Certified Toyota Highlander for Sale nearMiddleburgh, NY
24 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,985
- Stock #:
- KS994472
- VIN:
- 5TDDZRFHXKS994472
Sponsored by Prestige Automobiles Inc
2019 Toyota Highlander
Limited AWD
69,985 mi
Kingston, NY
44 mi away
Good Deal
$29,770
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,648
- Stock #:
- C50939A
- VIN:
- 5TDBZRFH1HS408547
Sponsored Listing
2017 Toyota Highlander
LE Plus AWD
73,648 mi
Springfield, MA
94 mi away
Good Deal
$22,061
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,207
- Stock #:
- T53100A
- VIN:
- 5TDKDRBH9RS547475
Sponsored Listing
2024 Toyota Highlander
LE AWD
12,207 mi
Pittsfield, MA
54 mi away
Fair Deal
$39,310
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,176
- Stock #:
- 11695TB
- VIN:
- 5TDKDRBH7PS512835
2023 Toyota Highlander
XSE AWD
33,176 mi
West Simsbury, CT
89 mi away
Good Deal
$40,699
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,002
- Stock #:
- AT10877A
- VIN:
- 5TDKDRBH9PS506048
Price drop
-$2,179
2023 Toyota Highlander
XLE AWD
43,002 mi
Holyoke, MA
89 mi away
Good Deal
$38,135
$35,956
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,648
- Stock #:
- C50939A
- VIN:
- 5TDBZRFH1HS408547
2017 Toyota Highlander
LE Plus AWD
73,648 mi
Springfield, MA
94 mi away
Good Deal
$22,061
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,340
- Stock #:
- FEU7775A
- VIN:
- 5TDKDRBH2PS520065
Price drop
-$1,500
2023 Toyota Highlander
Platinum AWD
62,340 mi
Poughkeepsie, NY
66 mi away
Great Deal
$35,669
$34,169
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,066
- Stock #:
- FEU7305A
- VIN:
- 5TDKDRBH0PS028201
2023 Toyota Highlander
XLE AWD
33,066 mi
Poughkeepsie, NY
66 mi away
Good Deal
$36,159
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,506
- Stock #:
- 11675TB
- VIN:
- 5TDGZRBHXNS163268
2022 Toyota Highlander
XLE AWD
55,506 mi
West Simsbury, CT
89 mi away
Fair Deal
$35,399
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 69,985
- Stock #:
- KS994472
- VIN:
- 5TDDZRFHXKS994472
2019 Toyota Highlander
Limited AWD
69,985 mi
Kingston, NY
44 mi away
Good Deal
$29,770
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,509
- Stock #:
- 11690TB
- VIN:
- 5TDKDRBH7PS511913
2023 Toyota Highlander
XLE AWD
52,509 mi
West Simsbury, CT
89 mi away
Fair Deal
$36,499
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,207
- Stock #:
- T53100A
- VIN:
- 5TDKDRBH9RS547475
2024 Toyota Highlander
LE AWD
12,207 mi
Pittsfield, MA
54 mi away
Fair Deal
$39,310
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,016
- Stock #:
- 11691TB
- VIN:
- 5TDKDRBH8PS032903
2023 Toyota Highlander
XLE AWD
37,016 mi
West Simsbury, CT
89 mi away
Fair Deal
$39,199
- 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:
- 23,516
- Stock #:
- 11647TB
- VIN:
- 5TDKDRBH4SS586982
2025 Toyota Highlander
XLE AWD
23,516 mi
West Simsbury, CT
89 mi away
Good Deal
$44,499
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,219
- Stock #:
- PB07330A
- VIN:
- 5TDHZRBH6MS118332
New arrival
2021 Toyota Highlander
XLE AWD
109,219 mi
Plainville, CT
96 mi away
Great Deal
$26,072
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,995
- Stock #:
- RS554727LA
- VIN:
- 5TDKDRBH1RS554727
2024 Toyota Highlander
XSE AWD
35,995 mi
Wappingers Falls, NY
70 mi away
Fair Deal
$42,291
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,616
- Stock #:
- LS027528A
- VIN:
- 5TDFZRBH9LS027528
2020 Toyota Highlander
Platinum AWD
83,616 mi
Latham, NY
31 mi away
Great Deal
$27,552
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,413
- Stock #:
- 11697TB
- VIN:
- 5TDKDRBH1TS607112
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
5,413 mi
West Simsbury, CT
89 mi away
Fair Deal
$49,399
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,466
- Stock #:
- 11696TB
- VIN:
- 5TDKDRBH1TS607353
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Highlander
XLE AWD
7,466 mi
West Simsbury, CT
89 mi away
Fair Deal
$49,549
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,864
- Stock #:
- PS513005A
- VIN:
- 5TDKDRBH4PS513005
Price drop
-$1,110
2023 Toyota Highlander
XSE AWD
28,864 mi
Latham, NY
31 mi away
Good Deal
$40,380
$39,445
- 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:
- Automatic
- Mileage:
- 99,875
- Stock #:
- 261833A
- VIN:
- 5TDJZRFH2JS548317
2018 Toyota Highlander
XLE AWD
99,875 mi
East Syracuse, NY
96 mi away
No Rating
$23,995
- 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:
- Ltgray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,102
- Stock #:
- 73836
- VIN:
- 5TDJZRFH3KS578573
Preparing for a close up...
Photos coming soon
2019 Toyota Highlander
XLE AWD
82,102 mi
New Hampton, NY
79 mi away
No Rating
$25,995
- 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:
- Ltgray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,193
- Stock #:
- 73819
- VIN:
- 5TDJZRFH7JS559703
Preparing for a close up...
Photos coming soon
2018 Toyota Highlander
XLE AWD
119,193 mi
New Hampton, NY
79 mi away
No Rating
$21,995
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,002
- Stock #:
- AT10877A
- VIN:
- 5TDKDRBH9PS506048
Price drop
-$2,179
Sponsored Listing
2023 Toyota Highlander
XLE AWD
43,002 mi
Holyoke, MA
89 mi away
Good Deal
$38,135
$35,956
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