Used 2019 Toyota Highlander for Sale near Illinois
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,219
- Stock #:
- KS587663
- VIN:
- 5TDJZRFH5KS587663


Sponsored by AutoNation Toyota Libertyville
2019 Toyota Highlander
XLE AWD
34,219 mi
$31,376
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,004
- Stock #:
- JYC-921119
- VIN:
- 5TDBZRFH4KS921119

Sponsored Listing
2019 Toyota Highlander
LE AWD
96,004 mi
$22,999
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 128,754
- Stock #:
- T262097B
- VIN:
- 5TDDZRFH9JS819872

Sponsored Listing
2018 Toyota Highlander
Limited AWD
128,754 mi
$22,386
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 122,825
- Stock #:
- 25717
- VIN:
- 5TDJZRFH6JS552788
2018 Toyota Highlander
XLE AWD
122,825 mi
$21,353
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,745
- Stock #:
- 9633A
- VIN:
- 5TDDZRFH3JS831998

-$490
2018 Toyota Highlander
Limited AWD
105,745 mi
$23,319
$22,829
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,742
- Stock #:
- P3063A
- VIN:
- 5TDJZRFH8KS932667

2019 Toyota Highlander
SE AWD
94,742 mi
$24,918
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,705
- Stock #:
- V3623A
- VIN:
- 5TDJZRFH3KS917655

-$1,261
2019 Toyota Highlander
XLE AWD
73,705 mi
$26,998
$25,998
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 90,116
- Stock #:
- N260508B
- VIN:
- 5TDBZRFH1JS895707

2018 Toyota Highlander
LE Plus AWD
90,116 mi
$22,613
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Blue Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 94,684
- Stock #:
- 101465
- VIN:
- 5TDZARFH5JS038974

2018 Toyota Highlander
LE
94,684 mi
$20,358
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 65,579
- Stock #:
- P3694A
- VIN:
- 5TDJZRFH6KS980331

2019 Toyota Highlander
SE AWD
65,579 mi
$27,411
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,457
- Stock #:
- J5385A
- VIN:
- 5TDJZRFH9KS609860

2019 Toyota Highlander
SE AWD
97,457 mi
$23,090
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,219
- Stock #:
- KS587663
- VIN:
- 5TDJZRFH5KS587663

2019 Toyota Highlander
XLE AWD
34,219 mi
$31,376
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 207,362
- VIN:
- 5TDJZRFH0JS805622

2018 Toyota Highlander
XLE AWD
207,362 mi
$13,949
CarGurus Analysis:
2019 Toyota Highlander
With 2,767 currently listed for sale and an average price of $24,108.00, 32.5% 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.
65.3% of 2019 Highlander models on CarGurus are accident free.
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 55,602
- Stock #:
- 28381478
- VIN:
- 5TDDZRFH4JS888484

2018 Toyota Highlander
Limited Platinum AWD
55,602 mi
$30,197
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 176,786
- Stock #:
- T96006A
- VIN:
- 5TDJZRFH0JS548039

-$1,500
2018 Toyota Highlander
SE AWD
176,786 mi
$16,983
$15,483
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,222
- Stock #:
- 1643
- VIN:
- 5TDBZRFH3JS865494

2018 Toyota Highlander
LE Plus AWD
98,222 mi
$21,320
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Opulent Amber
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,299
- Stock #:
- PM3567
- VIN:
- 5TDGZRBH0LS004188

2020 Toyota Highlander
XLE AWD
72,299 mi
$27,052
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 143,402
- Stock #:
- P060833
- VIN:
- 5TDZARFH7KS060833

2019 Toyota Highlander
LE FWD
143,402 mi
$15,386
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,058
- Stock #:
- PC882380
- VIN:
- 5TDDZRFH6JS882380

2018 Toyota Highlander
Limited AWD
110,058 mi
$20,563
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,086
- Stock #:
- AC260
- VIN:
- 5TDGZRAH9LS015546

2020 Toyota Highlander
XLE FWD
101,086 mi
$25,188
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,794
- Stock #:
- 9175
- VIN:
- 5TDJZRFH5JS826773

2018 Toyota Highlander
XLE AWD
87,794 mi
$22,956
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,752
- Stock #:
- D2019
- VIN:
- 5TDJZRFH2JS556997

2018 Toyota Highlander
SE AWD
115,752 mi
$20,600
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 60,513
- Stock #:
- 10194
- VIN:
- 5TDDZRFH9JS855996

Sponsored Listing
2018 Toyota Highlander
Limited AWD
60,513 mi
$29,171
CarGurus Analysis: 2019 Toyota Highlander

Summary
With 2,767 currently listed for sale and an average price of $24,108.00, 32.5% 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.
65.3% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander stands out as a family-focused midsize SUV that emphasizes comfort, practicality, and long-term dependability over flash. In Toyota’s third-generation Highlander, the redesign brought a sharper, more muscular shape, and the model gained more technology and active-safety features. That combination helped make it one of the more appealing choices for buyers who want a roomy, easygoing SUV with a strong reputation for reliability and resale value.
For 2019, the Highlander’s appeal also came from its broad range of everyday usefulness. It offered seating for up to eight, and the available safety equipment included adaptive cruise control, blind-spot monitoring with rear cross-traffic alerts, lane-keeping assist, and automatic emergency braking. Standard equipment included a 6.1-inch touchscreen, Bluetooth, a backup camera, USB ports, and 18-inch wheels. Powertrain choices included a 2.7-liter inline-four with 185 horsepower on the LE, a 3.5-liter V6 on other gas models, and a hybrid version that made an electrically assisted 280. The tradeoff is that this Highlander was never especially exciting to drive, and some buyers may also find the infotainment and interior materials less impressive than the rest of the package.
Other model years to consider
- Average price: $39,269.00
- Good/great deal percentage: 33.8%
- User rating: 5 / 5
- Total listings: 3,508
- Average price: $35,701.00
- Good/great deal percentage: 34.0%
- User rating: 4.75 / 5
- Total listings: 4,191
- Average price: $33,146.00
- Good/great deal percentage: 33.8%
- User rating: 4.5 / 5
- Total listings: 4,629
This analysis is based on CarGurus' proprietary market data from August 6, 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 |
|---|---|
| Limited FWD | $42,930 |
| Limited Platinum AWD | $47,510 |
| LE AWD | $35,340 |
| Limited AWD | $44,390 |
| LE FWD | $33,880 |
| SE AWD | $42,400 |
| 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 Boston: The city of Boston, MA ($24,493) has the highest average price, likely reflecting a combination of demand and limited inventory.
- Lowest Prices in Miami: Conversely, Miami, FL ($19,769) offers the lowest average price, indicating a more price-sensitive market or higher inventory turnover.
- Inventory Variation: Cities like Philadelphia (242 listings) and Washington, DC (272 listings) show a healthy inventory, which correlates with stable pricing around the regional average of $23,000.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 302 | $24,493 |
| Washington, DC | 272 | $24,310 |
| Chicago, IL | 232 | $24,083 |
| Philadelphia, PA | 242 | $23,098 |
| Dallas, TX | 202 | $22,612 |
| Los Angeles, CA | 160 | $22,336 |
| New York, NY | 273 | $23,219 |
| Houston, TX | 211 | $23,807 |
| Atlanta, GA | 238 | $21,630 |
| Miami, FL | 146 | $19,769 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD trim leads with 3,115 listings, indicating strong demand for all-wheel drive options.
- Price Range Across Trims: The Limited Platinum AWD trim has the highest MSRP at $47,510, while the LE AWD offers a more budget-friendly option at $35,340.
- Feature-Rich Premium Trims: Premium trims like the Limited AWD and Limited Platinum AWD command higher prices due to additional luxury features, reflecting consumer preference for well-equipped vehicles.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3115 | $41,180 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1353 | $39,720 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1205 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE AWD | 726 | $35,340 | AWD | 3.5L 295 hp V6 |
| LE FWD | 654 | $33,880 | FWD | 3.5L 295 hp V6 |
| Limited FWD | 383 | $42,930 | FWD | 3.5L 295 hp V6 |
| SE AWD | 346 | $42,400 | AWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 308 | $47,510 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Command Premiums: The 2026 Highlander is priced at $51,861, reflecting a 12.1% increase over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation at -42.6% compared to its original MSRP, highlighting the rapid value loss typical of older vehicles.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,530, which is -6.9% below its MSRP, making it a compelling option for buyers seeking value without sacrificing modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,861 | +12.1% |
| 2025 Toyota Highlander | $40,320 | $41,848 | +3.8% |
| 2024 Toyota Highlander | $39,270 | $39,362 | +0.2% |
| 2023 Toyota Highlander | $36,620 | $35,791 | -2.3% |
| 2022 Toyota Highlander | $35,855 | $33,530 | -6.9% |
| 2021 Toyota Highlander | $35,085 | $30,397 | -13.3% |
| 2020 Toyota Highlander | $34,600 | $28,436 | -17.8% |
| 2018 Toyota Highlander | $31,230 | $22,097 | -29.3% |
| 2017 Toyota Highlander | $30,630 | $21,023 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $18,590 | -38.9% |
| 2015 Toyota Highlander | $29,765 | $17,118 | -42.6% |
These recommendations are based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2019 Toyota Highlander cost?
| Metric | Value |
|---|---|
| Current Average Price | $24,108 |
| Year-Round Low | $23,065.89 |
| Year-Round High | $25,274.34 |
| Average Price a Year Ago | $25,273 |
| Change vs. Last Year | −4.61% |
Prices have softened 4.61% compared to this time last year, making it a favorable time to shop this model year.
There are 2,763 listings available, which suggests you have a solid amount of inventory to compare.
If you find a listing below $23,065.89, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2019 Toyota Highlander a good car?
Yes — the 4.76/5 user rating points to strong owner satisfaction. Drivers consistently praise its comfort, spaciousness, and reliability, and they also call out the safety features and engine performance as major strengths. For you, that makes it a sensible pick if you want a practical family SUV with a reputation for quality and a comfortable, car-like driving feel. 33.0% of listings are priced as good or great deals, so there are still worthwhile opportunities if you shop carefully.
Is the 2019 Toyota Highlander reliable?
Owners rate it 4.76/5, a strong signal of long-term satisfaction.
The owner feedback also emphasizes reliability, dependability, and a trouble-free ownership experience, with many drivers saying they feel confident counting on it over time. That kind of response matters if you want a used SUV that should be easier to live with day to day. For used buyers, the main long-term risk is paying too much for a vehicle whose condition history has not been properly verified.
What should I look for when buying a used 2019 Toyota Highlander?
At 65.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
You should start with a vehicle history report so you can separate clean examples from ones with prior damage. After that, prioritize a thorough pre-purchase inspection, especially if the listing price looks unusually attractive. Focus on overall condition, maintenance evidence, and signs of past repairs rather than relying on mileage alone.
Is now a good time to buy a used 2019 Toyota Highlander?
This is a moderate market, so you can be selective without expecting deep discounts on every listing.
- Deal availability: 33.0% of listings are priced as good or great deals.
- Inventory: There are 2,763 listings available.
- Price trend: Prices have softened 4.61% compared with last year.
- Clean inventory: 65.3% of listings are accident-free.
If you find a listing below $23,065.89, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2019 Toyota Highlander's resale value?
The current average of $24,108 sits slightly below last year's $25,273.
That softer pricing can help you buy at a more favorable entry point, but it also means future resale gains may be more limited if the market stays soft. If you plan to sell later, buying well matters more than usual because your eventual return will depend heavily on how much room you leave between purchase price and market value. Vehicles with strong owner satisfaction ratings, like this model year's 4.76/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2019 Toyota Highlander or consider a different year?
If you're weighing the 2019 against nearby model years, here's how to think about it:
Choose the 2019 if:
- 33.0% of listings are priced as good or great deals.
- At 65.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 4.61% compared with last year.
- Owners rate it 4.76/5 — a strong satisfaction signal.
Consider the 2020 if:
- At $27,964, the 2020 costs more than the current year's $24,108 average.
- It brings a redesigned cabin with quieter, more refined road manners.
The bottom line: If you want the better value play, the 2019 is the stronger starting point because it combines a lower average price with solid owner satisfaction. If you can stretch your budget and want the newer redesign, the 2020 is the better secondary path for buyers who prioritize refinement over price.
These recommendations are based on CarGurus' proprietary market data from August 7, 2026, CarGurus experts' opinions, and generative AI.
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