Used Toyota Highlander for Sale Under $40,000 NearWinston, MT
300 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,899
- Stock #:
- 825
- VIN:
- 5TDKDRBH3PS523735
Sponsored by Big Sky Auto
2023 Toyota Highlander
LE AWD
41,899 mi
Livingston, MT
76 mi away
Good Deal
$31,999
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 122,762
- Stock #:
- 6993
- VIN:
- 5TDJKRFH7FS161614
Sponsored Listing
2015 Toyota Highlander
XLE
122,762 mi
Bozeman, MT
55 mi away
Good Deal
$18,239
- 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:
- Midnight Black Metal
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 43,925
- Stock #:
- 3625
- VIN:
- 5TDKDRBH1SS576698
2025 Toyota Highlander
LE AWD
43,925 mi
Home delivery from Billings, MT
Price includes $252 shipping
Great Deal
$34,792
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,899
- Stock #:
- 825
- VIN:
- 5TDKDRBH3PS523735
2023 Toyota Highlander
LE AWD
41,899 mi
Livingston, MT
76 mi away
Good Deal
$31,999
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 122,762
- Stock #:
- 6993
- VIN:
- 5TDJKRFH7FS161614
2015 Toyota Highlander
XLE
122,762 mi
Bozeman, MT
55 mi away
Good Deal
$18,239
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 110,164
- Stock #:
- 130127
- VIN:
- 5TDJKRFH6FS130127
2015 Toyota Highlander
XLE
110,164 mi
Home delivery from Tampa, FL
Price includes $3,045 shipping
Great Deal
$15,934
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,525
- Stock #:
- 44707
- VIN:
- 5TDGZRBH4NS574035
2022 Toyota Highlander
XLE AWD
86,525 mi
Home delivery from Lubbock, TX
Price includes $3,102 shipping
Good Deal
$30,589
- 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:
- Automatic
- Mileage:
- 126,639
- Stock #:
- 318862
- VIN:
- 5TDDKRFHXFS190053
New arrival
2015 Toyota Highlander
Limited Platinum AWD
126,639 mi
Helena, MT
18 mi away
Fair Deal
$20,990
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,954
- Stock #:
- 26626
- VIN:
- 5TDJZRFH7JS885842
2018 Toyota Highlander
XLE AWD
83,954 mi
Home delivery from Shawnee, KS
Price includes $1,490 shipping
Fair Deal
$26,154
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 110,523
- Stock #:
- EAG3742
- VIN:
- 5TDJZRFH1JS902957
2018 Toyota Highlander
XLE AWD
110,523 mi
Home delivery from Fredericksburg, VA
Price includes $2,715 shipping
Great Deal
$21,710
- 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:
- Gold
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 134,623
- Stock #:
- 101328
- VIN:
- 5TDJKRFH3FS101328
Price drop
-$500
2015 Toyota Highlander
XLE
134,623 mi
Home delivery from Tampa, FL
Price includes $3,045 shipping
Great Deal
$16,434
$15,934
- 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:
- 8-Speed Automatic
- Mileage:
- 38,811
- Stock #:
- P941560
- VIN:
- 5TDDZRFH6KS941560
New arrival
2019 Toyota Highlander
Limited AWD
38,811 mi
Home delivery from Woodinville, WA
Price includes $500 shipping
Good Deal
$31,200
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,921
- Stock #:
- B7051
- VIN:
- 5TDDZRFHXKS708880
New arrival
2019 Toyota Highlander
Limited AWD
70,921 mi
Home delivery from Rockville, MD
Price includes $2,000 shipping
Good Deal
$30,000
- 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)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 102,264
- Stock #:
- A8506
- VIN:
- 5TDJKRFH3GS316970
2016 Toyota Highlander
XLE AWD
102,264 mi
Home delivery from Gilbert, AZ
Price includes $1,362 shipping
Good Deal
$21,657
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,288
- Stock #:
- 062544
- VIN:
- 5TDZZRAH6MS062544
Price drop
-$1,100
2021 Toyota Highlander
LE FWD
62,288 mi
Home delivery from Sykesville, MD
Price includes $2,000 shipping
Good Deal
$28,594
$27,494
- 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
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 88,972
- Stock #:
- S123263
- VIN:
- 5TDYZRAH1NS123263
2022 Toyota Highlander
Limited FWD
88,972 mi
Home delivery from Houston, TX
Price includes $2,174 shipping
Good Deal
$29,896
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cockpit Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,791
- Stock #:
- 11621
- VIN:
- 5TDLZRBH7MS159966
New arrival
2021 Toyota Highlander
XSE AWD
107,791 mi
Belgrade, MT
52 mi away
Fair Deal
$29,249
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,462
- Stock #:
- STK070679
- VIN:
- 5TDGZRAH4MS070679
Price drop
-$1,000
2021 Toyota Highlander
XLE FWD
60,462 mi
Home delivery from Lafayette, IN
Price includes $1,310 shipping
Fair Deal
$31,305
$30,305
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,123
- Stock #:
- EAG3174
- VIN:
- 5TDBZRFH8KS928509
2019 Toyota Highlander
LE AWD
108,123 mi
Home delivery from Fredericksburg, VA
Price includes $2,715 shipping
Fair Deal
$21,492
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,692
- Stock #:
- 2857
- VIN:
- 5TDJZRFH7JS533070
2018 Toyota Highlander
XLE AWD
99,692 mi
Home delivery from Rochester, WA
Price includes $544 shipping
Fair Deal
$23,691
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 149,375
- Stock #:
- AV83
- VIN:
- 5TDJKRFH1GS352009
2016 Toyota Highlander
XLE AWD
149,375 mi
Home delivery from Fredericksburg, VA
Price includes $1,821 shipping
Fair Deal
$17,615
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,961
- Stock #:
- 7131
- VIN:
- 5TDHZRBH4MS107054
2021 Toyota Highlander
XLE AWD
49,961 mi
Home delivery from Jacksonville, FL
Price includes $2,932 shipping
Good Deal
$32,666
- 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,802
- Stock #:
- 7143
- VIN:
- 5TDGZRAH4MS087143
2021 Toyota Highlander
XLE FWD
57,802 mi
Home delivery from Rancho Cordova, CA
Price includes $548 shipping
Great Deal
$28,618
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,794
- Stock #:
- 9175
- VIN:
- 5TDJZRFH5JS826773
2018 Toyota Highlander
XLE AWD
87,794 mi
Home delivery from Oak Forest, IL
Price includes $1,500 shipping
Great Deal
$22,857
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