Used 2020 Toyota Highlander for Sale nearMadison, 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 146,550
- Stock #:
- WYC-959093
- VIN:
- 5TDJZRFHXKS959093
Sponsored by Your Choice Autos - Waukegan
2019 Toyota Highlander
XLE AWD
146,550 mi
$20,376
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,354
- Stock #:
- U195606T
- VIN:
- 5TDGZRAH1MS037090
Sponsored Listing
2021 Toyota Highlander
XLE FWD
67,354 mi
$30,709
- 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
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
33,242 mi
$39,917
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 55,452
- Stock #:
- 28688634
- VIN:
- 5TDBZRBHXMS154403
2021 Toyota Highlander
LE AWD
55,452 mi
$29,247
- 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
-$1,436
2019 Toyota Highlander
XLE AWD
90,906 mi
$23,807
$22,371
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,915
- Stock #:
- 28846910
- VIN:
- 5TDJZRBH6MS148657
2021 Toyota Highlander
XSE AWD
38,915 mi
$38,897
- 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
$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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,877
- Stock #:
- 3400
- VIN:
- 5TDJZRFH9KS616551
2019 Toyota Highlander
XLE AWD
85,877 mi
$27,148
- 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
$23,258
- 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:
- 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:
- Cockpit Red
- Transmission:
- Automatic
- Mileage:
- 111,027
- Stock #:
- 089952
- VIN:
- 5TDLZRAH5MS089952
2021 Toyota Highlander
XSE FWD
111,027 mi
$28,545
- 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:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,365
- Stock #:
- P21634
- VIN:
- 5TDJZRBH3MS112246
2021 Toyota Highlander
XSE AWD
72,365 mi
$32,158
CarGurus Analysis:
2020 Toyota Highlander
With 3,150 currently listed for sale and an average price of $28,032.00, 33.0% 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.
71.5% 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:
- 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:
- 88,024
- Stock #:
- MS260221C
- VIN:
- 5TDGZRBH7MS098720
2021 Toyota Highlander
XLE AWD
88,024 mi
$28,443
- 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:
- 8-Speed Automatic
- Mileage:
- 52,935
- Stock #:
- 3P26052
- VIN:
- 5TDFZRBH7MS157020
2021 Toyota Highlander
Platinum AWD
52,935 mi
$39,246
- 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:
- 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
$26,254
- 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
$22,370
- 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:
- 118,949
- Stock #:
- 103799C
- VIN:
- 5TDGZRBHXMS112304
2021 Toyota Highlander
XLE AWD
118,949 mi
$25,452
- 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
$20,805
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,646
- Stock #:
- 26019A
- VIN:
- 5TDYZRAH3MS519080
2021 Toyota Highlander
Limited FWD
68,646 mi
$34,101
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,808
- Stock #:
- LS030183
- VIN:
- 5TDFZRBH5LS030183
2020 Toyota Highlander
Platinum AWD
100,808 mi
$29,065
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,990
- Stock #:
- 11412
- VIN:
- 5TDJZRFH3KS565614
Sponsored Listing
2019 Toyota Highlander
XLE AWD
116,990 mi
$23,355
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 3,150 currently listed for sale and an average price of $28,032.00, 33.0% 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.
71.5% 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, making it feel premium, akin to a Lexus, without the luxury price tag. The Highlander is equipped with a robust 3.5-liter V6 engine that provides ample power for daily driving and family outings. Its spacious interior can accommodate up to eight passengers, with versatile seating arrangements that enhance accessibility to the third row. While some reviewers have noted that the front seats could be more comfortable and the interior materials could feel more upscale, the overall quality and attention to detail in the cabin are commendable. The Highlander also comes with a suite of standard safety features, including Toyota Safety Sense 2.0, which enhances its appeal to safety-conscious buyers. Despite some criticisms regarding handling and styling, the Highlander remains a solid choice for families seeking a reliable and comfortable SUV.
Other model years to consider
- Average price: $39,125.00
- Good/great deal percentage: 34.0%
- User rating: 5 / 5
- Total listings: 3,719
- Average price: $36,026.00
- Good/great deal percentage: 34.3%
- User rating: 4.75 / 5
- Total listings: 4,322
- Average price: $30,397.00
- Good/great deal percentage: 34.5%
- User rating: 4.86 / 5
- Total listings: 3,221
This analysis is based on CarGurus' proprietary market data from July 20, 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
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Houston: The city of Houston, TX ($28,818) has the highest average price, likely reflecting a strong demand for SUVs in the region.
- Lowest Prices in New York: Conversely, New York, NY ($27,440) offers the lowest average price, suggesting a more competitive market or higher inventory turnover.
- Inventory Variation: Cities like Boston (320 listings) and Washington, DC (306 listings) have substantial inventory, which may contribute to more stable pricing around the national average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Houston, TX | 235 | $28,818 |
| Philadelphia, PA | 260 | $27,627 |
| New York, NY | 317 | $27,440 |
| Dallas, TX | 246 | $27,180 |
| Chicago, IL | 254 | $26,308 |
| Los Angeles, CA | 197 | $26,453 |
| Miami, FL | 178 | $26,625 |
| Atlanta, GA | 279 | $26,285 |
| Washington, DC | 306 | $28,104 |
| Boston, MA | 320 | $28,764 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD (3,146 listings) is the most common trim, indicating strong demand for all-wheel-drive options.
- Premium Pricing for Limited Trims: The Limited AWD ($45,600 MSRP) is priced significantly higher than base trims, reflecting its luxury features and higher demand.
- Value in Base Trims: The LE FWD ($36,800 MSRP) offers a more affordable entry point, appealing to budget-conscious buyers while still providing essential features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3146 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1389 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1213 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE FWD | 734 | $36,800 | FWD | 3.5L 295 hp V6 |
| LE AWD | 684 | $38,400 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 549 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 368 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 313 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models Command Premium: The 2026 Highlander is priced at $52,195, reflecting a 12.6% increase over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2015 Highlander shows a steep decline, priced at $17,256, which is -42.5% from its original MSRP, highlighting the rapid depreciation typical of older vehicles.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,752, only -6.1% below its MSRP, making it a compelling option for buyers seeking a balance of price and modern features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $52,195 | +12.6% |
| 2025 Toyota Highlander | $40,320 | $41,395 | +2.7% |
| 2024 Toyota Highlander | $39,270 | $39,217 | -0.1% |
| 2023 Toyota Highlander | $36,620 | $36,118 | -1.4% |
| 2022 Toyota Highlander | $35,855 | $33,752 | -6.1% |
| 2021 Toyota Highlander | $35,085 | $30,794 | -12.2% |
| 2019 Toyota Highlander | $31,830 | $24,243 | -23.8% |
| 2018 Toyota Highlander | $31,230 | $22,413 | -28.2% |
| 2017 Toyota Highlander | $30,630 | $21,000 | -31.7% |
| 2016 Toyota Highlander | $30,490 | $18,750 | -38.5% |
| 2015 Toyota Highlander | $29,765 | $17,256 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
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