Used Toyota Highlander for Sale Under $40,000 NearMadison, WI
242 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Sandy Beach Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 230,782
- Stock #:
- PM8227
- VIN:
- JTEES41AX82072057
New arrival
Sponsored by Napleton's Arlington Heights Chrysler Dodge Jeep RAM
2008 Toyota Highlander
Base 4WD
230,782 mi
Arlington Heights, IL
96 mi away
Fair Deal
$6,195
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Blue Pearl
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 144,484
- Stock #:
- 29892A
- VIN:
- 5TDJZRFH1KS921056
Sponsored Listing
2019 Toyota Highlander
144,484 mi
Brookfield, WI
62 mi away
Fair Deal
$21,012
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 151,639
- Stock #:
- EX120146
- VIN:
- 5TDDKRFH8FS120146
Sponsored Listing
2015 Toyota Highlander
Limited Platinum AWD
151,639 mi
Roselle, IL
100 mi away
Fair Deal
$18,373
- 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:
- 2021
- 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:
- 104,999
- Stock #:
- TE153743A
- VIN:
- 5TDGZRBH0MS135963
Price drop
-$602
2021 Toyota Highlander
XLE AWD
104,999 mi
Bristol, WI
81 mi away
Good Deal
$26,773
$26,171
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,267
- Stock #:
- S260611A
- VIN:
- 5TDDZRBH4LS007095
New arrival
2020 Toyota Highlander
Limited AWD
41,267 mi
Elgin, IL
87 mi away
Fair Deal
$36,408
- 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
New arrival
2016 Toyota Highlander
XLE AWD
110,612 mi
Richfield, WI
63 mi away
Good Deal
$18,898
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,164
- Stock #:
- Q11975A
- VIN:
- 5TDJZRFH3KS613449
Price drop
-$698
2019 Toyota Highlander
XLE AWD
109,164 mi
Dubuque, IA
77 mi away
Good Deal
$24,597
$23,899
- 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
Price drop
-$2,926
2024 Toyota Highlander
XLE AWD
61,659 mi
Janesville, WI
31 mi away
Great Deal
$35,050
$32,124
- 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:
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,446
- Stock #:
- 51604
- VIN:
- 5TDFZRBH0LS032147
New arrival
2020 Toyota Highlander
Platinum AWD
94,446 mi
Middleton, WI
7 mi away
Fair Deal
$30,389
- 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
Price drop
-$338
2007 Toyota Highlander
Limited V6 AWD
168,865 mi
Madison, WI
2 mi away
Great Deal
$6,396
$6,058
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,753
- Stock #:
- 586588
- VIN:
- 5TDJZRFH1KS586588
Price drop
-$699
2019 Toyota Highlander
XLE AWD
121,753 mi
Salem, WI
75 mi away
Great Deal
$21,301
$20,801
- 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
$12,646
- 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
2024 Toyota Highlander
XLE AWD
62,192 mi
Janesville, WI
32 mi away
Good Deal
$36,120
- 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
Fair Deal
$29,999
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 16,004
- Stock #:
- 70080920
- VIN:
- 5TDGZRBH2NS594073
2022 Toyota Highlander
XLE AWD
16,004 mi
Store transfer to Madison, WI
Price includes $1,699 shipping
Fair Deal
$41,697
- 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:
- 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
2014 Toyota Highlander
XLE AWD
85,319 mi
Lake Forest, IL
94 mi away
Fair Deal
$20,556
- 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:
- 107,102
- Stock #:
- 2500
- VIN:
- 5TDGZRBH4MS101461
2021 Toyota Highlander
XLE AWD
107,102 mi
Milton, WI
31 mi away
Fair Deal
$27,388
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,796
- Stock #:
- X0261061A
- VIN:
- 5TDKDRBHXPS527443
2023 Toyota Highlander
Limited AWD
47,796 mi
Schaumburg, IL
97 mi away
Good Deal
$38,313
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 134,554
- Stock #:
- A25989B
- VIN:
- 5TDDZRFH6JS877387
New arrival
2018 Toyota Highlander
Limited Platinum AWD
134,554 mi
Hoffman Estates, IL
96 mi away
Fair Deal
$23,028
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,182
- Stock #:
- V3972
- VIN:
- 5TDKDRAH3RS537994
2024 Toyota Highlander
LE FWD
57,182 mi
Huntley, IL
81 mi away
Great Deal
$27,742
- 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
Sponsored Listing
2018 Toyota Highlander
XLE AWD
143,378 mi
Menasha, WI
94 mi away
Fair Deal
$20,394
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