Certified Toyota Highlander for Sale nearCheshire, MA
67 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,380
- Stock #:
- T16406A
- VIN:
- 5TDFZRBH5MS152446
Sponsored by Faith's Toyota
2021 Toyota Highlander
Platinum AWD
71,380 mi
Westminster, VT
52 mi away
Fair Deal
$36,697
- 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:
- 35,345
- Stock #:
- N28104T
- VIN:
- 5TDKDRBH8RS539108
Sponsored Listing
2024 Toyota Highlander
XLE AWD
35,345 mi
Nashua, NH
87 mi away
Fair Deal
$40,795
- 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
9 mi away
Great Deal
$34,710
- 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
9 mi away
Great Deal
$34,710
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,636
- Stock #:
- TC1815A
- VIN:
- 5TDBZRFH4KS970899
2019 Toyota Highlander
LE Plus AWD
86,636 mi
Bow, NH
93 mi away
Good Deal
$23,795
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,077
- Stock #:
- TC1858A
- VIN:
- 5TDDKRFH9GS290257
2016 Toyota Highlander
Limited AWD
99,077 mi
Bow, NH
93 mi away
Good Deal
$21,595
- 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:
- 93,883
- Stock #:
- 260292B
- VIN:
- 5TDFZRBH8NS208770
2022 Toyota Highlander
Platinum AWD
93,883 mi
Claremont, NH
68 mi away
Good Deal
$31,596
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,195
- Stock #:
- TP8331
- VIN:
- 5TDKDRBHXRS547002
2024 Toyota Highlander
LE AWD
9,195 mi
Milford, MA
88 mi away
Fair Deal
$38,967
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,905
- Stock #:
- 2138467
- VIN:
- 5TDGZRBH3MS138467
2021 Toyota Highlander
XLE AWD
21,905 mi
Rutland, VT
72 mi away
Fair Deal
$35,306
- 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
53 mi away
Good Deal
$35,499
- 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:
- Celestial Silve
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,889
- Stock #:
- CT8482A
- VIN:
- 5TDKDRBH5RS557503
2024 Toyota Highlander
XLE AWD
24,889 mi
Salem, NH
100 mi away
Good Deal
$40,499
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,000
- Stock #:
- 7T2204
- VIN:
- 5TDGZRBH7NS231607
2022 Toyota Highlander
XLE AWD
34,000 mi
Albany, NY
34 mi away
Good Deal
$35,250
- 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:
- Cypress Green
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,989
- Stock #:
- N28075T
- VIN:
- 5TDKDRBH6PS516651
2023 Toyota Highlander
Platinum AWD
77,989 mi
Nashua, NH
87 mi away
Great Deal
$35,593
- Year:
- 2024
- 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:
- 39,003
- Stock #:
- 62N00407XA
- VIN:
- 5TDKDRBH1RS539385
2024 Toyota Highlander
XLE AWD
39,003 mi
Smithfield, RI
95 mi away
Good Deal
$39,080
- 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:
- Toasted Walnut Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,858
- Stock #:
- M30498A
- VIN:
- 5TDDZRFH1JS862537
2018 Toyota Highlander
Limited Platinum AWD
94,858 mi
White River Junction, VT
86 mi away
Fair Deal
$26,049
- Year:
- 2023
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 41,817
- Stock #:
- 62N00033A
- VIN:
- 5TDKDRBH5PS043521
2023 Toyota Highlander
XLE AWD
41,817 mi
Smithfield, RI
95 mi away
Fair Deal
$36,919
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,245
- Stock #:
- F10134B
- VIN:
- 5TDKDRBH2RS552050
2024 Toyota Highlander
Platinum AWD
18,245 mi
Westminster, VT
52 mi away
Good Deal
$47,697
- 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:
- 52,876
- Stock #:
- N28448C
- VIN:
- 5TDKDRBH6PS516505
2023 Toyota Highlander
XLE AWD
52,876 mi
Nashua, NH
87 mi away
Fair Deal
$37,195
- 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
2026 Toyota Highlander
XLE AWD
5,413 mi
West Simsbury, CT
53 mi away
Fair Deal
$48,699
- 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
2021 Toyota Highlander
XLE AWD
109,219 mi
Plainville, CT
63 mi away
Good Deal
$25,350
- 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
53 mi away
Fair Deal
$38,299
- 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:
- 50,007
- Stock #:
- T360660A
- VIN:
- 5TDKDRBH1PS025095
2023 Toyota Highlander
Limited AWD
50,007 mi
E Swanzey, NH
51 mi away
Fair Deal
$40,594
- 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:
- 31,763
- Stock #:
- TP6974
- VIN:
- 5TDKDRBH0SS578202
2025 Toyota Highlander
Platinum AWD
31,763 mi
Milford, MA
88 mi away
Great Deal
$47,467
- 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:
- 52,876
- Stock #:
- N28448C
- VIN:
- 5TDKDRBH6PS516505
Sponsored Listing
2023 Toyota Highlander
XLE AWD
52,876 mi
Nashua, NH
87 mi away
Fair Deal
$37,195
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