New & Used 2026 Toyota Highlander for Sale nearMilwaukee, WI
55 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2026
- 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:
- 11,902
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
Sponsored by Toyota of Brookfield
2026 Toyota Highlander
XLE AWD
11,902 mi
Brookfield, WI
13 mi away
Fair Deal
$49,613
- 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:
- Celestial Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,749
- Stock #:
- 43P2016
- VIN:
- 5TDKDRAH8SS552187
Sponsored Listing
2025 Toyota Highlander
LE FWD
34,749 mi
Greenfield, WI
8 mi away
Good Deal
$35,136
- 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:
- 26,758
- Stock #:
- G94171
- VIN:
- 5TDKDRBH0SS582167
2025 Toyota Highlander
XSE AWD
26,758 mi
West Allis, WI
8 mi away
Great Deal
$39,899
- 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:
- 28,703
- Stock #:
- G94196
- VIN:
- 5TDKDRBH8SS575984
Price drop
-$1,355
2025 Toyota Highlander
XSE AWD
28,703 mi
West Allis, WI
8 mi away
Great Deal
$40,332
$39,376
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,167
- Stock #:
- G94199
- VIN:
- 5TDKDRBH4SS582124
2025 Toyota Highlander
XSE AWD
29,167 mi
West Allis, WI
8 mi away
Great Deal
$39,879
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,255
- Stock #:
- G94212
- VIN:
- 5TDKDRBHXSS582094
Price drop
-$1,246
2025 Toyota Highlander
XSE AWD
31,255 mi
West Allis, WI
8 mi away
Great Deal
$40,179
$39,332
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,080
- Stock #:
- G94208
- VIN:
- 5TDKDRBH2SS583725
Price drop
-$1,385
2025 Toyota Highlander
XSE AWD
28,080 mi
West Allis, WI
8 mi away
Great Deal
$41,376
$40,390
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,559
- Stock #:
- G94267
- VIN:
- 5TDKDRBH2SS579397
2025 Toyota Highlander
XSE AWD
34,559 mi
West Allis, WI
8 mi away
Good Deal
$40,349
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,115
- Stock #:
- 13GB0138P
- VIN:
- 5TDKDRBH4SS578025
2025 Toyota Highlander
XSE AWD
36,115 mi
Home delivery from Burnsville, MN
Price includes $438 shipping
Fair Deal
$40,287
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,261
- Stock #:
- G94265
- VIN:
- 5TDKDRBH0SS583688
2025 Toyota Highlander
XSE AWD
34,261 mi
West Allis, WI
8 mi away
Good Deal
$39,390
- 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:
- 27,825
- Stock #:
- S576363
- VIN:
- 5TDKDRBH3SS576363
2025 Toyota Highlander
XSE AWD
27,825 mi
Home delivery from Defiance, OH
Price includes $436 shipping
Good Deal
$41,008
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,172
- Stock #:
- G94188
- VIN:
- 5TDKDRBH0SS582573
2025 Toyota Highlander
XSE AWD
30,172 mi
West Allis, WI
8 mi away
Good Deal
$40,321
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,374
- Stock #:
- 13GB0124P
- VIN:
- 5TDKDRBH2SS583448
2025 Toyota Highlander
XSE AWD
32,374 mi
Home delivery from Burnsville, MN
Price includes $438 shipping
Fair Deal
$41,687
CarGurus Analysis:
2026 Toyota Highlander
With 824 currently listed for sale and an average price of $49,644.00, 32.2% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.4% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
- Year:
- 2026
- 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:
- 11,902
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
2026 Toyota Highlander
XLE AWD
11,902 mi
Brookfield, WI
13 mi away
Fair Deal
$49,613
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,042
- Stock #:
- 1TT89976
- VIN:
- 5TDKDRBH2SS589976
2025 Toyota Highlander
XSE AWD
10,042 mi
Home delivery from Greensboro, NC
Price includes $906 shipping
Fair Deal
$46,155
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,576
- Stock #:
- OP34515
- VIN:
- 5TDKDRBH5SS587428
2025 Toyota Highlander
XSE AWD
23,576 mi
Home delivery from Fenton, MI
Price includes $318 shipping
Fair Deal
$43,632
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,533
- Stock #:
- 28734437
- VIN:
- 5TDKDRAHXSS553891
2025 Toyota Highlander
LE FWD
32,533 mi
Store transfer to Milwaukee, WI
Price includes $1,999 shipping
Fair Deal
$34,997
- 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:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,883
- Stock #:
- AH552334
- VIN:
- 5TDKDRAH6SS552334
2025 Toyota Highlander
XLE FWD
48,883 mi
Home delivery from Nashville, TN
Price includes $476 shipping
Fair Deal
$38,590
- Year:
- 2026
- 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:
- 242
- Stock #:
- 10C0006P
- VIN:
- 5TDKDRBH0TS605299
New arrival
2026 Toyota Highlander
XSE AWD
242 mi
Home delivery from Baxter, MN
Price includes $387 shipping
Fair Deal
$52,735
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 3,711
- Stock #:
- 28655529
- VIN:
- 5TDKDRBH8SS593286
New arrival
2025 Toyota Highlander
Platinum AWD
3,711 mi
Store transfer to Milwaukee, WI
Price includes $249 shipping
Good Deal
$50,247
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,867
- Stock #:
- 28062597
- VIN:
- 5TDKDRBH0TS595339
2026 Toyota Highlander
Limited AWD
6,867 mi
Store transfer to Milwaukee, WI
Price includes $1,199 shipping
Good Deal
$51,197
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,495
- Stock #:
- 27152554
- VIN:
- 5TDKDRBH2TS603957
2026 Toyota Highlander
Platinum AWD
4,495 mi
Store transfer to Milwaukee, WI
Price includes $1,599 shipping
Good Deal
$53,597
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,060
- Stock #:
- 29041289
- VIN:
- 5TDKDRAH0SS550627
2025 Toyota Highlander
LE FWD
31,060 mi
Store transfer to Milwaukee, WI
Price includes $1,199 shipping
Fair Deal
$36,197
CarGurus Analysis: 2026 Toyota Highlander
Summary
With 824 currently listed for sale and an average price of $49,644.00, 32.2% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
94.4% of 2026 Highlander models on CarGurus are accident free.
The 2026 Toyota Highlander continues to impress with its spacious and comfortable interior, excellent safety ratings, and available hybrid models, making it a practical choice for families.
Why it stands out
The 2026 Toyota Highlander stands out in the crowded midsize SUV market due to its blend of reliability, comfort, and safety. As a pioneer in the crossover segment, the Highlander has evolved to offer a spacious interior that can accommodate up to seven passengers, making it ideal for families. The latest model features a refined ride quality and a suite of advanced safety technologies, ensuring peace of mind for drivers and passengers alike. While it may not be the most exciting vehicle to drive, its strong reputation for reliability and fuel efficiency—especially in hybrid variants—makes it a compelling choice for those prioritizing practicality over performance. The Highlander's consistent high ratings from both users and experts reflect its enduring appeal.
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.
2026 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
2026 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2026 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$49,782
0.8%
2026 Toyota Highlander
Index Price
$29,098
0.7%
All used vehicles
2026 Toyota Highlander Pricing Analysis: Milwaukee, WI Market Report
Pricing by Nearby Locations
Market Area: Milwaukee, WI
Key Insights
- Highest Prices in Kenosha and Janesville: Both cities command an average price of $43,899, indicating a strong demand for the Highlander in these areas.
- Stable Pricing Across Nearby Cities: The average price remains consistent across multiple locations, suggesting a uniform market demand for the Highlander in the region.
- Limited Inventory in Rockford: With only 26 listings, Rockford may experience higher price volatility due to lower supply.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Kenosha, WI | 51 | $43,899 |
| Janesville, WI | 30 | $43,899 |
| Palatine, IL | 42 | $43,899 |
| Chicago, IL | 41 | $43,899 |
| Aurora, IL | 42 | $43,899 |
| Rockford, IL | 26 | $43,899 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: With 195 listings, the XLE AWD trim is the most available, indicating strong consumer preference.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725 MSRP, reflects a significant markup due to its luxury features.
- Consistent Drivetrain Across Trims: All trims listed are AWD, catering to the demand for all-weather capability in the region.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 195 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 85 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 48 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 40 | $53,925 | AWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- 2024 Model Shows Strong Demand: The 2024 Highlander is priced at $40,717, which is ~7.5% above its MSRP, indicating robust market interest.
- Significant Depreciation for Older Models: The 2019 Highlander has depreciated to $23,710, reflecting a ~25.5% drop from its original MSRP.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,188, showing a modest depreciation of ~7.5%, making it a competitive option for buyers.
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 | -7.5% |
| 2021 Toyota Highlander | $35,085 | $33,858 | -3.5% |
| 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 | -33.8% |
| 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
How much does the 2026 Toyota Highlander cost in Milwaukee, WI?
The average 2026 Toyota Highlander costs about $49,782.03. The average price has decreased by -1.8% since last year. The 40 for sale near Milwaukee, WI on CarGurus, range from $32,998 to $53,980 in price.
How many 2026 Toyota Highlander vehicles in Milwaukee, WI have no reported accidents or damage?
38 out of 40 for sale near Milwaukee, WI have no reported accidents or damage.
What is the fuel economy of the 2026 Toyota Highlander?
Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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