Used Toyota Highlander for Sale Under $40,000 NearMontgomery, IL
283 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,377
- Stock #:
- SU25507A
- VIN:
- 5TDJZRFH4HS471685
Sponsored by Berman Subaru of Chicago
2017 Toyota Highlander
XLE AWD
100,377 mi
Chicago, IL
36 mi away
Fair Deal
$21,984
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Mist
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,405
- Stock #:
- T06414A
- VIN:
- 5TDKZRFHXKS305375
Sponsored Listing
2019 Toyota Highlander
XLE FWD
72,405 mi
Bourbonnais, IL
45 mi away
Fair Deal
$26,746
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,025
- Stock #:
- PJR5114
- VIN:
- 5TDKDRAH3PS020031
New arrival
Sponsored Listing
2023 Toyota Highlander
LE FWD
58,025 mi
Oak Lawn, IL
31 mi away
Good Deal
$29,912
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,238
- Stock #:
- 2337A
- VIN:
- 5TDDZRFH5JS494847
2018 Toyota Highlander
Limited AWD
80,238 mi
Chicago, IL
35 mi away
Fair Deal
$26,278
- 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
31 mi away
Good Deal
$17,912
- 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:
- 8-Speed Automatic
- Mileage:
- 103,028
- Stock #:
- P6279
- VIN:
- 5TDJZRFH4KS707792
Price drop
-$1,175
2019 Toyota Highlander
XLE AWD
103,028 mi
Elmhurst, IL
26 mi away
Good Deal
$23,838
$22,663
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 32,630
- Stock #:
- F44528A
- VIN:
- 5TDBZRFH3JS488987
New arrival
2018 Toyota Highlander
LE Plus AWD
32,630 mi
Glenview, IL
39 mi away
Good Deal
$27,123
- 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:
- Red (Sizzling Crimson Mica)
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 101,318
- Stock #:
- CS167708
- VIN:
- 5TDBK3EH4CS167708
2012 Toyota Highlander
Base AWD
101,318 mi
Tinley Park, IL
29 mi away
Fair Deal
$14,378
- 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:
- Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,122
- Stock #:
- 26216-1
- VIN:
- 5TDJZRFHXJS870722
2018 Toyota Highlander
XLE AWD
96,122 mi
North Aurora, IL
6 mi away
Good Deal
$22,328
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,638
- Stock #:
- XBP8669
- VIN:
- 5TDDZRFH8JS871462
2018 Toyota Highlander
Limited Platinum AWD
95,638 mi
Libertyville, IL
43 mi away
Fair Deal
$25,616
- 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
2021 Toyota Highlander
XLE AWD
121,590 mi
Elgin, IL
24 mi away
Good Deal
$23,363
- 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:
- Cypress Pearl
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 135,147
- Stock #:
- TA6536A
- VIN:
- 5TDDK3EH2CS145506
Price drop
-$1,000
2012 Toyota Highlander
Limited AWD
135,147 mi
Ottawa, IL
34 mi away
Fair Deal
$15,410
$14,410
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,470
- Stock #:
- PH101006A
- VIN:
- 5TDDZRFH8KS996981
2019 Toyota Highlander
Limited Platinum AWD
81,470 mi
Palatine, IL
34 mi away
Good Deal
$27,411
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,552
- Stock #:
- XBP8658
- VIN:
- 5TDFZRBH8LS003530
2020 Toyota Highlander
Platinum AWD
54,552 mi
Libertyville, IL
43 mi away
Good Deal
$32,766
- 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:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,845
- Stock #:
- T06413A
- VIN:
- 5TDKDRAH0PS033125
2023 Toyota Highlander
Limited FWD
45,845 mi
Bourbonnais, IL
45 mi away
Good Deal
$35,746
- 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:
- Red (Burgundy)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,588
- Stock #:
- 70189685
- VIN:
- 5TDBZRBH4LS008626
2020 Toyota Highlander
LE AWD
70,588 mi
Store transfer to Naperville, IL
Price includes $799 shipping
Fair Deal
$27,797
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,508
- Stock #:
- V5993A
- VIN:
- 5TDGZRBH7MS076085
2021 Toyota Highlander
XLE AWD
66,508 mi
Oak Park, IL
30 mi away
Good Deal
$29,495
- 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 (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,243
- Stock #:
- XBP8636
- VIN:
- 5TDLZRBH4MS061221
2021 Toyota Highlander
XSE AWD
63,243 mi
Libertyville, IL
43 mi away
Good Deal
$32,342
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 70,920
- Stock #:
- B49926A
- VIN:
- 5TDJZRBH6MS058294
Price drop
-$1,000
2021 Toyota Highlander
XSE AWD
70,920 mi
Chicago, IL
39 mi away
Great Deal
$29,901
$28,901
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Red (Sizzling Crimson Mica)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic
- Mileage:
- 77,591
- Stock #:
- DS214548
- VIN:
- 5TDBK3EH1DS214548
New arrival
2013 Toyota Highlander
SE AWD
77,591 mi
Minooka, IL
19 mi away
Fair Deal
$18,837
- 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
24 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,525
- Stock #:
- H62056A
- VIN:
- 5TDHZRBH8MS108207
2021 Toyota Highlander
XLE AWD
54,525 mi
Lisle, IL
16 mi away
Fair Deal
$32,110
- 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:
- 8-Speed Automatic
- Mileage:
- 69,058
- Stock #:
- 10690
- VIN:
- 5TDKDRAH1PS020268
New arrival
2023 Toyota Highlander
LE FWD
69,058 mi
Highland, IN
47 mi away
Fair Deal
$29,228
- 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:
- 131,539
- Stock #:
- S26174A
- VIN:
- 5TDDKRFH4FS100301
Price drop
-$1,000
Sponsored Listing
2015 Toyota Highlander
Limited Platinum AWD
131,539 mi
Plainfield, IL
10 mi away
Great Deal
$17,373
$16,373
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