Used Toyota Highlander for Sale Under $40,000 NearRoscoe, IL
380 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,357
- Stock #:
- 13042P
- VIN:
- 5TDKDRBH2SS588794
Sponsored by McGrath Elmhurst Toyota
2025 Toyota Highlander
LE AWD
37,357 mi
Elmhurst, IL
63 mi away
Good Deal
$37,376
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 97,769
- Stock #:
- E17616A
- VIN:
- 5TDJZRFH3KS606355
New arrival
Sponsored Listing
2019 Toyota Highlander
XLE AWD
97,769 mi
Elgin, IL
41 mi away
Fair Deal
$25,208
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,448
- Stock #:
- P21972A
- VIN:
- 5TDGZRBHXNS582494
New arrival
Sponsored Listing
2022 Toyota Highlander
XLE AWD
33,448 mi
Streamwood, IL
49 mi away
Good Deal
$36,358
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 106,302
- Stock #:
- 7-007-6
- VIN:
- 5TDJZRFH0JS561342
New arrival
2018 Toyota Highlander
XLE AWD
106,302 mi
Burbank, IL
79 mi away
Great Deal
$18,995
- 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
92 mi away
Great Deal
$39,744
- 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
77 mi away
Good Deal
$15,860
- 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
New arrival
2022 Toyota Highlander
XSE AWD
46,177 mi
Naperville, IL
61 mi away
Good Deal
$36,890
- 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
92 mi away
Good Deal
$34,676
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 92,923
- Stock #:
- 3731
- VIN:
- 5TDKZRFH2JS541551
New arrival
2018 Toyota Highlander
XLE
92,923 mi
Chicago, IL
73 mi away
Great Deal
$19,995
- 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
2021 Toyota Highlander
XLE AWD
104,999 mi
Bristol, WI
54 mi away
Good Deal
$26,171
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- Automatic
- Mileage:
- 82,014
- Stock #:
- 261629A
- VIN:
- 5TDJZRFH8HS373498
New arrival
2017 Toyota Highlander
XLE AWD
82,014 mi
Schaumburg, IL
52 mi away
Good Deal
$24,369
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite Leatherette)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,848
- Stock #:
- ZF2645A
- VIN:
- 5TDGZRBHXNS568398
2022 Toyota Highlander
XLE AWD
23,848 mi
Dubuque, IA
88 mi away
Fair Deal
$38,540
- 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:
- Classic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 106,070
- Stock #:
- 270042-1
- VIN:
- 5TDBK3EHXCS138598
New arrival
2012 Toyota Highlander
SE AWD
106,070 mi
Milwaukee, WI
62 mi away
Fair Deal
$15,318
- 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
72 mi away
Fair Deal
$31,164
- 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:
- 107,115
- Stock #:
- 2500
- VIN:
- 5TDGZRBH4MS101461
2021 Toyota Highlander
XLE AWD
107,115 mi
Milton, WI
24 mi away
Good Deal
$26,888
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,935
- Stock #:
- MM0265
- VIN:
- 5TDDZRFH2KS985555
Price drop
-$652
2019 Toyota Highlander
Limited AWD
69,935 mi
Brookfield, WI
66 mi away
Good Deal
$28,991
$28,339
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,788
- Stock #:
- H0045A
- VIN:
- 5TDGZRBH8MS156091
2021 Toyota Highlander
XLE AWD
52,788 mi
Lincolnwood, IL
71 mi away
Great Deal
$27,278
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- Automatic
- Mileage:
- 109,447
- Stock #:
- PH2084
- VIN:
- 5TDJZRFH1JS548762
2018 Toyota Highlander
SE AWD
109,447 mi
Palos Hills, IL
79 mi away
Fair Deal
$21,278
- 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
63 mi away
Good Deal
$24,407
- 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
38 mi away
Good Deal
$36,187
- 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
79 mi away
Good Deal
$23,078
- 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
41 mi away
Fair Deal
$35,903
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116,533
- Stock #:
- HS447530
- VIN:
- 5TDDZRFH2HS447530
2017 Toyota Highlander
Limited AWD
116,533 mi
Tinley Park, IL
83 mi away
Good Deal
$20,378
- 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:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 132,140
- Stock #:
- 9670
- VIN:
- 5TDJKRFH8FS135135
Sponsored Listing
2015 Toyota Highlander
XLE
132,140 mi
Kenosha, WI
60 mi away
Fair Deal
$18,089
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