Used Toyota Highlander for Sale Under $40,000 Near Madison, WI
263 results
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,825
- Stock #:
- P1686
- VIN:
- 5TDKDRBH3PS511522
Sponsored by Zeigler Chevrolet
2023 Toyota Highlander
XLE AWD
72,825 mi
Schaumburg, IL
98 mi away
Good Deal
$33,813
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 52,656
- Stock #:
- P21681
- VIN:
- 5TDGZRBHXNS248790
Sponsored Listing
2022 Toyota Highlander
XLE AWD
52,656 mi
Streamwood, IL
94 mi away
Good Deal
$33,858
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,031
- Stock #:
- P21581
- VIN:
- 5TDKDRBHXRS549347
Sponsored Listing
2024 Toyota Highlander
XLE AWD
40,031 mi
Streamwood, IL
94 mi away
Good Deal
$38,058
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,789
- Stock #:
- 101444
- VIN:
- 5TDDKRFH1FS122529
2015 Toyota Highlander
Limited AWD
88,789 mi
Palatine, IL
94 mi away
Great Deal
$19,980
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 70,088
- Stock #:
- X026945A
- VIN:
- 5TDDKRFH2GS281125
2016 Toyota Highlander
Limited Platinum AWD
70,088 mi
Schaumburg, IL
97 mi away
Good Deal
$25,213
- 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:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 62,461
- Stock #:
- 28077709
- VIN:
- 5TDFZRBH5LS055021
2020 Toyota Highlander
Platinum AWD
62,461 mi
Store transfer to Madison, WI
Price includes $99 shipping
Good Deal
$34,097
- 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:
- 135,997
- Stock #:
- K6090A
- VIN:
- 5TDDKRFH5ES046828
2014 Toyota Highlander
Limited Platinum AWD
135,997 mi
Fox Lake, IL
77 mi away
Great Deal
$16,582
- Year:
- 2012
- 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:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 133,465
- Stock #:
- P26116
- VIN:
- 5TDDK3EH5CS147699
2012 Toyota Highlander
Limited AWD
133,465 mi
Dubuque, IA
78 mi away
Good Deal
$13,100
- Year:
- 2007
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 215 hp 3.3L V6
- Exterior color:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 120,707
- Stock #:
- SU17305A
- VIN:
- JTEGP21A370139624
New arrival
2007 Toyota Highlander
120,707 mi
Janesville, WI
31 mi away
Great Deal
$8,798
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,265
- Stock #:
- 27028I
- VIN:
- 5TDDZRBH9NS191582
2022 Toyota Highlander
Limited AWD
68,265 mi
Highland Park, IL
99 mi away
Great Deal
$31,902
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,024
- Stock #:
- MS260221C
- VIN:
- 5TDGZRBH7MS098720
2021 Toyota Highlander
XLE AWD
88,024 mi
Mchenry, IL
76 mi away
Fair Deal
$28,910
- 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:
- 57,826
- Stock #:
- PJR1505B
- VIN:
- 5TDJZRFH7KS625992
Price drop
-$3,719
2019 Toyota Highlander
XLE AWD
57,826 mi
Brookfield, WI
62 mi away
Great Deal
$27,730
$24,011
- Year:
- 2012
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 123,355
- Stock #:
- 5353
- VIN:
- 5TDBK3EH9CS110873
2012 Toyota Highlander
SE AWD
123,355 mi
Sturtevant, WI
80 mi away
Fair Deal
$12,944
- 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
61 mi away
Great Deal
$37,748
- 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:
- Automatic
- Mileage:
- 57,310
- Stock #:
- 28543534
- VIN:
- 5TDJZRBH2MS093852
2021 Toyota Highlander
XSE AWD
57,310 mi
Store transfer to Madison, WI
Free shipping to Madison, WI
Fair Deal
$35,998
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Exterior color:
- CLASSIC SILVER METALLIC
- Interior color:
- ASH
- Transmission:
- Automatic
- Mileage:
- 133,739
- Stock #:
- TA5047A
- VIN:
- 5TDDK3EH1DS259966
New arrival
2013 Toyota Highlander
Limited V6 AWD
133,739 mi
Oshkosh, WI
82 mi away
Fair Deal
$16,041
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 111,963
- Stock #:
- 1380
- VIN:
- 5TDZARFH4HS024283
2017 Toyota Highlander
LE
111,963 mi
McHenry, IL
76 mi away
Good Deal
$17,839
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,623
- Stock #:
- PRS2878A
- VIN:
- 5TDJZRFH3JS495854
Price drop
-$1,187
2018 Toyota Highlander
SE AWD
111,623 mi
Brookfield, WI
62 mi away
Great Deal
$21,844
$20,657
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,199
- Stock #:
- PS3791
- VIN:
- 5TDGZRBH6MS103048
2021 Toyota Highlander
XLE AWD
81,199 mi
St. Charles, IL
98 mi away
Good Deal
$28,413
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,069
- Stock #:
- PBA1190A
- VIN:
- 5TDKDRBH5PS502093
2023 Toyota Highlander
LE AWD
114,069 mi
Elgin, IL
93 mi away
Good Deal
$25,611
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 87,717
- Stock #:
- 1457
- VIN:
- JTEES41A582052749
2008 Toyota Highlander
Base 4WD
87,717 mi
McHenry, IL
76 mi away
Fair Deal
$12,840
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,727
- Stock #:
- XBP8554
- VIN:
- 5TDGZRBH9MS105117
2021 Toyota Highlander
XLE AWD
88,727 mi
Libertyville, IL
93 mi away
Good Deal
$28,331
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,092
- Stock #:
- H040805XA
- VIN:
- 5TDGZRBH5NS169947
2022 Toyota Highlander
XLE AWD
45,092 mi
Schaumburg, IL
98 mi away
Good Deal
$35,013
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 203,025
- Stock #:
- 38P1656A
- VIN:
- 5TDJZRFH6HS457819
Sponsored Listing
2017 Toyota Highlander
XLE AWD
203,025 mi
Sycamore, IL
83 mi away
Great Deal
$13,212
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