Certified Toyota Highlander for Sale nearWindsor, MA
51 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,499
- Stock #:
- T2088
- VIN:
- 5TDKDRAH5PS022802
Price drop
-$1,395
Sponsored by Toyota of Nashua
2023 Toyota Highlander
XLE FWD
53,499 mi
Nashua, NH
83 mi away
Good Deal
$34,300
$33,500
- 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:
- 30,595
- Stock #:
- N29055C
- VIN:
- 5TDKDRBH4PS044319
Sponsored Listing
2023 Toyota Highlander
XLE AWD
30,595 mi
Nashua, NH
83 mi away
Fair Deal
$38,500
- 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
74 mi away
Good Deal
$45,595
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,341
- Stock #:
- 26GP052
- VIN:
- 5TDJZRBHXNS162773
2022 Toyota Highlander
XSE AWD
19,341 mi
E Swanzey, NH
49 mi away
Good Deal
$38,594
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,721
- Stock #:
- TT368
- VIN:
- 5TDJZRFH5KS562858
2019 Toyota Highlander
XLE AWD
111,721 mi
Bow, NH
90 mi away
Good Deal
$21,500
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,777
- Stock #:
- TC2023B
- VIN:
- 5TDJKRFH9GS316911
2016 Toyota Highlander
XLE AWD
96,777 mi
Bow, NH
90 mi away
Fair Deal
$21,400
- 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
39 mi away
Fair Deal
$30,125
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,182
- Stock #:
- M30855A
- VIN:
- 5TDJZRFH0HS419017
New arrival
2017 Toyota Highlander
XLE AWD
96,182 mi
White River Junction, VT
86 mi away
Good Deal
$21,449
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,297
- Stock #:
- FH09184T
- VIN:
- 5TDKDRBH8RS550402
2024 Toyota Highlander
Platinum AWD
52,297 mi
Haverhill, MA
100 mi away
Great Deal
$39,689
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,932
- Stock #:
- 49572A
- VIN:
- 5TDJZRFH1KS584257
2019 Toyota Highlander
XLE AWD
73,932 mi
Norwood, MA
98 mi away
Good Deal
$26,830
- 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
49 mi away
Fair Deal
$29,594
- 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:
- 56,500
- Stock #:
- 62N00655C
- VIN:
- 5TDJZRFH1KS993956
2019 Toyota Highlander
XLE AWD
56,500 mi
Smithfield, RI
89 mi away
Good Deal
$28,063
- 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:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,637
- Stock #:
- TC2192A
- VIN:
- 5TDHZRBH3MS138294
2021 Toyota Highlander
XLE AWD
77,637 mi
Bow, NH
90 mi away
Fair Deal
$30,500
- 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
11 mi away
Fair Deal
$29,004
- 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
Price drop
-$1,283
2023 Toyota Highlander
XLE AWD
52,876 mi
Nashua, NH
83 mi away
Great Deal
$32,888
$32,200
- 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:
- 105,491
- Stock #:
- P2526AXC
- VIN:
- 5TDJZRBH3MS133341
2021 Toyota Highlander
XSE AWD
105,491 mi
Nashua, NH
83 mi away
Good Deal
$28,500
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,565
- Stock #:
- TC2165A
- VIN:
- 5TDKDRBH4PS526708
2023 Toyota Highlander
XLE AWD
41,565 mi
Bow, NH
90 mi away
Fair Deal
$38,000
- 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
51 mi away
Fair Deal
$35,197
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,768
- Stock #:
- C4481X
- VIN:
- 5TDZZRAH2NS121896
Price drop
-$1,295
2022 Toyota Highlander
LE FWD
71,768 mi
Bow, NH
90 mi away
Good Deal
$28,000
$27,300
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,623
- Stock #:
- N28992C
- VIN:
- 5TDBZRFH0KS729373
Price drop
-$1,097
2019 Toyota Highlander
LE AWD
71,623 mi
Nashua, NH
83 mi away
Good Deal
$23,500
$22,998
- 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
74 mi away
Good Deal
$42,595
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,001
- Stock #:
- T53392A
- VIN:
- 5TDGZRBH1MS159771
New arrival
2021 Toyota Highlander
XLE AWD
58,001 mi
Pittsfield, MA
11 mi away
Fair Deal
$32,423
- 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:
- 70,470
- Stock #:
- N27829T
- VIN:
- 5TDGZRBH3NS580022
2022 Toyota Highlander
XLE AWD
70,470 mi
Nashua, NH
83 mi away
Fair Deal
$32,800
- 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
Sponsored Listing
2020 Toyota Highlander
Platinum AWD
82,971 mi
Albany, NY
39 mi away
Fair Deal
$30,125
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