Certified Toyota Highlander for Sale nearCanaan, NY
28 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,996
- Stock #:
- PH78999
- VIN:
- 5TDKDRBH0SS583805
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
22,996 mi
Westborough, MA
92 mi away
Fair Deal
$45,394
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,787
- Stock #:
- T16406A
- VIN:
- 5TDFZRBH5MS152446
Sponsored Listing
2021 Toyota Highlander
Platinum AWD
71,787 mi
Westminster, VT
70 mi away
Fair Deal
$35,197
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,879
- Stock #:
- PH79037
- VIN:
- 5TDKDRBH1SS586051
Sponsored Listing
2025 Toyota Highlander
XSE AWD
20,879 mi
Westborough, MA
92 mi away
Fair Deal
$45,595
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,514
- Stock #:
- T53477A
- VIN:
- 5TDJZRFH5KS621035
2019 Toyota Highlander
XLE AWD
48,514 mi
Pittsfield, MA
10 mi away
Fair Deal
$28,804
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,971
- Stock #:
- 9T3224
- VIN:
- 5TDFZRBHXLS055371
2020 Toyota Highlander
Platinum AWD
82,971 mi
Albany, NY
26 mi away
Fair Deal
$30,625
- 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:
- Red (Maroon)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,516
- Stock #:
- 360782A
- VIN:
- 5TDHZRBH3LS507380
2020 Toyota Highlander
XLE AWD
70,516 mi
E Swanzey, NH
69 mi away
Fair Deal
$29,594
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,368
- Stock #:
- 26GP052
- VIN:
- 5TDJZRBHXNS162773
2022 Toyota Highlander
XSE AWD
19,368 mi
E Swanzey, NH
69 mi away
Good Deal
$38,594
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,787
- Stock #:
- T16406A
- VIN:
- 5TDFZRBH5MS152446
2021 Toyota Highlander
Platinum AWD
71,787 mi
Westminster, VT
70 mi away
Fair Deal
$35,197
- 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 Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,377
- Stock #:
- PH78974
- VIN:
- 5TDKDRBH2SS583840
2025 Toyota Highlander
XSE AWD
24,377 mi
Westborough, MA
92 mi away
Good Deal
$42,595
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,070
- Stock #:
- LS008611T
- VIN:
- 5TDFZRBH0LS008611
New arrival
2020 Toyota Highlander
Platinum AWD
45,070 mi
Schenectady, NY
33 mi away
Fair Deal
$35,170
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,553
- Stock #:
- 9P5187
- VIN:
- 5TDKDRBH4RS540479
2024 Toyota Highlander
LE AWD
46,553 mi
Albany, NY
26 mi away
Fair Deal
$32,950
- 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:
- 75,420
- Stock #:
- 627311A
- VIN:
- 5TDGZRBH6MS558840
2021 Toyota Highlander
XLE AWD
75,420 mi
Wappingers Falls, NY
62 mi away
Fair Deal
$28,991
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,703
- Stock #:
- 627362A
- VIN:
- 5TDLZRBH0NS244486
2022 Toyota Highlander
XSE AWD
86,703 mi
Wappingers Falls, NY
62 mi away
Fair Deal
$30,991
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,879
- Stock #:
- PH79037
- VIN:
- 5TDKDRBH1SS586051
2025 Toyota Highlander
XSE AWD
20,879 mi
Westborough, MA
92 mi away
Fair Deal
$45,595
- 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:
- 97,234
- Stock #:
- 625313A
- VIN:
- 5TDJZRFH2KS600353
Price drop
-$674
2019 Toyota Highlander
SE AWD
97,234 mi
Wappingers Falls, NY
62 mi away
Fair Deal
$24,490
$23,991
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,059
- Stock #:
- 26IP055
- VIN:
- 5TDKDRBH7PS521194
New arrival
2023 Toyota Highlander
XLE AWD
38,059 mi
E Swanzey, NH
69 mi away
Fair Deal
$39,594
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,353
- Stock #:
- UP43638
- VIN:
- 5TDKDRBH1PS520106
2023 Toyota Highlander
Platinum AWD
42,353 mi
Hartford, CT
58 mi away
Fair Deal
$42,418
- 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:
- 34,899
- Stock #:
- 360686A
- VIN:
- 5TDKDRBH6PS519064
2023 Toyota Highlander
XLE AWD
34,899 mi
E Swanzey, NH
69 mi away
Fair Deal
$38,594
- 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:
- 37,045
- Stock #:
- LT9498
- VIN:
- 5TDKDRBH6PS521025
New arrival
2023 Toyota Highlander
XLE AWD
37,045 mi
Manchester, CT
62 mi away
Fair Deal
$38,694
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,252
- Stock #:
- TS604673R
- VIN:
- 5TDKDRBH4TS604673
2026 Toyota Highlander
XLE AWD
12,252 mi
Schenectady, NY
33 mi away
Fair Deal
$48,170
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,996
- Stock #:
- PH78999
- VIN:
- 5TDKDRBH0SS583805
2025 Toyota Highlander
XSE AWD
22,996 mi
Westborough, MA
92 mi away
Fair Deal
$45,394
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,015
- Stock #:
- M5776B
- VIN:
- 5TDDZRFH1HS431965
2017 Toyota Highlander
Limited AWD
120,015 mi
Worcester, MA
83 mi away
Fair Deal
$21,491
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,247
- Stock #:
- TP2572
- VIN:
- 5TDKDRBH4SS577831
2025 Toyota Highlander
XLE AWD
8,247 mi
Bennington, VT
36 mi away
Fair Deal
$44,433
- 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:
- Red (Maroon)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,516
- Stock #:
- 360782A
- VIN:
- 5TDHZRBH3LS507380
Sponsored Listing
2020 Toyota Highlander
XLE AWD
70,516 mi
E Swanzey, NH
69 mi away
Fair Deal
$29,594
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