Used Toyota Highlander for Sale Under $40,000 NearMonroe, WI
300 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,599
- Stock #:
- XP21799
- VIN:
- 5TDKDRAH6RS534037
Sponsored by Elgin Toyota
2024 Toyota Highlander
LE FWD
52,599 mi
Streamwood, IL
83 mi away
Good Deal
$30,158
- Year:
- 2022
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,025
- Stock #:
- P21810
- VIN:
- 5TDJZRBH7NS217602
Sponsored Listing
2022 Toyota Highlander
XSE AWD
69,025 mi
Streamwood, IL
83 mi away
Good Deal
$33,558
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,896
- Stock #:
- TPP3232
- VIN:
- 5TDHZRBH5NS596968
Sponsored Listing
2022 Toyota Highlander
XLE AWD
40,896 mi
Milwaukee, WI
88 mi away
Fair Deal
$37,150
- 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
85 mi away
Good Deal
$26,773
$26,171
- 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
85 mi away
Good Deal
$18,898
- 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
63 mi away
Great Deal
$15,860
- 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
33 mi away
Great Deal
$35,050
$32,124
- 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:
- 96,340
- Stock #:
- 94343A
- VIN:
- 5TDJKRFH9ES006903
New arrival
2014 Toyota Highlander
XLE AWD
96,340 mi
Aurora, IL
94 mi away
Good Deal
$19,407
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 67,106
- Stock #:
- GM6740A
- VIN:
- 5TDGZRAH5NS135802
2022 Toyota Highlander
XLE FWD
67,106 mi
Niles, IL
99 mi away
Fair Deal
$31,191
- 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:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,731
- Stock #:
- 70179854
- VIN:
- 5TDKDRAH5RS532960
New arrival
2024 Toyota Highlander
XLE FWD
39,731 mi
Store transfer to Madison, WI
Price includes $599 shipping
Good Deal
$37,597
- 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
35 mi away
Fair Deal
$30,389
- 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
76 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,753
- Stock #:
- P12236
- VIN:
- 5TDDKRFH7GS354683
2016 Toyota Highlander
Limited AWD
87,753 mi
Elmhurst, IL
99 mi away
Good Deal
$22,718
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 90,561
- Stock #:
- H52005A
- VIN:
- 5TDJZRFH0KS967347
2019 Toyota Highlander
XLE AWD
90,561 mi
Highland Park, IL
98 mi away
Good Deal
$24,907
- 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:
- 92,988
- Stock #:
- TS276737A
- VIN:
- 5TDJZRFH3HS423921
New arrival
2017 Toyota Highlander
XLE AWD
92,988 mi
Madison, WI
31 mi away
Fair Deal
$23,888
- 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
78 mi away
Great Deal
$21,301
$20,801
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 123,456
- Stock #:
- KS922479
- VIN:
- 5TDJZRFH1KS922479
New arrival
2019 Toyota Highlander
XLE AWD
123,456 mi
Des Plaines, IL
98 mi away
Good Deal
$21,376
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,935
- Stock #:
- MM0265
- VIN:
- 5TDDZRFH2KS985555
2019 Toyota Highlander
Limited AWD
69,935 mi
Brookfield, WI
86 mi away
Good Deal
$28,991
- 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
2023 Toyota Highlander
XLE FWD
24,977 mi
Palatine, IL
89 mi away
Good Deal
$36,165
- 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
89 mi away
Good Deal
$38,301
- 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
-$440
2015 Toyota Highlander
Limited AWD
131,962 mi
Elgin, IL
82 mi away
Good Deal
$17,403
$16,963
- 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:
- Cockpit Red
- Transmission:
- Automatic
- Mileage:
- 46,176
- Stock #:
- B49503A
- VIN:
- 5TDJZRBH5NS177505
New arrival
2022 Toyota Highlander
XSE AWD
46,176 mi
Naperville, IL
94 mi away
Good Deal
$36,890
- 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
79 mi away
Good Deal
$18,873
- 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:
- 38,110
- Stock #:
- 62221
- VIN:
- 5TDKDRAH3SS555787
Sponsored Listing
2025 Toyota Highlander
LE FWD
38,110 mi
Des Plaines, IL
98 mi away
Fair Deal
$34,499
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