Used 2020 Toyota Highlander for Sale nearMilwaukee, WI
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:
- 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
$26,363
- Year:
- 2021
- 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:
- 56,626
- Stock #:
- P23046
- VIN:
- 5TDHZRBH3MS073737
Sponsored Listing
2021 Toyota Highlander
XLE AWD
56,626 mi
$33,083
- 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
-$720
Sponsored Listing
2019 Toyota Highlander
Limited Platinum AWD
78,325 mi
$30,439
$29,719
- Year:
- 2021
- 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:
- 89,930
- Stock #:
- 29142
- VIN:
- 5TDCZRBHXMS530280
2021 Toyota Highlander
L AWD
89,930 mi
$23,158
- 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
$26,363
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- Automatic
- Mileage:
- 111,027
- Stock #:
- 089952
- VIN:
- 5TDLZRAH5MS089952
2021 Toyota Highlander
XSE FWD
111,027 mi
$28,608
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 108,599
- Stock #:
- 551647
- VIN:
- 5TDKZRFH8KS551647
2019 Toyota Highlander
XLE FWD
108,599 mi
$20,884
- Year:
- 2021
- 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:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,242
- Stock #:
- P15830A
- VIN:
- 5TDFZRBH3MS074944
2021 Toyota Highlander
Platinum AWD
33,242 mi
$39,917
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 128,384
- Stock #:
- 26237
- VIN:
- 5TDGZRAH7MS063712
2021 Toyota Highlander
XLE FWD
128,384 mi
$25,122
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,629
- Stock #:
- 368583
- VIN:
- 5TDKZRFH2KS368583
2019 Toyota Highlander
XLE FWD
101,629 mi
$22,339
- Year:
- 2021
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,237
- Stock #:
- U27103
- VIN:
- 5TDGZRBH2MS552100
2021 Toyota Highlander
XLE AWD
33,237 mi
$33,774
- Year:
- 2021
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,961
- Stock #:
- 7131
- VIN:
- 5TDHZRBH4MS107054
2021 Toyota Highlander
XLE AWD
49,961 mi
$32,810
- 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
$26,121
CarGurus Analysis:
2020 Toyota Highlander
With 212 currently listed for sale near Milwaukee, WI and an average price of $28,605.00, 34.0% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety features, and a smooth ride, making it a popular choice for families.
- 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 (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 81,120
- Stock #:
- KS054695
- VIN:
- 5TDZARFH2KS054695
2019 Toyota Highlander
LE FWD
81,120 mi
$19,719
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- White
- Transmission:
- Automatic
- Mileage:
- 60,383
- Stock #:
- FNF001014
- VIN:
- 5TDGZRBH7LS001014
2020 Toyota Highlander
XLE AWD
60,383 mi
$31,377
- 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
2019 Toyota Highlander
XLE AWD
97,047 mi
$24,759
- Year:
- 2021
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 73,449
- Stock #:
- A31838
- VIN:
- 5TDFZRBH4MS151207
-$953
2021 Toyota Highlander
Platinum AWD
73,449 mi
$35,545
$34,592
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,814
- Stock #:
- 5050A
- VIN:
- 5TDFZRAH8LS025495
2020 Toyota Highlander
Platinum FWD
104,814 mi
$30,628
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,914
- Stock #:
- 500852
- VIN:
- 5TDGZRAH9LS500852
-$2,000
2020 Toyota Highlander
XLE FWD
90,914 mi
$27,340
$25,340
- Year:
- 2021
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,513
- Stock #:
- 071387
- VIN:
- 5TDLZRAH9MS071387
-$710
2021 Toyota Highlander
XSE FWD
70,513 mi
$32,050
$31,340
- 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
-$720
2019 Toyota Highlander
Limited Platinum AWD
78,325 mi
$30,439
$29,719
- 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:
- 82,581
- Stock #:
- 105115
- VIN:
- 5TDJZRFHXKS724614
2019 Toyota Highlander
XLE AWD
82,581 mi
$28,050
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 126,235
- Stock #:
- 260725A
- VIN:
- 5TDGZRBH1MS526362
Sponsored Listing
2021 Toyota Highlander
XLE AWD
126,235 mi
$26,048
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 212 currently listed for sale near Milwaukee, WI and an average price of $28,605.00, 34.0% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars.
100.0% of 2020 Highlander models on CarGurus are accident free.
The 2020 Toyota Highlander features a spacious interior, advanced safety features, and a smooth ride, making it a popular choice for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the crowded midsize SUV market with its focus on passenger comfort and advanced safety features. Redesigned for 2020, it offers a quiet and smooth ride, akin to luxury vehicles, particularly in its upper trims that feel and drive like a Lexus. The Highlander is equipped with a robust 3.5-liter V6 engine, delivering 295 horsepower, which ensures brisk acceleration and a comfortable driving experience. While it excels in comfort and technology, some drivers have noted that the handling could be improved, as it tends to float at highway speeds. The interior is well-crafted, featuring high-quality materials and a user-friendly infotainment system, although it could benefit from a more modern interface. Overall, the Highlander is an excellent choice for families seeking a reliable and spacious SUV with a strong emphasis on safety and comfort.
Other model years to consider
- Average price: $33,198.00
- Good/great deal percentage: 53.2%
- User rating: 4.44 / 5
- Total listings: 235
- Average price: $42,982.00
- Good/great deal percentage: 62.1%
- User rating: 5 / 5
- Total listings: 140
- Average price: $15,367.00
- Good/great deal percentage: 25.8%
- User rating: 4.93 / 5
- Total listings: 120
This analysis is based on CarGurus' proprietary market data from July 14, 2026, CarGurus experts' opinions, and generative AI.
4.6 Overall rating
Filter by rating
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Anonymous
Reviewed a 2020 Toyota Highlander on Nov 8, 2020
Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.
Kris B
Reviewed a 2020 Toyota Highlander on May 22, 2023
Absolutely love this car. Great comfortable family vehicle with plenty of space, and features
Lee W
Reviewed a 2020 Toyota Highlander on Feb 28, 2020
The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.
2020 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| L AWD | $36,200 |
| LE FWD | $36,800 |
| Limited FWD | $43,650 |
| LE AWD | $38,400 |
| Platinum AWD | $48,800 |
| Limited AWD | $45,600 |
| XLE FWD | $39,600 |
| XLE AWD | $41,200 |
2020 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2020 Toyota Highlander prices has changed over time.
See more price trends2020 Toyota Highlander Pricing Analysis: Milwaukee, WI Market Report
Pricing by Nearby Locations
Market Area: Milwaukee, WI
Key Insights
- Highest Prices in Fond du Lac: The city of Fond du Lac, WI has the highest average price at $29,774, indicating a strong demand or limited supply in that area.
- Lowest Prices in Muskegon: Conversely, Muskegon, MI offers the lowest average price at $24,847, suggesting a more competitive market or higher inventory levels.
- Inventory Variation: Cities like Kenosha (232 listings) and Palatine (249 listings) show substantial inventory, which may contribute to more stable pricing around the regional average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Fond du Lac, WI | 194 | $29,774 |
| Madison, WI | 198 | $29,187 |
| Janesville, WI | 211 | $28,695 |
| Kenosha, WI | 232 | $27,723 |
| Palatine, IL | 249 | $27,309 |
| Chicago, IL | 255 | $26,308 |
| Rockford, IL | 213 | $27,795 |
| Appleton, WI | 187 | $27,781 |
| Aurora, IL | 253 | $27,160 |
| Muskegon, MI | 209 | $24,847 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Common: The XLE AWD trim leads in inventory with 196 listings, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $45,600 MSRP, reflects a significant markup due to its luxury features, appealing to buyers seeking higher-end options.
- FWD vs. AWD Demand: The inventory distribution shows a preference for AWD trims, which may be driven by regional weather conditions and consumer demand for all-weather capability.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 196 | $41,200 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 85 | $45,600 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 54 | $39,600 | FWD | 3.5L 295 hp V6 |
| LE FWD | 33 | $36,800 | FWD | 3.5L 295 hp V6 |
| LE AWD | 41 | $38,400 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 40 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 20 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 36 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- 2024 Model Premium: The 2024 Toyota Highlander is currently priced at $40,717, which is about 6.0% above its MSRP, indicating strong demand for newer models.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $23,710, reflecting a ~25.5% depreciation from its original MSRP.
- Best Value in Recent Models: The 2022 Highlander offers a balance of price and features, currently averaging $33,188, which is ~7.5% below MSRP, making it an attractive option for buyers.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 | $40,320 | $38,331 | -4.9% |
| 2024 | $39,270 | $40,717 | +3.7% |
| 2023 | $36,620 | $35,866 | -2.1% |
| 2022 | $35,855 | $33,188 | -7.5% |
| 2021 | $35,085 | $33,858 | -3.5% |
| 2019 | $31,830 | $23,710 | -25.5% |
| 2018 | $31,230 | $20,699 | -33.9% |
| 2017 | $30,630 | $18,497 | -39.8% |
| 2016 | $30,490 | $18,037 | -40.8% |
| 2015 | $29,765 | $18,636 | -37.4% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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