Used Toyota Highlander for Sale Under $40,000 NearMadison, WI
240 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 146,550
- Stock #:
- WYC-959093
- VIN:
- 5TDJZRFHXKS959093
Sponsored by Your Choice Autos - Waukegan
2019 Toyota Highlander
XLE AWD
146,550 mi
Waukegan, IL
92 mi away
Fair Deal
$20,376
- 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 218
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Eb20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,192
- Stock #:
- A6397B
- VIN:
- 5TDKDRBH4RS560201
Sponsored Listing
2024 Toyota Highlander
XLE AWD
62,192 mi
Janesville, WI
32 mi away
Good Deal
$36,120
- 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:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 207,680
- Stock #:
- 11193C
- VIN:
- 5TDDKRFH2GS304712
Sponsored Listing
2016 Toyota Highlander
Limited Platinum AWD
207,680 mi
Random Lake, WI
81 mi away
Good Deal
$12,647
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 151,965
- Stock #:
- 26292B
- VIN:
- 5TDDKRFH6FS148480
2015 Toyota Highlander
Limited Platinum AWD
151,965 mi
Clinton, IA
96 mi away
Great Deal
$15,860
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 162,632
- Stock #:
- FP5428AA
- VIN:
- 5TDDZRFHXHS377470
New arrival
2017 Toyota Highlander
Limited AWD
162,632 mi
Monroe, WI
33 mi away
Fair Deal
$18,413
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 162,632
- Stock #:
- FP5428AA
- VIN:
- 5TDDZRFHXHS377470
New arrival
2017 Toyota Highlander
Limited AWD
162,632 mi
Monroe, WI
33 mi away
Fair Deal
$18,413
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,742
- Stock #:
- P3063A
- VIN:
- 5TDJZRFH8KS932667
2019 Toyota Highlander
SE AWD
94,742 mi
Elgin, IL
90 mi away
Fair Deal
$24,418
- 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:
- Nautical Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 207,680
- Stock #:
- 11193C
- VIN:
- 5TDDKRFH2GS304712
2016 Toyota Highlander
Limited Platinum AWD
207,680 mi
Random Lake, WI
81 mi away
Good Deal
$12,647
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,373
- Stock #:
- 3915
- VIN:
- 5TDJZRFH4JS893915
2018 Toyota Highlander
SE AWD
63,373 mi
Menasha, WI
94 mi away
Fair Deal
$27,394
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 120,556
- Stock #:
- EP3977A
- VIN:
- 5TDDZRFH8JS914956
Price drop
-$500
2018 Toyota Highlander
Limited AWD
120,556 mi
Mukwonago, WI
57 mi away
Great Deal
$21,098
$20,598
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,354
- Stock #:
- U195606T
- VIN:
- 5TDGZRAH1MS037090
2021 Toyota Highlander
XLE FWD
67,354 mi
Sheboygan, WI
96 mi away
Good Deal
$29,999
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 80,080
- Stock #:
- 326181A
- VIN:
- 5TDBK3EH6DS265897
2013 Toyota Highlander
SE AWD
80,080 mi
Elgin, IL
86 mi away
Fair Deal
$17,383
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,423
- Stock #:
- 70125029
- VIN:
- 5TDFZRBHXLS001973
2020 Toyota Highlander
Platinum AWD
71,423 mi
Store transfer to Madison, WI
Price includes $299 shipping
Good Deal
$33,297
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,816
- Stock #:
- T17074A
- VIN:
- 5TDZZRAH3LS505358
New arrival
2020 Toyota Highlander
LE FWD
64,816 mi
Brookfield, WI
62 mi away
Good Deal
$26,308
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,309
- Stock #:
- PER1050
- VIN:
- 5TDJZRBH8NS208648
Price drop
-$1,235
2022 Toyota Highlander
XSE AWD
59,309 mi
Brookfield, WI
62 mi away
Good Deal
$35,652
$34,417
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,809
- Stock #:
- P1881A
- VIN:
- 5TDKDRBH9PS021585
2023 Toyota Highlander
Limited AWD
59,809 mi
Schaumburg, IL
98 mi away
Fair Deal
$38,313
- Year:
- 2007
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 215 hp 3.3L V6
- Exterior color:
- Bluestone Metallic
- Fuel type:
- Gasoline
- Interior color:
- White (Ivory)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 168,865
- Stock #:
- P2615
- VIN:
- JTEEP21A070198136
2007 Toyota Highlander
Limited V6 AWD
168,865 mi
Madison, WI
2 mi away
Great Deal
$6,396
- 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
2024 Toyota Highlander
XLE AWD
61,659 mi
Janesville, WI
31 mi away
Great Deal
$35,050
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 131,962
- Stock #:
- 3250326C
- VIN:
- 5TDDKRFH3FS166290
Price drop
-$560
2015 Toyota Highlander
Limited AWD
131,962 mi
Elgin, IL
93 mi away
Good Deal
$17,963
$17,403
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 143,378
- Stock #:
- 8345
- VIN:
- 5TDJZRFH0JS908345
2018 Toyota Highlander
XLE AWD
143,378 mi
Menasha, WI
94 mi away
Fair Deal
$20,394
- 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:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 105,840
- Stock #:
- 20134
- VIN:
- 5TDDKRFH7FS152750
2015 Toyota Highlander
Limited AWD
105,840 mi
Elgin, IL
90 mi away
Good Deal
$18,873
- 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:
- 24,977
- Stock #:
- K19925A
- VIN:
- 5TDKDRAH8PS525918
New arrival
2023 Toyota Highlander
XLE FWD
24,977 mi
Palatine, IL
95 mi away
Good Deal
$36,165
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,025
- Stock #:
- T16593B
- VIN:
- 5TDKDRAH3PS020031
2023 Toyota Highlander
LE FWD
58,025 mi
Brookfield, WI
62 mi away
Great Deal
$27,511
- Year:
- 2014
- 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:
- Automatic
- Mileage:
- 85,319
- Stock #:
- AZ3686
- VIN:
- 5TDJKRFH8ES042565
Sponsored Listing
2014 Toyota Highlander
XLE AWD
85,319 mi
Lake Forest, IL
94 mi away
Good Deal
$20,556
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