Used Toyota Highlander for Sale Under $40,000 Near Jackson, KY
897 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,022
- Stock #:
- KS738462
- VIN:
- 5TDJZRFH6KS738462
Sponsored by A & A Auto Sales
2019 Toyota Highlander
XLE AWD
111,022 mi
Somerset, KY
80 mi away
Great Deal
$21,900
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,102
- Stock #:
- P22734A
- VIN:
- 5TDKDRAHXPS502222
Sponsored Listing
2023 Toyota Highlander
LE FWD
41,102 mi
Nicholasville, KY
69 mi away
Great Deal
$30,299
- 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:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,920
- Stock #:
- KS948309
- VIN:
- 5TDDZRFH0KS948309
New arrival
Sponsored Listing
2019 Toyota Highlander
Limited AWD
119,920 mi
Nicholasville, KY
69 mi away
Fair Deal
$24,999
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,598
- Stock #:
- L1273
- VIN:
- 5TDKDRBH2SS583661
2025 Toyota Highlander
LE AWD
32,598 mi
Lexington, KY
67 mi away
Fair Deal
$38,824
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,880
- Stock #:
- T5418A
- VIN:
- 5TDDZRFH0JS802457
New arrival
2018 Toyota Highlander
Limited Platinum AWD
71,880 mi
Frankfort, KY
89 mi away
Fair Deal
$28,530
- 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:
- Automatic
- Mileage:
- 117,830
- Stock #:
- JS544491
- VIN:
- 5TDJZRFH9JS544491
2018 Toyota Highlander
SE AWD
117,830 mi
Somerset, KY
80 mi away
Great Deal
$19,900
- 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 (Wind Chill Pearl)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,796
- Stock #:
- TT60982A
- VIN:
- 5TDKDRAHXPS010693
2023 Toyota Highlander
XLE FWD
70,796 mi
Saint Albans, WV
96 mi away
Good Deal
$31,125
- 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:
- 72,160
- Stock #:
- NT6892A
- VIN:
- 5TDGZRBH4MS110581
New arrival
2021 Toyota Highlander
XLE AWD
72,160 mi
Saint Albans, WV
96 mi away
Fair Deal
$30,386
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- Red (Sizzling Crimson Mica)
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 137,548
- Stock #:
- 061913
- VIN:
- 5TDZK3EH3CS061913
New arrival
2012 Toyota Highlander
SE
137,548 mi
Morristown, TN
97 mi away
Good Deal
$11,990
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 46,345
- Stock #:
- 70147240
- VIN:
- 5TDKKRFH7GS130482
2016 Toyota Highlander
XLE
46,345 mi
Store transfer to Lexington, KY
Price includes $149 shipping
Fair Deal
$28,147
- 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:
- 126,785
- Stock #:
- P-946057
- VIN:
- 5TDBZRFH1KS946057
2019 Toyota Highlander
LE Plus AWD
126,785 mi
Bristol, TN
97 mi away
Great Deal
$17,488
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 112,191
- Stock #:
- 46928B
- VIN:
- 5TDZARFH5JS037114
2018 Toyota Highlander
LE
112,191 mi
Nicholasville, KY
69 mi away
Good Deal
$18,887
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,185
- Stock #:
- k10726a
- VIN:
- 5TDHZRBH8NS582840
2022 Toyota Highlander
XLE AWD
68,185 mi
Barboursville, WV
77 mi away
Great Deal
$30,192
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,067
- Stock #:
- PS509688P
- VIN:
- 5TDKDRAH3PS509688
2023 Toyota Highlander
LE FWD
27,067 mi
Lexington, KY
66 mi away
Great Deal
$31,197
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,725
- Stock #:
- G8990
- VIN:
- 5TDGZRBH5MS064677
Price drop
-$934
2021 Toyota Highlander
XLE AWD
48,725 mi
Georgetown, KY
77 mi away
Good Deal
$31,928
$30,994
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,749
- Stock #:
- S26540A
- VIN:
- 5TDDZRFH2HS460178
New arrival
2017 Toyota Highlander
Limited AWD
44,749 mi
Bristol, TN
96 mi away
Fair Deal
$28,694
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,022
- Stock #:
- KS738462
- VIN:
- 5TDJZRFH6KS738462
2019 Toyota Highlander
XLE AWD
111,022 mi
Somerset, KY
80 mi away
Great Deal
$21,900
- 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:
- 96,418
- Stock #:
- P6441
- VIN:
- 5TDGZRBH1MS154943
2021 Toyota Highlander
XLE AWD
96,418 mi
Dry Ridge, KY
99 mi away
Good Deal
$26,958
- 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 (Magnetic)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Cloth
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,608
- Stock #:
- F452A
- VIN:
- 5TDJZRAH6MS063240
2021 Toyota Highlander
XSE FWD
93,608 mi
Middlesboro, KY
72 mi away
Great Deal
$27,176
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,391
- Stock #:
- 4Z2267
- VIN:
- 5TDDZRFH4KS737596
2019 Toyota Highlander
Limited Platinum AWD
68,391 mi
Bristol, TN
94 mi away
Good Deal
$30,798
- 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:
- 68,669
- Stock #:
- 78518
- VIN:
- 5TDDZRBH1NS178518
2022 Toyota Highlander
Limited AWD
68,669 mi
Richmond, KY
53 mi away
Good Deal
$34,700
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,102
- Stock #:
- P22734A
- VIN:
- 5TDKDRAHXPS502222
2023 Toyota Highlander
LE FWD
41,102 mi
Nicholasville, KY
69 mi away
Great Deal
$30,299
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,430
- Stock #:
- MTT196
- VIN:
- 5TDKDRBH6SS590659
2025 Toyota Highlander
LE AWD
30,430 mi
Pikeville, KY
42 mi away
Good Deal
$39,644
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,103
- Stock #:
- 594984
- VIN:
- 5TDJZRFH5KS594984
Price drop
-$1,067
Sponsored Listing
2019 Toyota Highlander
XLE AWD
78,103 mi
Richmond, KY
52 mi away
Fair Deal
$28,654
$27,587
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