Used Toyota Highlander for Sale nearMiddleton, WI
289 vehicles found
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,681
- Stock #:
- FS203586
- VIN:
- 5TDDKRFH2FS203586
Sponsored by AutoNation Toyota Libertyville
2015 Toyota Highlander
Limited Platinum AWD
107,681 mi
$20,376
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,984
- Stock #:
- MK260471A
- VIN:
- 5TDGZRBH6MS554383
Sponsored Listing
2021 Toyota Highlander
XLE AWD
85,984 mi
$29,210
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,362
- Stock #:
- U3992
- VIN:
- 5TDKDRBH4PS020375
Sponsored Listing
2023 Toyota Highlander
XLE AWD
45,362 mi
$37,356
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,767
- Stock #:
- 24P4847
- VIN:
- 5TDKDRBHXSS579194
2025 Toyota Highlander
XSE AWD
34,767 mi
$41,914
- 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:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 136,087
- VIN:
- 5TDZARFH4FS014611
2015 Toyota Highlander
LE
136,087 mi
$16,194
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 87,717
- Stock #:
- 1457
- VIN:
- JTEES41A582052749
2008 Toyota Highlander
Base 4WD
87,717 mi
$12,840
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,069
- Stock #:
- PBA1190A
- VIN:
- 5TDKDRBH5PS502093
2023 Toyota Highlander
LE AWD
114,069 mi
$25,213
- 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:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,556
- Stock #:
- N14361
- VIN:
- 5TDKDRBH8RS554126
2024 Toyota Highlander
XLE AWD
20,556 mi
$45,064
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 26,764
- Stock #:
- P132427
- VIN:
- 5TDKDRAH1SS554959
2025 Toyota Highlander
XLE FWD
26,764 mi
$37,748
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
-$500
2017 Toyota Highlander
LE
111,963 mi
$17,839
$17,339
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 51,499
- Stock #:
- 34733A
- VIN:
- 5TDKDRBH9PS041593
2023 Toyota Highlander
Platinum AWD
51,499 mi
$39,987
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,139 currently listed for sale and an average price of $39,141.00, 36.5% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 81,734
- Stock #:
- 29564B
- VIN:
- 5TDDKRFH8FS078044
2015 Toyota Highlander
Limited AWD
81,734 mi
$23,816
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Classic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic
- Mileage:
- 99,179
- Stock #:
- 2038
- VIN:
- JTEES42A982061419
2008 Toyota Highlander
Limited 4WD
99,179 mi
$14,296
- Year:
- 2017
- 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:
- 8-Speed Automatic
- Mileage:
- 104,993
- Stock #:
- N513252
- VIN:
- 5TDJZRFH9HS513252
2017 Toyota Highlander
XLE AWD
104,993 mi
$20,900
- 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
$28,710
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 217,010
- Stock #:
- TM777036A
- VIN:
- 5TDJKRFH6FS140916
2015 Toyota Highlander
XLE
217,010 mi
$11,498
- 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:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,550
- Stock #:
- 28816313
- VIN:
- 5TDGZRBH4LS008678
2020 Toyota Highlander
XLE AWD
92,550 mi
$27,997
- 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
-$616
2019 Toyota Highlander
LE FWD
113,565 mi
$18,380
$17,764
- 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
$30,014
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 226,098
- Stock #:
- 4U26069A
- VIN:
- 5TDDKRFHXFS144142
2015 Toyota Highlander
Limited Platinum AWD
226,098 mi
$13,998
- 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
FAQs
How much does the Toyota Highlander cost in Middleton, WI?
How many Toyota Highlander vehicles in Middleton, WI have no reported accidents or damage?
What fuel types are available?
4.7 Overall rating
Customers say
Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Luong S
Reviewed a 2012 Toyota Base on Apr 26, 2026
This car's features are very good and have great value the only missing is it has only one key.
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.
Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Highlander prices has changed over time.
See more price trendsToyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Significant Depreciation for Older Models: The 2016 Toyota Highlander shows the steepest decline, with a current average price of $18,897, reflecting a -38.5% depreciation from its original MSRP.
- Recent Models Retain Value: The 2026 model is currently priced at $51,737, which is +11.0% above its MSRP, indicating strong demand for the latest model.
- Best Value Year: The 2022 Highlander is priced at $33,940, representing a -5.1% depreciation, making it a potentially attractive option for buyers seeking a balance between price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,737 | +11.0% |
| 2025 Toyota Highlander | $40,320 | $41,573 | +3.1% |
| 2024 Toyota Highlander | $39,270 | $39,197 | -0.2% |
| 2023 Toyota Highlander | $36,620 | $36,418 | -0.6% |
| 2022 Toyota Highlander | $35,855 | $33,940 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,923 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,787 | -16.8% |
| 2019 Toyota Highlander | $31,830 | $24,537 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,596 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,935 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $18,897 | -38.5% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The average price in New York, NY is $26,703, indicating a premium market likely driven by demand and limited supply.
- Lowest Prices in Chicago: Chicago, IL offers the lowest average price at $24,808, suggesting a more competitive market with higher inventory levels.
- Price Variation Across Cities: Cities like Dallas, TX and Philadelphia, PA show average prices of $26,745 and $29,400, respectively, indicating regional differences in demand and pricing strategies.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 653 | $26,703 |
| Los Angeles, CA | 521 | $25,837 |
| Chicago, IL | 341 | $24,808 |
| Dallas, TX | 384 | $26,745 |
| Philadelphia, PA | 295 | $29,400 |
| Houston, TX | 385 | $25,025 |
| Miami, FL | 223 | $29,432 |
| Washington, DC | 486 | $27,474 |
| Atlanta, GA | 336 | $26,870 |
| Boston, MA | 635 | $28,044 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: With 3,182 listings, the XLE AWD trim is the most prevalent, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725, commands a significant premium, reflecting its extensive feature set and luxury appeal.
- Feature-Rich Trims: All trims offer a robust set of features, with the Platinum AWD trim providing the highest level of luxury and technology, justifying its higher MSRP.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,182 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,221 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,925 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,139 currently listed for sale and an average price of $39,141.00, 36.5% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
Why it stands out
The 2024 Toyota Highlander stands out in the crowded midsize SUV market with its strong reputation for reliability, spacious interiors, and family-friendly features. The vehicle features an innovative unibody design that enhances fuel efficiency and driving dynamics, making it a favorite among families. It also includes a user-friendly infotainment system and a suite of advanced safety technologies. This model offers a comfortable ride, excellent handling, and an impressive amount of cargo space. The Highlander’s combination of upscale features and overall affordability solidifies its appeal to potential buyers looking for a versatile and dependable family vehicle.
Other model years to consider
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
- Average price: $33,550.00
- Good/great deal percentage: 34.9%
- User rating: 4.44 / 5
- Total listings: 4,964
These recommendations are based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,211
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,181
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,357
- User rating4.8636
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