Used 2020 Toyota Highlander for Sale near Wisconsin
198 results
- 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:
- 46,434
- Stock #:
- PRS3101
- VIN:
- 5TDHZRBH3LS507959
Sponsored by Lexus of Brookfield
2020 Toyota Highlander
XLE AWD
46,434 mi
$31,772
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 148,553
- Stock #:
- 726538
- VIN:
- 5TDJZRFH8KS726538
Sponsored Listing
2019 Toyota Highlander
XLE AWD
148,553 mi
$20,363
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 56,992
- Stock #:
- P2907
- VIN:
- 5TDFZRBH1MS105107
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
56,992 mi
$37,362
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,177
- Stock #:
- PC0077
- VIN:
- 5TDZZRAH8MS079331
2021 Toyota Highlander
LE FWD
75,177 mi
$25,632
- 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
$31,173
$30,493
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- Automatic
- Mileage:
- 31,790
- Stock #:
- MS536756T
- VIN:
- 5TDDZRBH2MS536756
2021 Toyota Highlander
Limited AWD
31,790 mi
$39,250
- 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
$24,629
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,191
- Stock #:
- K94150
- VIN:
- 5TDYZRAHXMS040543
2021 Toyota Highlander
Limited FWD
62,191 mi
$31,387
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,912
- Stock #:
- N22270
- VIN:
- 5TDGZRBH9MS076847
2021 Toyota Highlander
XLE AWD
84,912 mi
$29,394
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,322
- Stock #:
- T056565
- VIN:
- 5TDYZRAH1MS056565
2021 Toyota Highlander
Limited FWD
76,322 mi
$30,804
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 181,998
- Stock #:
- 574009
- VIN:
- 5TDJZRFH9KS574009
-$2,000
2019 Toyota Highlander
SE AWD
181,998 mi
$19,053
$17,053
- 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:
- 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:
- 46,434
- Stock #:
- PRS3101
- VIN:
- 5TDHZRBH3LS507959
2020 Toyota Highlander
XLE AWD
46,434 mi
$31,772
CarGurus Analysis:
2020 Toyota Highlander
With 3,113 currently listed for sale and an average price of $28,406.00, 34.4% 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.
70.7% of 2020 Highlander models on CarGurus are accident-free.
The 2020 Toyota Highlander boasts a redesigned interior focused on passenger comfort, advanced safety features, and a smooth ride, making it an appealing 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,307
- Stock #:
- b148847
- VIN:
- 5TDGZRBH8MS148847
2021 Toyota Highlander
XLE AWD
108,307 mi
$26,956
- 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:
- 65,670
- Stock #:
- 9D0439A
- VIN:
- 5TDLZRBH4MS065320
2021 Toyota Highlander
XSE AWD
65,670 mi
$33,860
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,010
- Stock #:
- 090014
- VIN:
- 5TDHZRBH4MS090014
2021 Toyota Highlander
XLE AWD
110,010 mi
$26,900
- 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:
- 8-Speed Automatic
- Mileage:
- 49,974
- Stock #:
- M92490
- VIN:
- 5TDJZRFHXKS576559
2019 Toyota Highlander
XLE AWD
49,974 mi
$29,376
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 66,785
- Stock #:
- S006528
- VIN:
- 5TDYZRAH0LS006528
2020 Toyota Highlander
Limited FWD
66,785 mi
$30,244
- 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
$20,859
- 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
$24,430
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,768
- Stock #:
- 15140
- VIN:
- 5TDHZRAH8LS506453
2020 Toyota Highlander
XLE FWD
102,768 mi
$25,469
- 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
$29,297
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,826
- Stock #:
- 29743A
- VIN:
- 5TDHZRBH1LS006018
Sponsored Listing
2020 Toyota Highlander
XLE AWD
60,826 mi
$30,767
CarGurus Analysis: 2020 Toyota Highlander
overall
Summary
With 3,113 currently listed for sale and an average price of $28,406.00, 34.4% 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.
70.7% of 2020 Highlander models on CarGurus are accident-free.
The 2020 Toyota Highlander boasts a redesigned interior focused on passenger comfort, advanced safety features, and a smooth ride, making it an appealing choice for families.
Why it stands out
The 2020 Toyota Highlander distinguishes itself in the crowded midsize SUV segment with its remarkable combination of comfort, spaciousness, and standard advanced safety features. Designed from the ground up, it offers a luxurious feel that rivals some higher-end vehicles, such as Lexus models, making driving it a serene experience. Although some users note concerns about the handling and interior material quality, the vast majority appreciate its smooth ride and extensive technology. The Highlander's advanced infotainment options, including compatibility with Apple CarPlay and Android Auto, coupled with a solid set of safety systems like Toyota Safety Sense 2.0, ensure that it meets the needs of modern families. It's worth mentioning that while the Highlander excels in providing a comfortable passenger experience, the lack of excitement in driving dynamics may not appeal to all buyers.
Other model years to consider
- Average price: $39,151.00
- Good/great deal percentage: 36.1%
- User rating: 5 / 5
- Total listings: 4,033
- Average price: $36,362.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,615
- Average price: $30,529.00
- Good/great deal percentage: 35.0%
- User rating: 4.86 / 5
- Total listings: 3,229
This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
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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 |
| LE AWD | $38,400 |
| Limited FWD | $43,650 |
| 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 Average Price in Dallas: The average price in Dallas, TX ($28,763) indicates stronger demand relative to inventory, possibly due to regional preferences for larger vehicles.
- Lowest Average Price in New York City: NYC's average price is $28,178, showcasing the potential for better deals in urban markets.
- Price Stability: Cities like Philadelphia (266 listings) and Washington, DC (309 listings) demonstrate average prices close to national trends, reflecting consistent inventory levels.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Dallas, TX | 236 | $28,763 |
| Philadelphia, PA | 266 | $28,742 |
| Washington, DC | 309 | $27,134 |
| Dallas, TX | 236 | $28,763 |
| New York, NY | 313 | $28,178 |
| Los Angeles, CA | 200 | $26,247 |
| Chicago, IL | 242 | $27,493 |
| Houston, TX | 231 | $27,491 |
| Atlanta, GA | 257 | $27,007 |
| Miami, FL | 168 | $26,261 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Market: Trims such as XLE AWD (3,124 listings) lead in market supply, reflecting strong demand for all-weather capability.
- Limited Trims at Premium Pricing: The Limited AWD ($45,600 MSRP) remains among the highest priced trims, about ~10% above average market prices, pointing to consumer preference for luxury features.
- FWD vs AWD Dynamics: The XLE FWD (1,396 listings) offers a lower MSRP ($39,600), catering to budget-conscious buyers while still providing desirable features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3124 | $41,200 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1396 | $39,600 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1239 | $45,600 | AWD | 3.5L 295 hp V6 |
| LE AWD | 782 | $38,400 | AWD | 3.5L 295 hp V6 |
| LE FWD | 780 | $36,800 | FWD | 3.5L 295 hp V6 |
| Platinum AWD | 559 | $48,800 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 377 | $43,650 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 309 | $48,800 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Increase in Newer Models' Average Pricing: The 2026 model is priced at $51,688, indicating strong demand with about a 12.6% markup compared to its original MSRP.
- Significant Depreciation for Older Models: For instance, the 2015 model shows a decline to $17,323, which is ~41.0% below MSRP, making it less appealing as a new buyer option compared to newer models.
- Best Value in the 2022 Model Year: The 2022 Highlander is priced at $34,011, which is about 5.6% depreciation, indicating a minuscule drop in price while still retaining newer features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $45,870 | $51,688 | +12.6% |
| 2025 | $40,320 | $41,521 | +3.0% |
| 2024 | $39,270 | $39,398 | +0.3% |
| 2023 | $36,620 | $36,512 | -0.3% |
| 2022 | $35,855 | $34,011 | -5.6% |
| 2021 | $35,085 | $30,884 | -12.0% |
| 2019 | $31,830 | $24,667 | -22.6% |
| 2018 | $31,230 | $22,588 | -27.7% |
| 2017 | $30,630 | $20,971 | -31.5% |
| 2016 | $30,490 | $19,010 | -37.7% |
| 2015 | $29,765 | $17,323 | -41.0% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
