Used 2019 Toyota Highlander for Sale near Hartford, CT
201 results
CarGurus Analysis:
2019 Toyota Highlander
With 2,449 currently listed for sale and an average price of $24,133.00, 34.3% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
64.9% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is recognized for its comfortable interior, spaciousness, and reliable performance, along with notable safety features.
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 2,449 currently listed for sale and an average price of $24,133.00, 34.3% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
64.9% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is recognized for its comfortable interior, spaciousness, and reliable performance, along with notable safety features.
Why it stands out
The 2019 Toyota Highlander is a well-rounded midsize SUV that continues to impress buyers with its combination of comfort, dependability, and practicality. Its spacious cabin is designed to transport families and gear effortlessly, offering notable versatility for both passengers, with available third-row seating, and cargo, boasting up to 84.3 cubic feet of space when rear seats are folded. While it may not be the most thrilling SUV to drive, its smooth ride quality and strong safety ratings, including Toyota Safety Sense technology as standard, make it appealing for those prioritizing family safety and reliability over exhilarating performance. Additionally, the Highlander's reputation for long-term durability contributes to its enduring popularity in the used car market.
Other model years to consider
- Average price: $39,145.00
- Good/great deal percentage: 37.7%
- User rating: 5 / 5
- Total listings: 4,047
- Average price: $36,461.00
- Good/great deal percentage: 36.0%
- User rating: 4.75 / 5
- Total listings: 4,597
- Average price: $16,261.00
- Good/great deal percentage: 35.1%
- User rating: 4.78 / 5
- Total listings: 1,127
This analysis is based on CarGurus' proprietary market data from May 25, 2026, CarGurus experts' opinions, and generative AI.
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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 |
|---|---|
| Limited FWD | $42,930 |
| Limited Platinum AWD | $47,510 |
| LE AWD | $35,340 |
| SE AWD | $42,400 |
| 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.
See more price trends2019 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Philadelphia: Philadelphia, PA, has the highest average price at $26,343, likely due to stronger demand and a more affluent customer base.
- Best Value in Miami: Miami, FL offers the lowest average price at $21,327, indicating more competitive pricing and potentially higher inventory turnover in that market.
- Inventory Variation: Cities like New York, NY and Boston, MA with 262 and 259 listings respectively, reflect strong demand, maintaining average prices near $22,000–$25,000 range.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Philadelphia, PA | 217 | $26,343 |
| Chicago, IL | 188 | $24,993 |
| Dallas, TX | 169 | $24,730 |
| Atlanta, GA | 192 | $24,157 |
| Boston, MA | 259 | $25,463 |
| Washington, DC | 242 | $25,715 |
| New York, NY | 262 | $22,850 |
| Los Angeles, CA | 129 | $22,255 |
| Houston, TX | 158 | $22,854 |
| Miami, FL | 116 | $21,327 |
Pricing Analysis by Model Year
Key Insights
- Pricing Premium for Newer Models: The 2026 Highlander is priced at $51,663, which is approximately 12.5% above MSRP, indicating a strong market demand for the latest models.
- Accelerating Depreciation Beyond 3 Years: Models from 2018 down to 2016 show significant depreciation, with the 2018 Highlander down by ~27% from MSRP, reflecting typical trends in vehicle value retention.
- 2021 Offers Solid Value: The 2021 Highlander, priced at $30,923, reflects a depreciation of only ~12.8%, making it an appealing option for budget-conscious buyers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,663 | +12.5% |
| 2025 Toyota Highlander | $40,320 | $41,503 | +2.9% |
| 2024 Toyota Highlander | $39,270 | $39,394 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,511 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,152 | -4.7% |
| 2021 Toyota Highlander | $35,085 | $30,923 | -12.8% |
| 2020 Toyota Highlander | $34,600 | $29,044 | -16.2% |
| 2019 Toyota Highlander | $31,230 | $22,822 | -26.9% |
| 2018 Toyota Highlander | $30,630 | $20,866 | -31.9% |
| 2016 Toyota Highlander | $30,490 | $18,789 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,190 | -42.4% |
These recommendations are based on CarGurus' proprietary market data from May 28, 2026, CarGurus experts' opinions, and generative AI.
