Used 2019 Toyota Highlander for Sale near Windsor, ON
31 results
CarGurus Analysis:
2019 Toyota Highlander
With 174 currently listed for sale and an average price of $30,957.00 CAD, 28.2% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
100.0% of 2019 Highlander models on CarGurus are accident free.
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 174 currently listed for sale and an average price of $30,957.00 CAD, 28.2% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favourably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
100.0% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander is a standout in the midsize SUV segment, known for its spaciousness, comfort, and reliability. It offers a smooth ride and a well-designed interior, making it an excellent choice for families. The Highlander is equipped with a suite of safety features that enhance its appeal, including advanced driver assistance technologies. While it may not be the most exciting vehicle to drive, its strong reputation for reliability and safety makes it a practical choice for buyers. The 2019 model continues to uphold Toyota's legacy of producing vehicles that prioritize comfort and dependability, making it a solid investment for those seeking a family-friendly SUV.
Other model years to consider
- Average price: $39,163.00 CAD
- Good/great deal percentage: 30.2%
- User rating: 4.86 / 5
- Total listings: 334
- Average price: $41,591.00 CAD
- Good/great deal percentage: 29.9%
- User rating: 4.44 / 5
- Total listings: 411
- Average price: $48,746.00 CAD
- Good/great deal percentage: 27.8%
- User rating: 5 / 5
- Total listings: 205
This analysis is based on CarGurus' proprietary market data from July 13, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Simone P
Reviewed a 2019 Toyota SE FWD on Aug 10, 2025
I just purchased a pre-owner Toyota Highlander. I picked the 2019 model because it is the last model year that had the rear window that opened independently from the lift gate. I missed that feature in my last two Honda CRV’s because the older (gen 1 &2) Honda CRV’s used to have that feature too. Both the CRV and Highlander have similar features and are both reliable and wonderful cars, which will last a long time. I just needed a larger car for my current needs. The Honda did get better gas mileage than the Toyota, but it was also a smaller SUV. I have owned different Honda CR-Vs for the last 30 years, and have been very happy with them. This is my first Toyota. The Highlander is very comfortable and roomy. My daughter really likes the captain’s seats in the back. I am very happy with the Highlander and plan to have it for many years.
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
Dennis G
Reviewed a 2019 Toyota Limited AWD on Mar 27, 2025
Comfortable, strong and stylish. Plenty of room for wife's wheel chair, her and myself along with what ever else we need to transport. Did have a problem starting once after sitting 3 weeks unproven. Small portable starter was very handy, started right up. No issues since. Lot of safety reminders, clearance between you and car in front of you in cruse control, out of lane warning. Wish it had digital speed display. Nav works well. I have SiriusXM radio, killer sound.
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 .
2019 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE Plus AWD | $38,220 |
| SE AWD | $42,400 |
| Limited AWD | $44,390 |
| LE AWD | $35,340 |
| 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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