Used 2021 Toyota Highlander for Sale nearMilwaukee, WI
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- 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:
- 68,994
- Stock #:
- P2906
- VIN:
- 5TDGZRBH7NS569363
Sponsored by Toyota of Fox Lake
2022 Toyota Highlander
XLE AWD
68,994 mi
$32,359
- 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
-$570
Sponsored Listing
2021 Toyota Highlander
XLE AWD
126,235 mi
$26,048
$25,478
- Year:
- 2022
- 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:
- 64,268
- Stock #:
- TPP3174
- VIN:
- 5TDLZRBH4NS183675
Sponsored Listing
2022 Toyota Highlander
XSE AWD
64,268 mi
$34,749
- 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
$38,997
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Opulent Amber
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,116
- Stock #:
- L21707A
- VIN:
- 5TDHZRBH8NS192045
2022 Toyota Highlander
XLE AWD
56,116 mi
$34,016
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 67,895
- Stock #:
- 7561B
- VIN:
- 5TDBZRBH9NS184672
-$1,500
2022 Toyota Highlander
LE AWD
67,895 mi
$30,668
$29,168
- 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:
- 2022
- 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:
- 68,994
- Stock #:
- P2906
- VIN:
- 5TDGZRBH7NS569363
2022 Toyota Highlander
XLE AWD
68,994 mi
$32,359
- 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
$28,608
- Year:
- 2022
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,214
- Stock #:
- NP12381
- VIN:
- 5TDCZRBHXNS201015
2022 Toyota Highlander
L AWD
60,214 mi
$27,850
- Year:
- 2022
- 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:
- 64,268
- Stock #:
- TPP3174
- VIN:
- 5TDLZRBH4NS183675
2022 Toyota Highlander
XSE AWD
64,268 mi
$34,749
- 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
$25,417
CarGurus Analysis:
2021 Toyota Highlander
With 198 currently listed for sale near Milwaukee, WI and an average price of $34,810.00, 41.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
- Year:
- 2022
- 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:
- Cockpit Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,560
- Stock #:
- 163013T
- VIN:
- 5TDJZRBH2NS163013
2022 Toyota Highlander
XSE AWD
76,560 mi
$33,327
- 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
$33,975
- Year:
- 2022
- 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:
- 48,063
- Stock #:
- 14798
- VIN:
- 5TDGZRBH0NS257899
2022 Toyota Highlander
XLE AWD
48,063 mi
$34,582
- 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:
- Automatic
- Mileage:
- 79,720
- Stock #:
- 056928
- VIN:
- 5TDJZRBH0MS056928
2021 Toyota Highlander
XSE AWD
79,720 mi
$32,247
- Year:
- 2022
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,694
- Stock #:
- 103912A
- VIN:
- 5TDGZRBH2NS234866
2022 Toyota Highlander
XLE AWD
70,694 mi
$33,119
- 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
2021 Toyota Highlander
Platinum AWD
56,992 mi
$36,551
- 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:
- 2022
- 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:
- 42,556
- Stock #:
- NS113221Z
- VIN:
- 5TDGZRAH7NS113221
2022 Toyota Highlander
XLE FWD
42,556 mi
$35,529
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,887
- Stock #:
- 63965
- VIN:
- 5TDGZRBH0NS576591
2022 Toyota Highlander
XLE AWD
59,887 mi
$33,221
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,592
- Stock #:
- P22949K
- VIN:
- 5TDBZRBH9NS241145
Sponsored Listing
2022 Toyota Highlander
LE AWD
67,592 mi
$29,392
CarGurus Analysis: 2021 Toyota Highlander
overall
Summary
With 198 currently listed for sale near Milwaukee, WI and an average price of $34,810.00, 41.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars.
100.0% of 2021 Highlander models on CarGurus are accident free.
The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.
Why it stands out
The 2021 Toyota Highlander continues to be a strong contender in the competitive three-row SUV market, thanks to its blend of comfort, reliability, and safety features. This model year introduces additional standard safety technologies under the Toyota Safety Sense 2.5+ suite, enhancing its already impressive safety credentials. With a powerful 3.5-liter V6 engine producing 295 horsepower, the Highlander offers a smooth and predictable driving experience, making it ideal for family trips. The interior is designed with high-quality materials and ample space, ensuring comfort for all passengers. While some may find the styling uninspired and the base engine underwhelming, the Highlander's overall value, particularly in terms of safety and comfort, makes it appealing to buyers looking for a reliable family vehicle.
Other model years to consider
- Average price: $30,000.00
- Good/great deal percentage: 33.6%
- User rating: 4.93 / 5
- Total listings: 122
- Average price: $41,000.00
- Good/great deal percentage: 48.7%
- User rating: 4.75 / 5
- Total listings: 189
- Average price: $25,000.00
- Good/great deal percentage: 31.3%
- User rating: 4.78 / 5
- Total listings: 83
This analysis is based on CarGurus' proprietary market data from July 21, 2026, CarGurus experts' opinions, and generative AI.
4.9 Overall rating
Filter by rating
Tony T
Reviewed a 2021 Toyota Highlander on Jul 5, 2022
Love this 2021 Highlander SXE model, got all the bells and whistles. No complaints. Can’t go wrong with Toyota. Out of the 20 SUV with 5000 lbs towing, this one is top IMO.
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.
Melissa C
Reviewed a 2021 Toyota Highlander on May 6, 2024
Toyota knocked it out of the park again with this 2021 Highlander Platinum. Luxurious quiet ride Lexus feel like. Very happy with this purchase.
Frederick and Mariah P
Reviewed a 2021 Toyota Platinum AWD on Mar 5, 2023
Absolutely love the upgraded features of this car. The panoramic sunroof is stunning, the infotainment screen is huge and easy to operate, the seats are insanely comfortable, and the ride is so smooth and surprisingly quiet on the inside. We haven’t had the car for long but we are absolutely loving it so far. We are so glad that we decided to go with the platinum trim!
2021 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE AWD | $38,885 |
| LE FWD | $37,285 |
| XSE FWD | $41,680 |
| XSE AWD | $43,630 |
| Limited AWD | $45,990 |
| Platinum AWD | $49,190 |
| XLE FWD | $40,085 |
| XLE AWD | $41,685 |
2021 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Toyota Highlander prices has changed over time.
See more price trends2021 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 $34,469, indicating a strong demand or limited supply in that area.
- Lowest Prices in Janesville: Conversely, Janesville, WI offers the lowest average price at $30,624, suggesting a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Kenosha (217 listings) and Chicago (232 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 | 174 | $34,469 |
| Kenosha, WI | 217 | $31,573 |
| Janesville, WI | 185 | $30,624 |
| Palatine, IL | 231 | $30,694 |
| Madison, WI | 180 | $30,377 |
| Rockford, IL | 188 | $31,422 |
| Chicago, IL | 232 | $30,670 |
| Muskegon, MI | 177 | $30,244 |
| Appleton, WI | 165 | $32,402 |
| Aurora, IL | 226 | $30,440 |
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.
- Price Range Across Trims: The Limited AWD trim has the highest MSRP at $45,990, reflecting its premium features, while the LE FWD trim is the most affordable at $37,285.
- AWD vs. FWD Demand: AWD trims dominate the inventory, suggesting a regional preference for all-weather capability, particularly in areas with variable climates.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 196 | $41,685 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 54 | $40,085 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 85 | $45,990 | AWD | 3.5L 295 hp V6 |
| LE FWD | 33 | $37,285 | FWD | 3.5L 295 hp V6 |
| XSE AWD | 48 | $43,630 | AWD | 3.5L 295 hp V6 |
| LE AWD | 40 | $38,885 | AWD | 3.5L 295 hp V6 |
| Platinum AWD | 40 | $49,190 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 20 | $44,040 | FWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2025 Highlander is priced at $38,331, which is about 5.5% below MSRP, indicating a slight depreciation trend for new models.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, with an average price of $23,710, reflecting a -25.5% depreciation from its original MSRP.
- Best Value in Recent Years: The 2022 Highlander is priced at $33,188, which is -7.3% below MSRP, making it a potentially attractive option for buyers looking for a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2025 Toyota Highlander | $40,320 | $38,331 | -4.9% |
| 2024 Toyota Highlander | $39,270 | $40,717 | +3.7% |
| 2023 Toyota Highlander | $36,620 | $35,866 | -2.1% |
| 2022 Toyota Highlander | $35,855 | $33,188 | -7.3% |
| 2020 Toyota Highlander | $34,600 | $28,436 | -17.8% |
| 2019 Toyota Highlander | $31,830 | $23,710 | -25.5% |
| 2018 Toyota Highlander | $31,230 | $20,699 | -33.9% |
| 2017 Toyota Highlander | $30,630 | $18,497 | -39.8% |
| 2016 Toyota Highlander | $30,490 | $18,037 | -40.8% |
| 2015 Toyota Highlander | $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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