years to consider
- 2022 Toyota Highlander: This year offers $33,572.41 average price, 36% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,308 listings.
- 2021 Toyota Highlander: This year offers $30,215.79 average price, 36% good/great deals, 4.8/5 user rating, 7.5/10 expert rating, 4,417 listings.
- 2016 Toyota Highlander: This year offers $18,438.19 average price, 39% good/great deals, 4.6/5 user rating, 1,955 listings.
This analysis is based on CarGurus' proprietary market data from December 16, 2025, CarGurus experts' opinions, and generative AI.
4.6 Overall rating
(83 reviews)great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort
Great value! I absolutely love the heated seats and back up camera.
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 .
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.
Our family absolutely LOVES this vehicle. Glad that we bought it. No regrets.
2019 Toyota Highlander FAQs
How much does the 2019 Toyota Highlander cost in Boston, MA?
The average 2019 Toyota Highlander costs about $23,314.06. The average price has decreased by -8% since last year. The 254 for sale near Boston, MA on CarGurus, range from $14,000 to $41,998 in price.
How many 2019 Toyota Highlander vehicles in Boston, MA have no reported accidents or damage?
218 out of 254 for sale near Boston, MA have no reported accidents or damage.
What is the fuel economy of the 2019 Toyota Highlander?
Depending on the engine and options, the 2019 Toyota Highlander gets between 22 and 23 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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