Certified Toyota Highlander for Sale nearWindsor, VT
41 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:
- 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
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
24,377 mi
Westborough, MA
93 mi away
Good Deal
$44,595
- 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:
- Red (Maroon)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,516
- Stock #:
- 360782A
- VIN:
- 5TDHZRBH3LS507380
New arrival
Sponsored Listing
2020 Toyota Highlander
XLE AWD
70,516 mi
E Swanzey, NH
44 mi away
Fair Deal
$29,594
- 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
Sponsored Listing
2022 Toyota Highlander
LE FWD
71,768 mi
Bow, NH
53 mi away
Fair Deal
$28,095
- 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
Price drop
-$1,000
2024 Toyota Highlander
Platinum AWD
18,245 mi
Westminster, VT
26 mi away
Good Deal
$46,697
$45,697
- 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:
- Red (Maroon)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,516
- Stock #:
- 360782A
- VIN:
- 5TDHZRBH3LS507380
New arrival
2020 Toyota Highlander
XLE AWD
70,516 mi
E Swanzey, NH
44 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:
- 50,246
- Stock #:
- M30770A
- VIN:
- 5TDGZRBH7MS098622
New arrival
2021 Toyota Highlander
XLE AWD
50,246 mi
White River Junction, VT
13 mi away
Fair Deal
$32,449
- 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:
- 64,772
- Stock #:
- FH09153T
- VIN:
- 5TDJZRFH7KS963263
Price drop
-$555
2019 Toyota Highlander
XLE AWD
64,772 mi
Haverhill, MA
83 mi away
Good Deal
$27,690
$27,135
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,844
- Stock #:
- FO705A
- VIN:
- 5TDBZRFH0JS883189
2018 Toyota Highlander
LE Plus AWD
91,844 mi
Greenfield, MA
62 mi away
Fair Deal
$20,999
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,599
- Stock #:
- 17525A
- VIN:
- 5TDDZRFH9JS895978
2018 Toyota Highlander
Limited Platinum AWD
115,599 mi
Saint Albans, VT
99 mi away
Good Deal
$21,997
- 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
73 mi away
Great Deal
$33,593
- 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:
- Creme Brulee
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 110,316
- Stock #:
- S60075A
- VIN:
- 5TDDKRFH0GS233171
2016 Toyota Highlander
Limited Platinum AWD
110,316 mi
Rochester, NH
74 mi away
Good Deal
$21,382
- 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
44 mi away
Good Deal
$40,594
- 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
2022 Toyota Highlander
LE FWD
71,768 mi
Bow, NH
53 mi away
Fair Deal
$28,095
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,581
- Stock #:
- MS062037
- VIN:
- 5TDHZRBH8MS062037
New arrival
2021 Toyota Highlander
XLE AWD
52,581 mi
Danvers, MA
99 mi away
Fair Deal
$33,192
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,295
- Stock #:
- FH09184T
- VIN:
- 5TDKDRBH8RS550402
Price drop
-$2,000
2024 Toyota Highlander
Platinum AWD
52,295 mi
Haverhill, MA
83 mi away
Good Deal
$43,690
$41,690
- 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
2021 Toyota Highlander
Platinum AWD
71,380 mi
Westminster, VT
26 mi away
Fair Deal
$35,697
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,338
- Stock #:
- P17694
- VIN:
- 5TDGZRBHXNS201419
2022 Toyota Highlander
XLE AWD
35,338 mi
Framingham, MA
96 mi away
Good Deal
$35,998
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,397
- Stock #:
- TU1255
- VIN:
- 5TDLZRBH3MS073375
New arrival
2021 Toyota Highlander
XSE AWD
71,397 mi
Portsmouth, NH
90 mi away
Fair Deal
$33,402
- 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
73 mi away
Good Deal
$35,295
- 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
Photos coming soon
2019 Toyota Highlander
LE AWD
71,623 mi
Nashua, NH
73 mi away
Fair Deal
$24,585
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,714
- Stock #:
- N28858C
- VIN:
- 5TDGZRBH1MS530105
2021 Toyota Highlander
XLE AWD
81,714 mi
Nashua, NH
73 mi away
Fair Deal
$30,483
- 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:
- 48,980
- Stock #:
- 360496A
- VIN:
- 5TDKDRBH2RS542957
2024 Toyota Highlander
XLE AWD
48,980 mi
E Swanzey, NH
44 mi away
Fair Deal
$39,099
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,034
- Stock #:
- T1988C
- VIN:
- 5TDGZRBH0NS253092
2022 Toyota Highlander
XLE AWD
42,034 mi
Nashua, NH
73 mi away
Fair Deal
$36,483
- 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
New arrival
Sponsored Listing
2026 Toyota Highlander
XLE AWD
12,252 mi
Schenectady, NY
87 mi away
Fair Deal
$48,170
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