Used 2019 Toyota Highlander for Sale near Kenosha, WI
190 results
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,609
- Stock #:
- KS972966
- VIN:
- 5TDDZRFH2KS972966
Sponsored by AutoNation Toyota Libertyville
2019 Toyota Highlander
Limited Platinum AWD
95,609 mi
$27,368
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black, leather
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,996
- Stock #:
- O13594
- VIN:
- 5TDJZRFH4KS563970
Sponsored Listing
2019 Toyota Highlander
XLE AWD
47,996 mi
$29,588
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 120,556
- Stock #:
- EP3977A
- VIN:
- 5TDDZRFH8JS914956
Sponsored Listing
2018 Toyota Highlander
Limited AWD
120,556 mi
$23,294
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,266
- Stock #:
- MX4475
- VIN:
- 5TDBZRFH6KS953103
2019 Toyota Highlander
LE AWD
69,266 mi
$24,610
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,743
- Stock #:
- PJR1505B
- VIN:
- 5TDJZRFH7KS625992
-$687
2019 Toyota Highlander
XLE AWD
57,743 mi
$28,417
$27,730
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black, leather
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,996
- Stock #:
- O13594
- VIN:
- 5TDJZRFH4KS563970
2019 Toyota Highlander
XLE AWD
47,996 mi
$29,588
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,365
- Stock #:
- H21131A
- VIN:
- 5TDFZRBH0LS011881
-$680
2020 Toyota Highlander
Platinum AWD
91,365 mi
$30,676
$29,996
- 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:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 149,250
- Stock #:
- PH0177
- VIN:
- 5TDJZRFH0JS845862
2018 Toyota Highlander
SE AWD
149,250 mi
$18,084
- 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:
- 67,751
- Stock #:
- 948611
- VIN:
- 5TDDZRFHXKS948611
2019 Toyota Highlander
Limited Platinum AWD
67,751 mi
$29,000
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,716
- Stock #:
- XBP8521
- VIN:
- 5TDGZRBH0LS013005
2020 Toyota Highlander
XLE AWD
59,716 mi
$30,831
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,318
- Stock #:
- T16721B
- VIN:
- 5TDJZRFH3KS565225
-$1,072
2019 Toyota Highlander
XLE AWD
114,318 mi
$24,289
$23,217
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,328
- Stock #:
- K4641A
- VIN:
- 5TDCZRBH5LS013600
2020 Toyota Highlander
L AWD
77,328 mi
$25,039
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,545
- Stock #:
- 28712346
- VIN:
- 5TDYZRFH0JS262321
2018 Toyota Highlander
Limited
98,545 mi
$24,997
CarGurus Analysis:
2019 Toyota Highlander
With 2,582 currently listed for sale and an average price of $24,427.00, 33.3% 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.
64.4% of 2019 Highlander models on CarGurus are accident free.
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,252
- Stock #:
- T9671A
- VIN:
- 5TDDZRBH8LS011411
2020 Toyota Highlander
Limited AWD
81,252 mi
$32,438
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,188
- VIN:
- 5TDJZRFH3KS714328
2019 Toyota Highlander
XLE AWD
71,188 mi
$23,697
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 179,032
- Stock #:
- T16666A
- VIN:
- 5TDDZRFH7JS824309
2018 Toyota Highlander
Limited AWD
179,032 mi
$17,602
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,587
- VIN:
- 5TDJZRFH5JS892658
2018 Toyota Highlander
XLE AWD
85,587 mi
$23,750
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,047
- Stock #:
- EZA6251
- VIN:
- 5TDJZRFHXKS582149
-$2,000
2019 Toyota Highlander
XLE AWD
97,047 mi
$25,230
$23,230
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,919
- Stock #:
- MX4354
- VIN:
- 5TDJZRFH2KS621204
2019 Toyota Highlander
XLE AWD
71,919 mi
$27,590
- 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:
- Automatic
- Mileage:
- 99,497
- Stock #:
- E16859A
- VIN:
- 5TDJZRFH4JS905805
2018 Toyota Highlander
XLE AWD
99,497 mi
$23,108
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,647
- Stock #:
- JS544107
- VIN:
- 5TDJZRFH4JS544107
2018 Toyota Highlander
XLE AWD
65,647 mi
$26,368
- 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:
- 72,298
- Stock #:
- PM3567
- VIN:
- 5TDGZRBH0LS004188
2020 Toyota Highlander
XLE AWD
72,298 mi
$27,711
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 179,032
- Stock #:
- T16666A
- VIN:
- 5TDDZRFH7JS824309
Sponsored Listing
2018 Toyota Highlander
Limited AWD
179,032 mi
$17,602
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 2,582 currently listed for sale and an average price of $24,427.00, 33.3% 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.
64.4% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander continues its legacy as a top choice in the midsize SUV segment, thanks to its ample comfort, spacious interior, and robust reliability ratings. It features a comfortable ride that is complemented by available hybrid options, making it not only practical but also fuel-efficient compared to other models in its class. Enhanced with advanced safety features, the Highlander was designed with family needs in mind, offering a third-row seat that accommodates larger families. While some users have noted a desire for more rear seat space and a higher price point, the overall appeal of the Highlander lies in its blend of safety, utility, and dependability—qualities that resonate with prospective buyers looking for a long-term vehicle.
Other model years to consider
- Average price: $39,234.00
- Good/great deal percentage: 35.6%
- User rating: 5 / 5
- Total listings: 4,027
- Average price: $36,398.00
- Good/great deal percentage: 34.1%
- User rating: 4.75 / 5
- Total listings: 4,613
- Average price: $33,757.00
- Good/great deal percentage: 33.9%
- User rating: 4.44 / 5
- Total listings: 4,876
This analysis is based on CarGurus' proprietary market data from June 15, 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 |
| Limited AWD | $44,390 |
| SE AWD | $42,400 |
| 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 Boston: The market in Boston, MA ($24,802) shows the highest average pricing among the listed cities, possibly reflecting demand in a more urbanized environment.
- Lowest Prices in New York City: Conversely, New York, NY ($22,200) presents the lowest average price, likely due to higher volume and competition in listings.
- Overall Price Trends: Cities with higher inventory, like Philadelphia (210 listings) and Washington, DC (247 listings), maintain stable pricing, with averages between $23,135 and $24,735.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 270 | $24,802 |
| Washington, DC | 247 | $24,735 |
| Chicago, IL | 198 | $24,474 |
| Dallas, TX | 193 | $24,563 |
| Philadelphia, PA | 210 | $23,767 |
| Los Angeles, CA | 145 | $23,368 |
| Atlanta, GA | 207 | $23,239 |
| Houston, TX | 182 | $23,074 |
| Miami, FL | 125 | $21,477 |
| New York, NY | 252 | $22,200 |
Pricing by Trim Packages
Key Insights
- Predominant Trim in Inventory: The XLE AWD (3,089 listings) is the most common trim, indicating substantial demand for all-wheel drive options in the market.
- Price Variation Across Trims: The Limited AWD ($44,390 MSRP) commands a premium, approximately 8.5% higher than the XLE AWD, likely due to added luxury features.
- Base Model Access: The LE FWD (804 listings) is the most accessible at $33,880 MSRP, showing competitive entry points for budget-conscious buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3089 | $41,180 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1352 | $39,720 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1177 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE FWD | 804 | $33,880 | FWD | 3.5L 295 hp V6 |
| LE AWD | 789 | $35,340 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 373 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 301 | $47,510 | AWD | 3.5L 295 hp V6 |
| SE AWD | 276 | $42,400 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models Hold Value: The 2026 Highlander shows a +12.6% premium over its original MSRP, indicating strong market interest in new releases.
- Depreciation Trends: Models from 2020 onward reveal significant value retention; the 2021 Highlander has experienced a decline of only -12.0% from its MSRP, making it a favorable option for budget-conscious buyers.
- Older Models Reflect Higher Depreciation: The 2015 Highlander stands out with a -42.3% depreciation, highlighting the steep decline in valuation as the vehicle ages.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $45,870 | $51,668 | +12.6% |
| 2025 | $40,320 | $41,691 | +3.4% |
| 2024 | $39,270 | $39,368 | +0.2% |
| 2023 | $36,620 | $36,497 | -0.3% |
| 2022 | $35,855 | $34,186 | -4.7% |
| 2021 | $35,085 | $30,885 | -12.0% |
| 2020 | $34,600 | $28,989 | -16.3% |
| 2018 | $31,230 | $22,686 | -27.5% |
| 2017 | $30,630 | $20,960 | -31.6% |
| 2016 | $30,490 | $19,184 | -37.1% |
| 2015 | $29,765 | $17,240 | -42.3% |
These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.
