Used Toyota Highlander for Sale Under $40,000 Near Wisconsin
684 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Maroon)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 128,122
- Stock #:
- WYC-144219
- VIN:
- 5TDBKRFH9FS144219
Sponsored by Your Choice Autos - Waukegan
2015 Toyota Highlander
LE AWD
128,122 mi
Waukegan, IL
48 mi away
Good Deal
$15,799
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,755
- Stock #:
- 7461
- VIN:
- 5TDDZRBH2MS113661
Sponsored Listing
2021 Toyota Highlander
Limited AWD
76,755 mi
Racine, WI
22 mi away
Fair Deal
$34,197
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,770
- Stock #:
- 283935
- VIN:
- 5TDJKRFHXGS283935
New arrival
Sponsored Listing
2016 Toyota Highlander
XLE AWD
65,770 mi
Gurnee, IL
46 mi away
Good Deal
$23,830
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 110,612
- Stock #:
- 232289
- VIN:
- 5TDJKRFH3GS232289
2016 Toyota Highlander
XLE AWD
110,612 mi
Richfield, WI
20 mi away
Good Deal
$18,394
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,341
- Stock #:
- 24567
- VIN:
- 5TDGZRBH0LS513651
Price drop
-$1,057
2020 Toyota Highlander
XLE AWD
28,341 mi
Lomira, WI
46 mi away
Good Deal
$31,630
$30,970
- 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:
- 95,092
- Stock #:
- TA6537A
- VIN:
- 5TDDZRFH3KS738576
New arrival
2019 Toyota Highlander
Limited Platinum AWD
95,092 mi
Home delivery from Ottawa, IL
Price includes $125 shipping
Fair Deal
$28,535
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 106,638
- Stock #:
- MT502694
- VIN:
- 5TDJKRFH4GS502694
2016 Toyota Highlander
XLE AWD
106,638 mi
Muskego, WI
14 mi away
Good Deal
$19,199
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,668
- Stock #:
- 70661B
- VIN:
- 5TDGZRBH0NS188552
Price drop
-$800
2022 Toyota Highlander
XLE AWD
103,668 mi
Mount Pleasant, WI
22 mi away
Great Deal
$27,593
$26,793
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,170
- Stock #:
- LS049838A
- VIN:
- 5TDHZRBH1LS049838
New arrival
2020 Toyota Highlander
XLE AWD
51,170 mi
Home delivery from Kalamazoo, MI
Price includes $219 shipping
Fair Deal
$31,524
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,355
- Stock #:
- P4332A
- VIN:
- 5TDGZRBH2LS505146
2020 Toyota Highlander
XLE AWD
96,355 mi
Gurnee, IL
45 mi away
Good Deal
$25,789
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,685
- Stock #:
- 153961A
- VIN:
- 5TDKDRAH9PS030420
2023 Toyota Highlander
L FWD
25,685 mi
Greenfield, WI
7 mi away
Great Deal
$30,109
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Maroon)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 128,122
- Stock #:
- WYC-144219
- VIN:
- 5TDBKRFH9FS144219
2015 Toyota Highlander
LE AWD
128,122 mi
Waukegan, IL
48 mi away
Good Deal
$15,799
- 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
- Fuel type:
- Gasoline
- Transmission:
- 4-Speed Automatic
- Mileage:
- 71,140
- Stock #:
- ST-624928
- VIN:
- 5TDJZRFH4KS624928
2019 Toyota Highlander
XLE AWD
71,140 mi
Home delivery from Canton, MA
Price includes $1,282 shipping
Fair Deal
$28,768
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,407
- Stock #:
- G65368A
- VIN:
- 5TDJZRFH5KS584634
2019 Toyota Highlander
XLE AWD
72,407 mi
Gurnee, IL
45 mi away
Fair Deal
$27,790
- 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
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,733
- VIN:
- 5TDJZRFH6JS859572
New arrival
2018 Toyota Highlander
XLE AWD
85,733 mi
Waukesha, WI
16 mi away
Great Deal
$22,196
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,038
- Stock #:
- 26EX086A
- VIN:
- 5TDJZRFH2KS942269
New arrival
2019 Toyota Highlander
XLE AWD
110,038 mi
Franklin, WI
10 mi away
Fair Deal
$24,371
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 70,920
- Stock #:
- B49926A
- VIN:
- 5TDJZRBH6MS058294
Price drop
-$1,000
2021 Toyota Highlander
XSE AWD
70,920 mi
Home delivery from Chicago, IL
Free home delivery
Great Deal
$29,901
$28,901
- Year:
- 2017
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,764
- Stock #:
- P26910
- VIN:
- 5TDDZRFH8HS409297
2017 Toyota Highlander
Limited AWD
81,764 mi
Home delivery from Richmond, VA
Price includes $661 shipping
Fair Deal
$27,203
- 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
Price drop
-$1,007
2025 Toyota Highlander
LE AWD
33,935 mi
Brookfield, WI
13 mi away
Good Deal
$37,209
$36,202
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-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:
- 96,369
- Stock #:
- 192398
- VIN:
- 5TDZZRFH4HS192398
2017 Toyota Highlander
LE Plus
96,369 mi
Home delivery from Marietta, GA
Price includes $976 shipping
Good Deal
$19,646
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,971
- Stock #:
- KS939416
- VIN:
- 5TDDZRFH0KS939416
New arrival
2019 Toyota Highlander
Limited AWD
100,971 mi
West Bend, WI
31 mi away
Fair Deal
$26,799
- 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:
- Walnut
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,887
- Stock #:
- WP3535
- VIN:
- 5TDDZRFH1KS988561
2019 Toyota Highlander
Limited AWD
63,887 mi
Waukesha, WI
16 mi away
Good Deal
$29,490
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,215
- Stock #:
- CAC11027
- VIN:
- 5TDGZRBH3MS079775
2021 Toyota Highlander
XLE AWD
62,215 mi
Home delivery from Syracuse, NY
Price includes $891 shipping
Fair Deal
$31,566
- 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:
- 56,993
- Stock #:
- P2907
- VIN:
- 5TDFZRBH1MS105107
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
56,993 mi
Fox Lake, IL
47 mi away
Great Deal
$34,181
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