Used Toyota Highlander for Sale Under $40,000 NearSharon, WI
398 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,209
- Stock #:
- P21955
- VIN:
- 5TDKDRAH4PS509215
Sponsored by Elgin Toyota
2023 Toyota Highlander
XLE FWD
43,209 mi
Streamwood, IL
45 mi away
Good Deal
$34,758
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,158
- Stock #:
- 260989A
- VIN:
- 5TDDZRBH4LS002043
New arrival
Sponsored Listing
2020 Toyota Highlander
Limited AWD
67,158 mi
Milwaukee, WI
49 mi away
Fair Deal
$33,390
- 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:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 135,672
- Stock #:
- EYC-056185
- VIN:
- 5TDJKRFH2ES056185
Sponsored Listing
2014 Toyota Highlander
XLE AWD
135,672 mi
Elgin, IL
42 mi away
Fair Deal
$16,376
- Year:
- 2025
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,104
- Stock #:
- P7352
- VIN:
- 5TDKDRBH5SS583265
2025 Toyota Highlander
XSE AWD
25,104 mi
Calumet City, IL
88 mi away
Great Deal
$39,744
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Jade Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,000
- Stock #:
- Q41908B
- VIN:
- 5TDZKRFH4FS072523
New arrival
2015 Toyota Highlander
LE Plus
104,000 mi
Algonquin, IL
33 mi away
Good Deal
$17,376
- 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
98 mi away
Good Deal
$29,113
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Exterior color:
- White (Blizzard Pearl)
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 230,750
- Stock #:
- T26-471A2
- VIN:
- 5TDZA3EH5DS039125
Price drop
-$300
2013 Toyota Highlander
FWD
230,750 mi
Dekalb, IL
41 mi away
Great Deal
$6,855
$6,555
- 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
51 mi away
Great Deal
$27,139
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,619
- Stock #:
- BC2311
- VIN:
- 5TDBZRBH7NS594421
2022 Toyota Highlander
LE AWD
46,619 mi
North Riverside, IL
67 mi away
Fair Deal
$30,590
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,597
- Stock #:
- A4774
- VIN:
- 5TDDZRFH1HS404779
2017 Toyota Highlander
Limited AWD
109,597 mi
West Chicago, IL
53 mi away
Fair Deal
$21,363
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,411
- Stock #:
- P7323
- VIN:
- 5TDKDRBH1PS028983
2023 Toyota Highlander
XLE AWD
49,411 mi
Calumet City, IL
88 mi away
Good Deal
$34,300
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,311
- Stock #:
- Z5548
- VIN:
- 5TDGZRAH9NS556535
2022 Toyota Highlander
XLE FWD
46,311 mi
Riverside, IL
67 mi away
Good Deal
$32,994
- 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:
- 72,010
- Stock #:
- K26013A
- VIN:
- 5TDJZRFH4KS568196
2019 Toyota Highlander
XLE AWD
72,010 mi
Milwaukee, WI
49 mi away
Fair Deal
$27,998
- 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
48 mi away
Good Deal
$36,313
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,749
- Stock #:
- WYC-620935
- VIN:
- 5TDJZRFH3KS620935
2019 Toyota Highlander
SE AWD
138,749 mi
Waukegan, IL
46 mi away
Fair Deal
$20,676
- 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:
- 46,177
- Stock #:
- B49503A
- VIN:
- 5TDJZRBH5NS177505
2022 Toyota Highlander
XSE AWD
46,177 mi
Naperville, IL
60 mi away
Good Deal
$36,490
- 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
41 mi away
Fair Deal
$18,873
- 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
46 mi away
Good Deal
$19,946
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,869
- Stock #:
- PH2083
- VIN:
- 5TDJZRFH4KS928860
2019 Toyota Highlander
XLE AWD
101,869 mi
Palos Hills, IL
75 mi away
Fair Deal
$23,078
- Year:
- 2008
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Salsa red pearl
- Fuel type:
- Gasoline
- Interior color:
- Black and gray
- Transmission:
- 5-Speed Automatic
- Mileage:
- 115,095
- Stock #:
- 11979
- VIN:
- JTEDS41A382010642
2008 Toyota Highlander
Base
115,095 mi
Elmhurst, IL
60 mi away
Good Deal
$9,163
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 118,427
- Stock #:
- P7239A
- VIN:
- 5TDDKRFH9GS336251
2016 Toyota Highlander
Limited AWD
118,427 mi
Schererville, IN
97 mi away
Fair Deal
$19,799
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,595
- Stock #:
- C21111A
- VIN:
- 5TDKDRBH4PS041226
2023 Toyota Highlander
XLE AWD
22,595 mi
Chicago, IL
72 mi away
Fair Deal
$38,665
- 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
2020 Toyota Highlander
Limited AWD
41,267 mi
Elgin, IL
38 mi away
Fair Deal
$35,903
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 21,561
- Stock #:
- NS244040
- VIN:
- 5TDGZRBH2NS244040
New arrival
Sponsored Listing
2022 Toyota Highlander
XLE AWD
21,561 mi
Libertyville, IL
44 mi away
Fair Deal
$38,934
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