Used Toyota Highlander for Sale Under $40,000 NearWindsor, KY
207 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,778
- Stock #:
- D0024
- VIN:
- 5TDGZRBH1MS071934
Sponsored by Georgetown Auto Sales
2021 Toyota Highlander
XLE AWD
81,778 mi
Georgetown, KY
76 mi away
Fair Deal
$28,998
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,027
- Stock #:
- PS044349
- VIN:
- 5TDKDRAH0PS044349
New arrival
Sponsored Listing
2023 Toyota Highlander
Limited FWD
55,027 mi
Cookeville, TN
78 mi away
Fair Deal
$37,777
- Year:
- 2017
- 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)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 144,431
- Stock #:
- M34282A
- VIN:
- 5TDKZRFH7HS519233
New arrival
Sponsored Listing
2017 Toyota Highlander
XLE
144,431 mi
Lexington, KY
66 mi away
Good Deal
$17,498
- 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:
- Red
- Transmission:
- Automatic
- Mileage:
- 46,479
- Stock #:
- 70147060
- VIN:
- 5TDKDRAH4PS007854
2023 Toyota Highlander
XSE FWD
46,479 mi
Store transfer to Lexington, KY
Price includes $149 shipping
Good Deal
$37,147
- 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:
- 76,351
- Stock #:
- 3F06511
- VIN:
- 5TDKDRAH8PS508178
Price drop
-$1,116
2023 Toyota Highlander
XSE FWD
76,351 mi
Crossville, TN
81 mi away
Good Deal
$34,705
$33,589
- 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:
- 8-Speed Automatic
- Mileage:
- 120,637
- Stock #:
- 56646A
- VIN:
- 5TDDZRBH1NS565425
Price drop
-$2,000
2022 Toyota Highlander
Limited AWD
120,637 mi
Oak Ridge, TN
87 mi away
Great Deal
$29,688
$27,688
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,531
- Stock #:
- P1318
- VIN:
- 5TDFZRBH8MS128089
Price drop
-$2,000
2021 Toyota Highlander
Platinum AWD
54,531 mi
Middlesboro, KY
76 mi away
Great Deal
$37,799
$35,799
- 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:
- 63,597
- Stock #:
- CHC700
- VIN:
- 5TDGZRBHXMS119382
New arrival
2021 Toyota Highlander
XLE AWD
63,597 mi
Crestwood, KY
87 mi away
Good Deal
$30,694
- Year:
- 2024
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,268
- Stock #:
- C4349
- VIN:
- 5TDKDRAH7RS532832
Price drop
-$1,990
2024 Toyota Highlander
XLE FWD
65,268 mi
Oak Ridge, TN
88 mi away
Great Deal
$34,676
$32,686
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,682
- Stock #:
- MS050807P
- VIN:
- 5TDGZRAH8MS050807
2021 Toyota Highlander
XLE FWD
66,682 mi
Knoxville, TN
97 mi away
Good Deal
$30,498
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,620
- Stock #:
- U45570A
- VIN:
- 5TDGZRBH4LS045570
2020 Toyota Highlander
XLE AWD
67,620 mi
Franklin, KY
93 mi away
Fair Deal
$29,700
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 132,041
- Stock #:
- LG05029P
- VIN:
- 5TDGZRAH1NS552821
Price drop
-$1,932
2022 Toyota Highlander
XLE FWD
132,041 mi
Sparta, TN
88 mi away
Great Deal
$25,440
$23,508
- 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
56 mi away
Great Deal
$28,699
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,430
- Stock #:
- P22849
- VIN:
- 5TDKDRBH6PS513071
New arrival
2023 Toyota Highlander
Platinum AWD
82,430 mi
Nicholasville, KY
56 mi away
Good Deal
$34,599
- Year:
- 2013
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 182,267
- Stock #:
- 261832A
- VIN:
- 5TDZA3EH6DS036184
Price drop
-$500
2013 Toyota Highlander
FWD
182,267 mi
Lexington, KY
67 mi away
Fair Deal
$10,285
$9,784
- 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
16 mi away
Great Deal
$20,900
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 56,320
- Stock #:
- 20177A
- VIN:
- 5TDGZRBH7NS175264
2022 Toyota Highlander
XLE AWD
56,320 mi
Elizabethtown, KY
69 mi away
Good Deal
$34,052
- 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:
- Salsa Red Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,610
- Stock #:
- G9037
- VIN:
- 5TDJZRFH3KS966984
Price drop
-$1,521
2019 Toyota Highlander
SE AWD
80,610 mi
Georgetown, KY
76 mi away
Good Deal
$26,420
$24,899
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,716
- Stock #:
- U62825
- VIN:
- 5TDJZRFH7KS962825
2019 Toyota Highlander
SE AWD
102,716 mi
Franklin, KY
93 mi away
Fair Deal
$24,445
- 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:
- 80,947
- Stock #:
- UN28851
- VIN:
- 5TDGZRAH4NS544485
2022 Toyota Highlander
XLE FWD
80,947 mi
Louisville, KY
82 mi away
Good Deal
$28,532
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,188
- Stock #:
- MS118085
- VIN:
- 5TDGZRBHXMS118085
Price drop
-$1,000
2021 Toyota Highlander
XLE AWD
81,188 mi
Nicholasville, KY
56 mi away
Great Deal
$27,999
$26,999
- Year:
- 2014
- 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:
- 173,712
- Stock #:
- 1712
- VIN:
- 5TDBKRFH6ES070269
2014 Toyota Highlander
LE Plus AWD
173,712 mi
Clinton, TN
86 mi away
Fair Deal
$12,500
- 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:
- 8-Speed Automatic
- Mileage:
- 61,755
- Stock #:
- KS951025A
- VIN:
- 5TDJZRFH8KS951025
New arrival
2019 Toyota Highlander
XLE AWD
61,755 mi
Lexington, KY
65 mi away
Good Deal
$27,997
- Year:
- 2009
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 204,957
- Stock #:
- 5236
- VIN:
- JTEDA41A192000289
Sponsored Listing
2009 Toyota Highlander
Base
204,957 mi
Knoxville, TN
93 mi away
Good Deal
$6,549
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