Used 2019 Toyota Highlander for Sale nearMadison, WI
206 vehicles found
See the total price upfront.
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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,385
- Stock #:
- F39540P
- VIN:
- 5TDJZRFH0KS617572
Sponsored by Lake Ford
2019 Toyota Highlander
XLE AWD
97,385 mi
$26,763
- 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:
- 8-Speed Automatic
- Mileage:
- 86,506
- Stock #:
- P23053
- VIN:
- 5TDBZRFH3JS867343
Sponsored Listing
2018 Toyota Highlander
LE AWD
86,506 mi
$22,087
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 139,454
- Stock #:
- 12610
- VIN:
- 5TDDZRFH9KS941844
Sponsored Listing
2019 Toyota Highlander
Limited AWD
139,454 mi
$23,353
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,951
- Stock #:
- 68432A
- VIN:
- 5TDJZRFH6KS575960
2019 Toyota Highlander
XLE AWD
92,951 mi
$24,158
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 113,565
- Stock #:
- H33456A
- VIN:
- 5TDZARFH9KS043192
2019 Toyota Highlander
LE FWD
113,565 mi
$17,764
- 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 w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,373
- Stock #:
- 3915
- VIN:
- 5TDJZRFH4JS893915
2018 Toyota Highlander
SE AWD
63,373 mi
$27,394
- 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:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,385
- Stock #:
- F39540P
- VIN:
- 5TDJZRFH0KS617572
2019 Toyota Highlander
XLE AWD
97,385 mi
$26,763
- 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:
- 90,906
- Stock #:
- 27000A
- VIN:
- 5TDJZRFH5KS629393
2019 Toyota Highlander
XLE AWD
90,906 mi
$24,164
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,325
- Stock #:
- M54632
- VIN:
- 5TDDZRFH0KS950383
2019 Toyota Highlander
Limited Platinum AWD
78,325 mi
$30,439
- 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:
- 59,717
- Stock #:
- XBP8521
- VIN:
- 5TDGZRBH0LS013005
2020 Toyota Highlander
XLE AWD
59,717 mi
$29,919
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 95,922
- Stock #:
- RJ2789A
- VIN:
- 5TDFZRBH7LS042416
2020 Toyota Highlander
Platinum AWD
95,922 mi
$29,398
- 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:
- 146,550
- Stock #:
- WYC-959093
- VIN:
- 5TDJZRFHXKS959093
2019 Toyota Highlander
XLE AWD
146,550 mi
$20,376
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,688
- VIN:
- 5TDKZRFH5KS560824
2019 Toyota Highlander
XLE FWD
34,688 mi
$25,697
CarGurus Analysis:
2019 Toyota Highlander
With 2,758 currently listed for sale and an average price of $24,354.00, 33.8% 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.
64.7% of 2019 Highlander models on CarGurus are accident free.
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,601
- Stock #:
- 70046081
- VIN:
- 5TDZZRFH5JS261198
2018 Toyota Highlander
LE Plus
90,601 mi
$23,297
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,338
- Stock #:
- 26062A
- VIN:
- 5TDFZRBH3LS023815
-$2,772
2020 Toyota Highlander
Platinum AWD
55,338 mi
$37,344
$34,572
- 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:
- Ash Leather-Trimmed
- Transmission:
- 8-Speed Automatic
- Mileage:
- 132,356
- Stock #:
- P4444B
- VIN:
- 5TDJZRFH5KS603425
2019 Toyota Highlander
XLE AWD
132,356 mi
$22,105
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,045
- Stock #:
- 06X1457A
- VIN:
- 5TDHZRBH5LS034758
2020 Toyota Highlander
XLE AWD
85,045 mi
$29,176
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,631
- Stock #:
- D415332T
- VIN:
- 5TDDZRFH4JS904506
2018 Toyota Highlander
Limited Platinum AWD
70,631 mi
$27,494
- 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:
- 91,934
- Stock #:
- 10X688A
- VIN:
- 5TDJZRFH2KS582520
2019 Toyota Highlander
XLE AWD
91,934 mi
$24,007
- 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:
- 153,849
- Stock #:
- 814001
- VIN:
- 5TDJZRFH2JS814001
2018 Toyota Highlander
XLE AWD
153,849 mi
$19,376
- 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
2020 Toyota Highlander
Platinum AWD
91,365 mi
$30,273
- 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:
- 8-Speed Automatic
- Mileage:
- 80,225
- Stock #:
- 10142K
- VIN:
- 5TDJZRFH6KS564313
2019 Toyota Highlander
SE AWD
80,225 mi
$26,754
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 125,865
- Stock #:
- XX7592B
- VIN:
- 5TDJZRFHXJS540806
Sponsored Listing
2018 Toyota Highlander
XLE AWD
125,865 mi
$21,373
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 2,758 currently listed for sale and an average price of $24,354.00, 33.8% 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.
64.7% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander continues to impress buyers with its spaciousness, comfort, and reliability, making it a strong contender in the midsize SUV market. This model is particularly noted for its safety features and solid performance, which have garnered positive feedback from owners. While some users have expressed a desire for more rear seat space and have pointed out the higher price point as a drawback, the overall consensus is that the Highlander delivers a well-rounded driving experience. The Highlander's blend of practicality and comfort, along with its reputation for reliability, makes it an appealing choice for families and individuals alike.
Other model years to consider
- Average price: $39,108.00
- Good/great deal percentage: 34.9%
- User rating: 5 / 5
- Total listings: 3,978
- Average price: $36,251.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,632
- Average price: $16,128.00
- Good/great deal percentage: 34.6%
- User rating: 4.78 / 5
- Total listings: 1,225
This analysis is based on CarGurus' proprietary market data from July 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 |
| LE AWD | $35,340 |
| Limited Platinum AWD | $47,510 |
| 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 Chicago: The average price in Chicago, IL ($24,407) is the highest among the listed cities, indicating strong demand or limited supply in that market.
- Lowest Prices in Miami: Miami, FL ($21,758) offers the lowest average price, suggesting a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Washington, DC (270 listings) and Boston, MA (273 listings) have substantial inventory, which correlates with higher average prices around $24,883 and $24,845, respectively.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 215 | $24,407 |
| Philadelphia, PA | 229 | $24,443 |
| Washington, DC | 270 | $24,883 |
| Boston, MA | 273 | $24,845 |
| Dallas, TX | 209 | $23,853 |
| Los Angeles, CA | 170 | $23,898 |
| Houston, TX | 196 | $22,988 |
| Atlanta, GA | 233 | $22,894 |
| New York, NY | 264 | $23,269 |
| Miami, FL | 138 | $21,758 |
Pricing by Trim Packages
Key Insights
- XLE AWD Dominates Inventory: The XLE AWD (3,182 listings) is the most common trim, indicating strong demand for this configuration.
- Limited Trims Command Higher Prices: The Limited AWD ($44,390 MSRP) is priced significantly higher than base trims, reflecting its premium features and luxury positioning.
- AWD vs. FWD Supply: AWD trims, such as XLE AWD and Limited AWD, have higher inventory compared to FWD trims, suggesting a preference for all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3182 | $41,180 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1394 | $39,720 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1221 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE AWD | 767 | $35,340 | AWD | 3.5L 295 hp V6 |
| LE FWD | 745 | $33,880 | FWD | 3.5L 295 hp V6 |
| Limited FWD | 379 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 309 | $47,510 | AWD | 3.5L 295 hp V6 |
| SE AWD | 307 | $42,400 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models at Premium Prices: The 2026 Highlander is priced at $51,737, reflecting a 12% premium over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation at -41.9% 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 $33,940, which is -5.1% below its MSRP, making it a compelling option for buyers seeking value without sacrificing recency.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $51,737 | +11.7% |
| 2025 | $40,320 | $41,573 | +3.1% |
| 2024 | $39,270 | $39,197 | -0.2% |
| 2023 | $36,620 | $36,418 | -0.6% |
| 2022 | $35,855 | $33,940 | -5.1% |
| 2021 | $35,085 | $30,923 | -12.0% |
| 2020 | $34,600 | $28,787 | -16.8% |
| 2018 | $31,230 | $22,596 | -27.7% |
| 2017 | $30,630 | $20,935 | -31.7% |
| 2016 | $30,490 | $18,897 | -38.5% |
| 2015 | $29,765 | $17,326 | -41.9% |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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