Certified Toyota Highlander for Sale nearChestertown, NY
12 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by DePaula Ford
2024 Toyota Highlander
LE AWD
46,553 mi
Albany, NY
66 mi away
Good Deal
$32,350
- 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 SOFTEX
- Transmission:
- Automatic
- Mileage:
- 21,713
- Stock #:
- 48350A
- VIN:
- 5TDKDRBH3RS537282
Sponsored Listing
2024 Toyota Highlander
XLE AWD
21,713 mi
St Albans, VT
91 mi away
Good Deal
$41,501
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,674
- Stock #:
- T2780
- VIN:
- 5TDKDRBHXSS591281
New arrival
Sponsored Listing
2025 Toyota Highlander
XLE AWD
17,674 mi
Glens Falls, NY
24 mi away
Fair Deal
$44,174
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,521
- Stock #:
- 10744011
- VIN:
- 5TDJZRFH4KS626307
New arrival
2019 Toyota Highlander
XLE AWD
84,521 mi
South Burlington, VT
63 mi away
Fair Deal
$25,949
- 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
Price drop
-$1,000
2020 Toyota Highlander
Platinum AWD
82,971 mi
Albany, NY
66 mi away
Good Deal
$30,125
$29,125
- 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
66 mi away
Good Deal
$32,350
- 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
96 mi away
Fair Deal
$29,594
- 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
78 mi away
Fair Deal
$34,697
- 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
2020 Toyota Highlander
Platinum AWD
45,070 mi
Schenectady, NY
61 mi away
Fair Deal
$35,170
- 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
96 mi away
Fair Deal
$38,099
- 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
61 mi away
Fair Deal
$48,169
- 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 SOFTEX
- Transmission:
- Automatic
- Mileage:
- 21,713
- Stock #:
- 48350A
- VIN:
- 5TDKDRBH3RS537282
2024 Toyota Highlander
XLE AWD
21,713 mi
St Albans, VT
91 mi away
Good Deal
$41,501
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,674
- Stock #:
- T2780
- VIN:
- 5TDKDRBHXSS591281
New arrival
2025 Toyota Highlander
XLE AWD
17,674 mi
Glens Falls, NY
24 mi away
Fair Deal
$44,174
- 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
59 mi away
Good Deal
$43,428
- 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
2023 Toyota Highlander
XLE AWD
38,059 mi
E Swanzey, NH
96 mi away
High Priced
$39,594
- 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
Sponsored Listing
2026 Toyota Highlander
XLE AWD
12,252 mi
Schenectady, NY
61 mi away
Fair Deal
$48,169
- 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
Sponsored by DePaula Ford
2024 Toyota Highlander
LE AWD
46,553 mi
Albany, NY
66 mi away
Good Deal
$32,350
- 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 SOFTEX
- Transmission:
- Automatic
- Mileage:
- 21,713
- Stock #:
- 48350A
- VIN:
- 5TDKDRBH3RS537282
Sponsored Listing
2024 Toyota Highlander
XLE AWD
21,713 mi
St Albans, VT
91 mi away
Good Deal
$41,501
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,674
- Stock #:
- T2780
- VIN:
- 5TDKDRBHXSS591281
New arrival
Sponsored Listing
2025 Toyota Highlander
XLE AWD
17,674 mi
Glens Falls, NY
24 mi away
Fair Deal
$44,174
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,521
- Stock #:
- 10744011
- VIN:
- 5TDJZRFH4KS626307
New arrival
2019 Toyota Highlander
XLE AWD
84,521 mi
South Burlington, VT
63 mi away
Fair Deal
$25,949
- 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
Price drop
-$1,000
2020 Toyota Highlander
Platinum AWD
82,971 mi
Albany, NY
66 mi away
Good Deal
$30,125
$29,125
- 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
66 mi away
Good Deal
$32,350
- 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
96 mi away
Fair Deal
$29,594
- 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
78 mi away
Fair Deal
$34,697
- 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
2020 Toyota Highlander
Platinum AWD
45,070 mi
Schenectady, NY
61 mi away
Fair Deal
$35,170
- 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
96 mi away
Fair Deal
$38,099
- 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
61 mi away
Fair Deal
$48,169
- 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 SOFTEX
- Transmission:
- Automatic
- Mileage:
- 21,713
- Stock #:
- 48350A
- VIN:
- 5TDKDRBH3RS537282
2024 Toyota Highlander
XLE AWD
21,713 mi
St Albans, VT
91 mi away
Good Deal
$41,501
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,674
- Stock #:
- T2780
- VIN:
- 5TDKDRBHXSS591281
New arrival
2025 Toyota Highlander
XLE AWD
17,674 mi
Glens Falls, NY
24 mi away
Fair Deal
$44,174
- 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
59 mi away
Good Deal
$43,428
- 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
2023 Toyota Highlander
XLE AWD
38,059 mi
E Swanzey, NH
96 mi away
High Priced
$39,594
- 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
Sponsored Listing
2026 Toyota Highlander
XLE AWD
12,252 mi
Schenectady, NY
61 mi away
Fair Deal
$48,169
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