Certified Toyota Highlander for Sale nearWindsor, WI
20 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 33,935
- Stock #:
- PSW1202
- VIN:
- 5TDKDRBHXSS583469
Sponsored by Toyota of Brookfield
2025 Toyota Highlander
LE AWD
33,935 mi
Brookfield, WI
60 mi away
Good Deal
$37,917
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 113,083
- Stock #:
- JS540545
- VIN:
- 5TDJZRFH8JS540545
Sponsored Listing
2018 Toyota Highlander
XLE AWD
113,083 mi
Libertyville, IL
96 mi away
Fair Deal
$22,242
- 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
96 mi away
Good Deal
$48,314
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,557
- Stock #:
- SP3979A
- VIN:
- 5TDKDRBH6PS028171
2023 Toyota Highlander
Limited AWD
54,557 mi
Sauk City, WI
20 mi away
Good Deal
$38,199
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,447
- Stock #:
- V7807
- VIN:
- 5TDFZRBH3MS142840
Price drop
-$899
2021 Toyota Highlander
Platinum AWD
50,447 mi
Franklin, WI
68 mi away
Good Deal
$38,272
$37,373
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 113,083
- Stock #:
- JS540545
- VIN:
- 5TDJZRFH8JS540545
2018 Toyota Highlander
XLE AWD
113,083 mi
Libertyville, IL
96 mi away
Fair Deal
$22,242
- 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:
- CELESTIAL SILVER METALLIC
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 18,765
- Stock #:
- TSL2037
- VIN:
- 5TDKDRBH0RS573480
2024 Toyota Highlander
LE AWD
18,765 mi
Oshkosh, WI
66 mi away
Good Deal
$39,889
- 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:
- 33,935
- Stock #:
- PSW1202
- VIN:
- 5TDKDRBHXSS583469
2025 Toyota Highlander
LE AWD
33,935 mi
Brookfield, WI
60 mi away
Good Deal
$37,917
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,952
- Stock #:
- RS570251
- VIN:
- 5TDKDRBH3RS570251
2024 Toyota Highlander
Limited AWD
26,952 mi
Libertyville, IL
96 mi away
Good Deal
$43,275
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,662
- Stock #:
- T17128A
- VIN:
- 5TDKDRAH2PS525056
2023 Toyota Highlander
XLE FWD
48,662 mi
Brookfield, WI
60 mi away
Good Deal
$34,095
- 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:
- 4,057
- Stock #:
- TS596711
- VIN:
- 5TDKDRBHXTS596711
New arrival
2026 Toyota Highlander
XLE AWD
4,057 mi
Libertyville, IL
96 mi away
Great Deal
$47,495
- 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 (Ruby Flare Pearl 3t3)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Eb20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,927
- Stock #:
- A6050A
- VIN:
- 5TDKDRBH9TS596568
New arrival
2026 Toyota Highlander
XLE AWD
15,927 mi
Janesville, WI
38 mi away
Good Deal
$46,120
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,146
- Stock #:
- T23156-1A
- VIN:
- 5TDDZRBH3LS018962
2020 Toyota Highlander
Limited AWD
52,146 mi
Milwaukee, WI
71 mi away
Fair Deal
$35,297
- 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
96 mi away
Good Deal
$48,314
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,627
- Stock #:
- 6F321A
- VIN:
- 5TDKDRAH4PS521901
2023 Toyota Highlander
L FWD
26,627 mi
Libertyville, IL
96 mi away
Fair Deal
$32,303
- Year:
- 2024
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,150
- Stock #:
- T262685A
- VIN:
- 5TDKDRAH1RS050924
Photos coming soon
2024 Toyota Highlander
XLE FWD
31,150 mi
Kenosha, WI
83 mi away
Fair Deal
$39,879
- 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
73 mi away
Fair Deal
$52,195
- 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:
- Red (Maroon)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 120,732
- Stock #:
- X4205A
- VIN:
- 5TDBZRFH9JS806420
Photos coming soon
2018 Toyota Highlander
LE AWD
120,732 mi
Monroe, WI
44 mi away
No Rating
$17,995
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Glazed Caramel
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,764
- Stock #:
- XX7644
- VIN:
- 5TDKDRBH7TS599467
New arrival
2026 Toyota Highlander
Platinum AWD
10,764 mi
Crystal Lake, IL
86 mi away
High Priced
$54,878
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,981
- Stock #:
- XX7645
- VIN:
- 5TDKDRBH1SS591251
Photos coming soon
New arrival
2025 Toyota Highlander
XLE AWD
10,981 mi
Crystal Lake, IL
86 mi away
High Priced
$47,071
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 141,451
- Stock #:
- PC19610A
- VIN:
- 5TDJZRFH6KS614272
2019 Toyota Highlander
XLE AWD
141,451 mi
Racine, WI
81 mi away
High Priced
$22,174
- 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:
- Heavy Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,432
- Stock #:
- P91330
- VIN:
- 5TDKDRBH8SS591330
2025 Toyota Highlander
XLE AWD
14,432 mi
Milwaukee, WI
71 mi away
High Priced
$47,313
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,885
- Stock #:
- P50749
- VIN:
- 5TDKDRBH2RS550749
2024 Toyota Highlander
Platinum AWD
21,885 mi
Milwaukee, WI
71 mi away
Overpriced
$53,497
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,662
- Stock #:
- T17128A
- VIN:
- 5TDKDRAH2PS525056
Sponsored Listing
2023 Toyota Highlander
XLE FWD
48,662 mi
Brookfield, WI
60 mi away
Good Deal
$34,095
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