Used 2025 Toyota Highlander for Sale nearMiddleton, WI
94 vehicles found
- 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:
- 11,095
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
Sponsored by Toyota of Brookfield
2026 Toyota Highlander
XLE AWD
11,095 mi
Brookfield, WI
68 mi away
Fair Deal
$48,452
- 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
Sponsored Listing
2024 Toyota Highlander
XLE AWD
20,556 mi
Dubuque, IA
75 mi away
Fair Deal
$45,064
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,363
- Stock #:
- 3P26072
- VIN:
- 5TDKDRBHXRS575351
Sponsored Listing
2024 Toyota Highlander
XLE AWD
22,363 mi
Boscobel, WI
60 mi away
Fair Deal
$43,556
- 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
Madison, WI
8 mi away
Good Deal
$41,914
- 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
Dubuque, IA
75 mi away
Fair Deal
$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
Belvidere, IL
67 mi away
Great Deal
$37,748
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,045
- Stock #:
- E260163A
- VIN:
- 5TDKDRBH3RS545026
2024 Toyota Highlander
Platinum AWD
44,045 mi
Mukwonago, WI
64 mi away
Good Deal
$43,594
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,579
- Stock #:
- H9722
- VIN:
- 5TDKDRBHXRS538235
Price drop
-$1,000
2024 Toyota Highlander
XLE AWD
48,579 mi
Home delivery from Downers Grove, IL
Price includes $178 shipping
Good Deal
$38,434
$37,434
- 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:
- 32,163
- Stock #:
- G94195
- VIN:
- 5TDKDRBH5SS583475
2025 Toyota Highlander
XSE AWD
32,163 mi
West Allis, WI
75 mi away
Good Deal
$38,899
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,659
- Stock #:
- P25-1937
- VIN:
- 5TDKDRBH6RS535025
Price drop
-$968
2024 Toyota Highlander
XLE AWD
61,659 mi
Janesville, WI
38 mi away
Good Deal
$37,439
$36,471
- 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
75 mi away
Good Deal
$40,394
- 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:
- 28,738
- Stock #:
- G94202
- VIN:
- 5TDKDRBH0SS582329
Price drop
-$1,454
2025 Toyota Highlander
XSE AWD
28,738 mi
West Allis, WI
75 mi away
Good Deal
$41,786
$40,332
- 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:
- 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
2025 Toyota Highlander
XSE AWD
28,703 mi
West Allis, WI
75 mi away
Good Deal
$40,332
CarGurus Analysis:
2025 Toyota Highlander
With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.
- 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,138
- Stock #:
- T53200A
- VIN:
- 5TDKDRBHXRS565130
2024 Toyota Highlander
XLE AWD
35,138 mi
Milwaukee, WI
74 mi away
Good Deal
$39,519
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,363
- Stock #:
- 3P26072
- VIN:
- 5TDKDRBHXRS575351
2024 Toyota Highlander
XLE AWD
22,363 mi
Boscobel, WI
60 mi away
Fair Deal
$43,556
- 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
Price drop
-$1,377
2025 Toyota Highlander
XSE AWD
29,167 mi
West Allis, WI
75 mi away
Good Deal
$41,731
$40,354
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,133
- Stock #:
- 93911A
- VIN:
- 5TDKDRBH7RS538080
Price drop
-$1,450
2024 Toyota Highlander
LE AWD
72,133 mi
West Allis, WI
75 mi away
Good Deal
$30,793
$29,343
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,235
- Stock #:
- TRAC599306
- VIN:
- 5TDKDRBH5TS599306
New arrival
2026 Toyota Highlander
Platinum AWD
9,235 mi
Madison, WI
5 mi away
Fair Deal
$55,632
- 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:
- 11,095
- Stock #:
- T16905A
- VIN:
- 5TDKDRBH3TS596114
2026 Toyota Highlander
XLE AWD
11,095 mi
Brookfield, WI
68 mi away
Fair Deal
$48,452
- 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:
- 8,056
- Stock #:
- TS601793
- VIN:
- 5TDKDRBHXTS601793
2026 Toyota Highlander
XLE AWD
8,056 mi
Crystal Lake, IL
87 mi away
Great Deal
$44,254
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,785
- Stock #:
- 13GB0137P
- VIN:
- 5TDKDRBH4SS583631
2025 Toyota Highlander
XSE AWD
39,785 mi
Home delivery from Burnsville, MN
Price includes $326 shipping
Fair Deal
$41,674
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,885
- Stock #:
- SS588777
- VIN:
- 5TDKDRBH2SS588777
2025 Toyota Highlander
XSE AWD
20,885 mi
Libertyville, IL
99 mi away
Good Deal
$43,934
- 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
New arrival
Sponsored Listing
2025 Toyota Highlander
LE FWD
34,749 mi
Greenfield, WI
75 mi away
Fair Deal
$36,036
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.9% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.
Why it stands out
The 2025 Toyota Highlander continues to exemplify the strengths that have made it a popular choice among midsize SUVs. Its spacious interior and comfortable seating for up to seven passengers make it ideal for families on the go. The Highlander's well-rounded performance is enhanced by its hybrid model, which provides excellent fuel efficiency for its class. While it may not offer the most exciting driving dynamics or luxurious interiors compared to some competitors, its reputation for reliability and safety makes it a top contender in the segment. Additionally, the availability of advanced safety features further appeals to families looking for peace of mind on the road.
Other model years to consider
- Average price: $39,141.00
- Good/great deal percentage: 36.5%
- User rating: 5 / 5
- Total listings: 4,139
- 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
This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,770
0.4%
2025 Toyota Highlander
Index Price
$29,174
0.1%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Boston: The market in Boston, MA ($43,950) reflects a premium likely due to higher demand and limited inventory.
- Lowest Prices in Miami: Miami, FL ($35,425) offers the most competitive pricing, indicating a more price-sensitive market or higher inventory levels.
- Inventory Variation: Cities like Houston (160 listings) and Dallas (127 listings) show a strong inventory presence, correlating with stable pricing around $38K–$42K.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 155 | $43,950 |
| Dallas, TX | 127 | $42,359 |
| Washington, DC | 97 | $42,718 |
| New York, NY | 113 | $40,960 |
| Atlanta, GA | 121 | $40,842 |
| Chicago, IL | 91 | $37,900 |
| Houston, TX | 160 | $38,079 |
| Los Angeles, CA | 142 | $38,473 |
| Philadelphia, PA | 103 | $36,683 |
| Miami, FL | 76 | $35,425 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD (3,181 listings) is the most common trim, indicating strong demand for all-wheel drive options.
- Premium Pricing for Limited Trims: The Limited AWD ($49,525 MSRP) is priced significantly higher, reflecting its luxury features and lower inventory (1,227 listings).
- Value in Base Trims: The LE AWD ($41,920 MSRP) offers a competitive entry point with a solid feature set, appealing to budget-conscious buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,181 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1,396 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1,227 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE AWD | 767 | $41,920 | AWD | 2.4L 265 hp I4 |
| LE FWD | 745 | $40,320 | FWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 377 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Model Premium: The 2026 Highlander is priced at $51,737, reflecting a 12.3% increase over its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: The 2019 Highlander shows significant depreciation at -22.9%, suggesting a steep drop in value as the vehicle ages.
- Best Value Years: The 2022 Highlander is priced at $33,940, only -5.1% below MSRP, making it a compelling option for buyers seeking recent models with less depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $51,737 | +12.3% |
| 2024 | $39,270 | $39,197 | -0.2% |
| 2023 | $36,620 | $36,418 | -0.6% |
| 2022 | $35,855 | $33,940 | -5.1% |
| 2021 | $35,085 | $30,923 | -12.0% |
| 2020 | $34,600 | $28,787 | -16.8% |
| 2019 | $31,830 | $24,537 | -22.9% |
| 2018 | $31,230 | $22,596 | -27.7% |
| 2017 | $30,630 | $20,935 | -31.6% |
| 2016 | $30,490 | $18,897 | -38.1% |
| 2015 | $29,765 | $17,326 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Middleton, WI?
The average 2025 Toyota Highlander costs about $41,769.73. The average price has increased by 0.9% since last year. The 58 for sale near Middleton, WI on CarGurus, range from $30,998 to $55,632 in price.
How many 2025 Toyota Highlander vehicles in Middleton, WI have no reported accidents or damage?
58 out of 58 for sale near Middleton, WI have no reported accidents or damage.
What is the fuel economy of the 2025 Toyota Highlander?
Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).
What fuel types are available?
Gasoline engines are available.
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