Used Toyota Highlander for Sale with Tow Package inWinslow, IN

Filters (3)

Location:

Only show listings in IN?

Include delivery listings?

66 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
T62814
VIN:
5TDKDRBH7TS620138
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,375

 

2026 Toyota Highlander

Platinum AWD

Louisville, KY
88 mi away

New car

TSRP $57,951

$55,699

$54,324

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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
71,664
Stock #:
B32911
VIN:
5TDKDRAH7PS049371
Gray 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE FWD

71,664 mi

Home delivery from Burbank, IL
Price includes $292 shipping
Good Deal

$31,346

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:
71,853
Stock #:
204302
VIN:
5TDJZRBH7NS204302
Gray 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2022 Toyota Highlander

XSE AWD

71,853 mi

Home delivery from Muscatine, IA
Price includes $454 shipping
Fair Deal

$32,929

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
138,685
Stock #:
569183
VIN:
5TDKZRFH5KS569183
Silver 2019 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

XLE FWD

138,685 mi

Home delivery from Orlando, FL
Price includes $1,154 shipping
Good Deal

$18,742

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:
Attitude Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
109,667
Stock #:
5250A
VIN:
5TDKKRFH7FS039131
Attitude Black Metallic 2015 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$510

 

2015 Toyota Highlander

XLE

109,667 mi

Home delivery from Seffner, FL
Price includes $810 shipping
Great Deal

$16,299

$15,789

Year:
2024
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:
50,911
Stock #:
805
VIN:
5TDKDRBH4RS538960
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Platinum AWD

50,911 mi

Home delivery from Livingston, MT
Price includes $1,938 shipping
Fair Deal

$43,288

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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
71,796
Stock #:
B11493
VIN:
5TDDZRFH8HS373983
Gray 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2017 Toyota Highlander

Limited AWD

71,796 mi

Home delivery from Bellingham, WA
Price includes $2,828 shipping
Fair Deal

$27,528

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:
DarkRed
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
101,592
Stock #:
854883
VIN:
5TDDZRFH2JS854883
DarkRed 2018 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2018 Toyota Highlander

Limited AWD

101,592 mi

Home delivery from Kansas City, MO
Price includes $600 shipping
Fair Deal

$25,599

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:
Automatic
Mileage:
78,340
Stock #:
STK834014
VIN:
5TDDZRFH5JS834014
Predawn Gray Mica 2018 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2018 Toyota Highlander

Limited AWD

78,340 mi

Home delivery from Spencerport, NY
Price includes $888 shipping
Good Deal

$26,047

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:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
152,615
Stock #:
109100
VIN:
5TDDKRFH6FS109100
Gray 2015 Toyota Highlander SUV / Crossover All-Wheel Drive 6-Speed Automatic

 

2015 Toyota Highlander

Limited AWD

152,615 mi

Home delivery from Fredericksburg, VA
Price includes $796 shipping
Great Deal

$15,594

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:
Black
Transmission:
Automatic
Mileage:
94,963
Stock #:
19766
VIN:
5TDJZRFH7KS587163
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

94,963 mi

Home delivery from Lansing, MI
Price includes $490 shipping
Fair Deal

$24,670

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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
150,231
Stock #:
194683
VIN:
5TDKZRFH0HS194683
Gray 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$700

 

2017 Toyota Highlander

SE AWD

150,231 mi

Home delivery from Orlando, FL
Price includes $1,154 shipping
Great Deal

$17,743

$17,042

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:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
169,210
Stock #:
PAS-172
VIN:
5TDDKRFH7ES045759
Blue 2014 Toyota Highlander SUV / Crossover All-Wheel Drive 6-Speed Automatic

 

2014 Toyota Highlander

Limited Platinum AWD

169,210 mi

Home delivery from Norwell, MA
Free home delivery
Great Deal

$13,490

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black leather & Dinamica® trim
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock #:
260870
VIN:
5TDKDRBH2TS623559
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Hopkinsville, KY
Price includes $158 shipping

New car

TSRP $59,080

$57,990

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
T62814
VIN:
5TDKDRBH7TS620138
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,375

 

2026 Toyota Highlander

Platinum AWD

Louisville, KY
88 mi away

New car

TSRP $57,951

$55,699

$54,324

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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
71,664
Stock #:
B32911
VIN:
5TDKDRAH7PS049371
Gray 2023 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2023 Toyota Highlander

XLE FWD

71,664 mi

Home delivery from Burbank, IL
Price includes $292 shipping
Good Deal

$31,346

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:
71,853
Stock #:
204302
VIN:
5TDJZRBH7NS204302
Gray 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2022 Toyota Highlander

XSE AWD

71,853 mi

Home delivery from Muscatine, IA
Price includes $454 shipping
Fair Deal

$32,929

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
138,685
Stock #:
569183
VIN:
5TDKZRFH5KS569183
Silver 2019 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2019 Toyota Highlander

XLE FWD

138,685 mi

Home delivery from Orlando, FL
Price includes $1,154 shipping
Good Deal

$18,742

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:
Attitude Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
109,667
Stock #:
5250A
VIN:
5TDKKRFH7FS039131
Attitude Black Metallic 2015 Toyota Highlander SUV / Crossover Front-Wheel Drive 6-Speed Automatic Overdrive
Price drop

-$510

 

2015 Toyota Highlander

XLE

109,667 mi

Home delivery from Seffner, FL
Price includes $810 shipping
Great Deal

$16,299

$15,789

Year:
2024
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:
50,911
Stock #:
805
VIN:
5TDKDRBH4RS538960
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Platinum AWD

50,911 mi

Home delivery from Livingston, MT
Price includes $1,938 shipping
Fair Deal

$43,288

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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
71,796
Stock #:
B11493
VIN:
5TDDZRFH8HS373983
Gray 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2017 Toyota Highlander

Limited AWD

71,796 mi

Home delivery from Bellingham, WA
Price includes $2,828 shipping
Fair Deal

$27,528

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:
DarkRed
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
101,592
Stock #:
854883
VIN:
5TDDZRFH2JS854883
DarkRed 2018 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2018 Toyota Highlander

Limited AWD

101,592 mi

Home delivery from Kansas City, MO
Price includes $600 shipping
Fair Deal

$25,599

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:
Automatic
Mileage:
78,340
Stock #:
STK834014
VIN:
5TDDZRFH5JS834014
Predawn Gray Mica 2018 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2018 Toyota Highlander

Limited AWD

78,340 mi

Home delivery from Spencerport, NY
Price includes $888 shipping
Good Deal

$26,047

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:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
152,615
Stock #:
109100
VIN:
5TDDKRFH6FS109100
Gray 2015 Toyota Highlander SUV / Crossover All-Wheel Drive 6-Speed Automatic

 

2015 Toyota Highlander

Limited AWD

152,615 mi

Home delivery from Fredericksburg, VA
Price includes $796 shipping
Great Deal

$15,594

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:
Black
Transmission:
Automatic
Mileage:
94,963
Stock #:
19766
VIN:
5TDJZRFH7KS587163
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

94,963 mi

Home delivery from Lansing, MI
Price includes $490 shipping
Fair Deal

$24,670

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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
150,231
Stock #:
194683
VIN:
5TDKZRFH0HS194683
Gray 2017 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$700

 

2017 Toyota Highlander

SE AWD

150,231 mi

Home delivery from Orlando, FL
Price includes $1,154 shipping
Great Deal

$17,743

$17,042

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:
Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
169,210
Stock #:
PAS-172
VIN:
5TDDKRFH7ES045759
Blue 2014 Toyota Highlander SUV / Crossover All-Wheel Drive 6-Speed Automatic

 

2014 Toyota Highlander

Limited Platinum AWD

169,210 mi

Home delivery from Norwell, MA
Free home delivery
Great Deal

$13,490

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black leather & Dinamica® trim
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock #:
260870
VIN:
5TDKDRBH2TS623559
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Dual Clutch
New arrival

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Hopkinsville, KY
Price includes $158 shipping

New car

TSRP $59,080

$57,990

A better way to discover your best deal

Let us help you find a car you’ll love.