Used Toyota Highlander for Sale Under $40,000 NearMadison, WI
280 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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 by Toyota of Fox Lake
2021 Toyota Highlander
Platinum AWD
56,993 mi
Fox Lake, IL
77 mi away
Great Deal
$34,181
- 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:
- 83,739
- Stock #:
- K20256A
- VIN:
- 5TDKDRAH4PS048386
New arrival
Sponsored Listing
2023 Toyota Highlander
L FWD
83,739 mi
Palatine, IL
95 mi away
Good Deal
$26,965
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 69,657
- Stock #:
- XP22143
- VIN:
- 5TDGZRBH8NS248318
Sponsored Listing
2022 Toyota Highlander
XLE AWD
69,657 mi
Streamwood, IL
94 mi away
Good Deal
$31,858
- 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
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- Automatic
- Mileage:
- 46,479
- Stock #:
- 70147060
- VIN:
- 5TDKDRAH4PS007854
2023 Toyota Highlander
XSE FWD
46,479 mi
Store transfer to Madison, WI
Price includes $899 shipping
Fair Deal
$37,897
- 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
New arrival
2016 Toyota Highlander
XLE AWD
106,638 mi
Muskego, WI
65 mi away
Good Deal
$19,199
- 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
63 mi away
Good Deal
$18,394
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 149,745
- Stock #:
- 7091
- VIN:
- 5TDJZRFHXJS484852
Price drop
-$400
2018 Toyota Highlander
XLE AWD
149,745 mi
Appleton, WI
97 mi away
Good Deal
$18,999
$18,599
- 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
-$1,728
2020 Toyota Highlander
XLE AWD
28,341 mi
Lomira, WI
61 mi away
Good Deal
$32,961
$31,630
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 105,107
- Stock #:
- PHL3219A
- VIN:
- 5TDDKRFH3ES025671
2014 Toyota Highlander
Limited AWD
105,107 mi
Barrington, IL
91 mi away
Good Deal
$17,912
- 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
59 mi away
Great Deal
$22,196
- 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
74 mi away
Great Deal
$30,109
- 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:
- Automatic
- Mileage:
- 107,958
- Stock #:
- TM25534A
- VIN:
- 5TDJZRFH7HS417474
New arrival
2017 Toyota Highlander
XLE AWD
107,958 mi
Appleton, WI
97 mi away
Good Deal
$21,550
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,662
- Stock #:
- Q31312
- VIN:
- 5TDHZRBH1NS228397
2022 Toyota Highlander
XLE AWD
67,662 mi
Dubuque, IA
77 mi away
Good Deal
$32,621
- 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
86 mi away
Fair Deal
$25,789
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,967
- Stock #:
- 26HS672A
- VIN:
- 5TDGZRBH3MS073491
2021 Toyota Highlander
XLE AWD
98,967 mi
Janesville, WI
32 mi away
Fair Deal
$28,168
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,284
- Stock #:
- N32696
- VIN:
- 5TDKDRBH1RS545283
2024 Toyota Highlander
XLE AWD
55,284 mi
Dubuque, IA
78 mi away
Great Deal
$35,764
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,171
- Stock #:
- P5466
- VIN:
- 5TDKDRBH8RS534409
2024 Toyota Highlander
LE AWD
22,171 mi
Monroe, WI
33 mi away
Good Deal
$35,913
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 144,032
- Stock #:
- 7099
- VIN:
- 5TDGZRBH0NS569446
Price drop
-$1,900
2022 Toyota Highlander
XLE AWD
144,032 mi
Appleton, WI
97 mi away
Great Deal
$25,699
$23,799
- 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:
- Magnetic Gray Metallic 1g3
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Eb20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,460
- Stock #:
- PS592451
- VIN:
- 5TDGZRBH9NS592451
2022 Toyota Highlander
XLE AWD
44,460 mi
Dekalb, IL
86 mi away
Good Deal
$34,476
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 121,590
- VIN:
- 5TDGZRBH5MS106846
New arrival
2021 Toyota Highlander
XLE AWD
121,590 mi
Elgin, IL
90 mi away
Great Deal
$23,363
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,199
- Stock #:
- P9573A
- VIN:
- 5TDBZRFH1JS810400
New arrival
2018 Toyota Highlander
LE Plus AWD
85,199 mi
Crystal Lake, IL
78 mi away
Good Deal
$21,411
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 109,956
- Stock #:
- S20220B
- VIN:
- 5TDGZRBH8MS101351
2021 Toyota Highlander
XLE AWD
109,956 mi
Kenosha, WI
81 mi away
Good Deal
$26,196
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,041
- Stock #:
- S24952A
- VIN:
- 5TDGZRBH6MS143629
2021 Toyota Highlander
XLE AWD
67,041 mi
St. Charles, IL
98 mi away
Good Deal
$29,408
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,980
- Stock #:
- T53677A
- VIN:
- 5TDKDRAHXPS005364
New arrival
Sponsored Listing
2023 Toyota Highlander
L FWD
37,980 mi
Milwaukee, WI
68 mi away
Good Deal
$30,494
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