Used Toyota Highlander for Sale Under $40,000 NearGary, IN
218 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:
- 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
Sponsored by Honda City Chicago
2023 Toyota Highlander
XLE AWD
22,595 mi
Chicago, IL
24 mi away
Fair Deal
$38,665
- 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:
- Red
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 73,662
- Stock #:
- M6645A
- VIN:
- 5TDGZRBH7MS554733
Sponsored Listing
2021 Toyota Highlander
XLE AWD
73,662 mi
Valparaiso, IN
17 mi away
Fair Deal
$30,294
- 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:
- 150,406
- Stock #:
- EX35882
- VIN:
- 5TDDZRFH9KS935882
Sponsored Listing
2019 Toyota Highlander
Limited Platinum AWD
150,406 mi
Roselle, IL
47 mi away
Fair Deal
$22,373
- 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
12 mi away
Great Deal
$39,744
- 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:
- 111,643
- Stock #:
- 10967A
- VIN:
- 5TDFZRBH3LS004102
2020 Toyota Highlander
Platinum AWD
111,643 mi
Matteson, IL
21 mi away
Great Deal
$26,551
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,379
- Stock #:
- 28690774
- VIN:
- 5TDKDRAH7PS018573
New arrival
2023 Toyota Highlander
Limited FWD
52,379 mi
Store transfer to Merrillville, IN
Price includes $699 shipping
Good Deal
$37,697
- 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
30 mi away
Fair Deal
$30,590
- 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
41 mi away
Fair Deal
$30,685
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 155,377
- Stock #:
- TK38623B
- VIN:
- 5TDBK3EH7BS089956
New arrival
2011 Toyota Highlander
Base
155,377 mi
Willowbrook, IL
33 mi away
Good Deal
$10,359
- 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
12 mi away
Good Deal
$34,300
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 83,772
- Stock #:
- 8111AVW
- VIN:
- 5TDDKRFH3FS139154
New arrival
2015 Toyota Highlander
83,772 mi
Glenview, IL
40 mi away
Fair Deal
$21,400
- 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
45 mi away
Good Deal
$36,490
- 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
24 mi away
Fair Deal
$38,665
- 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
Price drop
-$900
2021 Toyota Highlander
XLE AWD
52,788 mi
Lincolnwood, IL
34 mi away
Great Deal
$27,278
$26,378
- 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
24 mi away
Good Deal
$20,378
- 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
2019 Toyota Highlander
XLE AWD
123,456 mi
Des Plaines, IL
40 mi away
Good Deal
$21,028
- 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
25 mi away
Fair Deal
$23,078
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 101,911
- Stock #:
- B8U448525
- VIN:
- 5TDJZRFHXHS448525
2017 Toyota Highlander
XLE AWD
101,911 mi
Merrillville, IN
9 mi away
Good Deal
$21,904
- 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
30 mi away
Good Deal
$32,994
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,873
- Stock #:
- 23407P
- VIN:
- 5TDKDRAH7SS554089
2025 Toyota Highlander
LE FWD
31,873 mi
Homewood, IL
15 mi away
Good Deal
$34,397
- 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
- Transmission:
- Automatic
- Mileage:
- 65,619
- Stock #:
- P3694A
- VIN:
- 5TDJZRFH6KS980331
2019 Toyota Highlander
SE AWD
65,619 mi
Roselle, IL
46 mi away
Great Deal
$26,881
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 55,740
- Stock #:
- 29091786
- VIN:
- 5TDGZRBH7NS161767
2022 Toyota Highlander
XLE AWD
55,740 mi
Store transfer to Merrillville, IN
Price includes $299 shipping
Fair Deal
$35,297
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,656
- Stock #:
- V7N021276
- VIN:
- 5TDKDRBH7PS021276
2023 Toyota Highlander
XLE AWD
65,656 mi
Merrillville, IN
9 mi away
Great Deal
$30,761
- 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:
- Blue
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 36,979
- Stock #:
- 62323
- VIN:
- 5TDKDRAH1SS552015
Sponsored Listing
2025 Toyota Highlander
LE FWD
36,979 mi
Des Plaines, IL
40 mi away
Fair Deal
$33,898
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