Used Toyota Highlander for Sale nearGreendale, WI
26 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,662
- Stock #:
- TS603391
- VIN:
- 5TDKDRBH0TS603391
New arrival
Sponsored by Zeigler Toyota of Racine
2026 Toyota Highlander
Platinum AWD
9,662 mi
Mt Pleasant, WI
15 mi away
Good Deal
$53,436
- 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:
- 14,771
- Stock #:
- TS605021
- VIN:
- 5TDKDRBHXTS605021
Sponsored Listing
2026 Toyota Highlander
XLE AWD
14,771 mi
Libertyville, IL
46 mi away
Good Deal
$47,576
- 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,935
- Stock #:
- TPP3253
- VIN:
- 5TDKDRBH9TS596179
Sponsored Listing
2026 Toyota Highlander
XLE AWD
15,935 mi
Milwaukee, WI
15 mi away
Fair Deal
$48,919
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,662
- Stock #:
- TS603391
- VIN:
- 5TDKDRBH0TS603391
New arrival
2026 Toyota Highlander
Platinum AWD
9,662 mi
Mt Pleasant, WI
15 mi away
Good Deal
$53,436
- 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:
- 14,771
- Stock #:
- TS605021
- VIN:
- 5TDKDRBHXTS605021
2026 Toyota Highlander
XLE AWD
14,771 mi
Libertyville, IL
46 mi away
Good Deal
$47,576
- 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,935
- Stock #:
- TPP3253
- VIN:
- 5TDKDRBH9TS596179
2026 Toyota Highlander
XLE AWD
15,935 mi
Milwaukee, WI
15 mi away
Fair Deal
$48,919
- 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:
- 12,417
- Stock #:
- 28871221
- VIN:
- 5TDKDRBHXTS597518
New arrival
2026 Toyota Highlander
XSE AWD
12,417 mi
Store transfer to Waukesha, WI
Price includes $699 shipping
Fair Deal
$49,697
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,465
- Stock #:
- P23403
- VIN:
- 5TDKDRBHXTS595753
2026 Toyota Highlander
Limited AWD
11,465 mi
Milwaukee, WI
2 mi away
Fair Deal
$51,794
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 4
- Stock #:
- T29465
- VIN:
- 5TDKDRBH4TS619335
Price drop
-$1,836
2026 Toyota Highlander
XLE AWD
Waukegan, IL
40 mi away
New car
TSRP $50,581
$49,377
$47,541
- 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:
- Midnight Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Softexfab
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- 614826
- VIN:
- 5TDKDRBH9TS614826
2026 Toyota Highlander
XLE AWD
Home delivery from Marina Del Rey, CA
Price includes $3,061 shipping
New car
TSRP $48,778
$50,961
- 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:
- Heavy Metal
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel leather trim
- Transmission:
- 8-Speed Dual Clutch
- Mileage:
- 0
- Stock #:
- 618383
- VIN:
- 5TDKDRBHXTS618383
2026 Toyota Highlander
Platinum AWD
Home delivery from DeRidder, LA
Price includes $1,330 shipping
New car
TSRP $56,383
$57,714
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- 617819
- VIN:
- 5TDKDRBH5TS617819
2026 Toyota Highlander
XSE AWD
Home delivery from Marina Del Rey, CA
Price includes $3,061 shipping
New car
TSRP $52,043
$55,226
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 7
- Stock #:
- T29119
- VIN:
- 5TDKDRBH0TS609160
2026 Toyota Highlander
Platinum AWD
Waukegan, IL
40 mi away
New car
TSRP $55,343
$55,721
- 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
- Mileage:
- 0
- VIN:
- 5TDKDRBH1TS38A492
2026 Toyota Highlander
Platinum AWD
Milwaukee, WI
2 mi away
New car
TSRP $56,808
$57,806
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Fuel type:
- Gasoline
- Mileage:
- 3
- Stock #:
- 261087T
- VIN:
- 5TDKDRBH7TS620897
New arrival
2026 Toyota Highlander
Milwaukee, WI
2 mi away
New car
TSRP $53,258
$54,256
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- K6447
- VIN:
- 5TDKDRBH6TS615240
2026 Toyota Highlander
Platinum AWD
Fox Lake, IL
39 mi away
New car
TSRP $57,352
$58,133
- 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TS42A126
- VIN:
- 5TDKDRBH2TS42A126
New arrival
2026 Toyota Highlander
Limited AWD
Libertyville, IL
46 mi away
New car
TSRP $55,532
$55,910
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- TS620255
- VIN:
- 5TDKDRBH0TS620255
New arrival
2026 Toyota Highlander
Platinum AWD
Libertyville, IL
46 mi away
New car
TSRP $57,447
$57,825
- 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:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- T29556
- VIN:
- 5TDKDRBH3TS38B062
2026 Toyota Highlander
Platinum AWD
Waukegan, IL
40 mi away
New car
TSRP $58,866
$59,244
- Year:
- 2026
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- TS41A609
- VIN:
- 5TDKDRBH5TS41A609
2026 Toyota Highlander
Platinum AWD
Home delivery from Davenport, IA
Price includes $237 shipping
New car
TSRP $56,808
$57,225
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- TRAC80
- VIN:
- 5TDKDRBH9TS613742
Photos coming soon
2026 Toyota Highlander
XSE AWD
Kenosha, WI
26 mi away
New car
No Price Listed
- 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:
- 0089
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Fabric Mixed
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3
- Stock #:
- TRAC84
- VIN:
- 5TDKDRBH0TS620580
Photos coming soon
New arrival
2026 Toyota Highlander
XSE AWD
Kenosha, WI
26 mi away
New car
No Price Listed
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- T262850
- VIN:
- 5TDKDRBH4TS621005
Photos coming soon
New arrival
2026 Toyota Highlander
Platinum AWD
Kenosha, WI
26 mi away
New car
No Price Listed
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,465
- Stock #:
- P23403
- VIN:
- 5TDKDRBHXTS595753
Sponsored Listing
2026 Toyota Highlander
Limited AWD
11,465 mi
Milwaukee, WI
2 mi away
Fair Deal
$51,794
2027 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2027 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
Not Available
2027 Toyota Highlander
Index Price
$28,823
1.1%
All used vehicles
2027 Toyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Newer Models Retain Value: The 2026 Highlander is priced at $50,961, reflecting a 10.7% premium over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2019 Highlander shows a steep decline, priced at $23,877, which is -25.5% compared to its original MSRP.
- Best Value in Recent Years: The 2022 Highlander is priced at $32,667, representing a -9.5% depreciation, making it a competitive option for buyers seeking value.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $50,961 | +10.7% |
| 2025 Toyota Highlander | $40,320 | $41,890 | +3.9% |
| 2024 Toyota Highlander | $39,270 | $39,305 | +0.1% |
| 2023 Toyota Highlander | $36,620 | $35,178 | -3.9% |
| 2022 Toyota Highlander | $35,855 | $32,667 | -9.5% |
| 2021 Toyota Highlander | $35,085 | $30,254 | -13.8% |
| 2020 Toyota Highlander | $34,600 | $28,014 | -19.2% |
| 2019 Toyota Highlander | $31,830 | $23,877 | -25.5% |
| 2018 Toyota Highlander | $31,230 | $21,685 | -30.6% |
| 2017 Toyota Highlander | $30,630 | $20,491 | -33.2% |
| 2016 Toyota Highlander | $30,490 | $18,387 | -39.8% |
| 2015 Toyota Highlander | $29,765 | $16,882 | -43.3% |
These recommendations are based on CarGurus' proprietary market data from September 23, 2026, CarGurus experts' opinions, and generative AI.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How many 2027 Toyota Highlander vehicles in Greendale, WI have no reported accidents or damage?
5 out of 5 for sale near Greendale, WI have no reported accidents or damage.
What is the fuel economy of the 2027 Toyota Highlander?
Depending on the engine and options, the 2027 Toyota Highlander gets between 24 and 24 MPG/MPGe.
What fuel types are available?
Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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