Used Toyota Highlander for Sale Under $40,000 Near Chilmark, MA
659 vehicles found
See the total price upfront.
Only show listings that include dealer fees- 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:
- 49,753
- Stock #:
- T20945
- VIN:
- 5TDKDRBH7PS015171
Sponsored by Route 44 Toyota
2023 Toyota Highlander
LE AWD
49,753 mi
Raynham, MA
40 mi away
Good Deal
$32,239
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,819
- Stock #:
- 11-9337
- VIN:
- 5TDHZRBHXLS008401
Sponsored Listing
2020 Toyota Highlander
XLE AWD
52,819 mi
West Bridgewater, MA
49 mi away
Good Deal
$29,696
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,173
- Stock #:
- 56268A
- VIN:
- 5TDKDRBH6PS034648
Sponsored Listing
2023 Toyota Highlander
XLE AWD
61,173 mi
Raynham, MA
40 mi away
Good Deal
$34,339
- 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:
- 123,068
- Stock #:
- 56456A
- VIN:
- 5TDKDRBH3PS030413
New arrival
2023 Toyota Highlander
XLE AWD
123,068 mi
Raynham, MA
40 mi away
Great Deal
$24,539
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,913
- Stock #:
- C26181A
- VIN:
- 5TDGZRBH1NS563672
2022 Toyota Highlander
XLE AWD
82,913 mi
Bourne, MA
26 mi away
Good Deal
$30,595
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 113,517
- Stock #:
- 513675
- VIN:
- 5TDGZRBH3LS513675
2020 Toyota Highlander
XLE AWD
113,517 mi
Home delivery from Gorham, ME
Price includes $246 shipping
Fair Deal
$25,154
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,595
- Stock #:
- P9531
- VIN:
- 5TDJZRFH9KS615979
New arrival
2019 Toyota Highlander
XLE AWD
77,595 mi
Bourne, MA
26 mi away
Fair Deal
$27,190
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,124
- Stock #:
- R716789
- VIN:
- 5TDBZRFHXKS716789
2019 Toyota Highlander
LE Plus AWD
138,124 mi
Warwick, RI
45 mi away
Good Deal
$17,444
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,852
- Stock #:
- R961319
- VIN:
- 5TDBZRFH3KS961319
2019 Toyota Highlander
LE Plus AWD
110,852 mi
Warwick, RI
45 mi away
Great Deal
$19,444
- 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:
- 64,763
- Stock #:
- U2000743
- VIN:
- 5TDDZRBH9LS011059
2020 Toyota Highlander
Limited AWD
64,763 mi
Home delivery from Plymouth, NH
Price includes $346 shipping
Good Deal
$31,614
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,337
- Stock #:
- FAD10046
- VIN:
- 5TDGZRAH1MS529442
2021 Toyota Highlander
XLE FWD
93,337 mi
Home delivery from Fredericksburg, VA
Price includes $420 shipping
Great Deal
$25,810
- 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:
- 132,731
- Stock #:
- 20379A
- VIN:
- 5TDJZRFH7JS529505
2018 Toyota Highlander
XLE AWD
132,731 mi
Swansea, MA
38 mi away
Good Deal
$19,485
- 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:
- Automatic
- Mileage:
- 82,287
- Stock #:
- P12251
- VIN:
- 5TDJZRFH7HS421346
2017 Toyota Highlander
XLE AWD
82,287 mi
East Providence, RI
44 mi away
Good Deal
$21,495
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,919
- Stock #:
- 78940A
- VIN:
- 5TDFZRBH1NS197420
2022 Toyota Highlander
Platinum AWD
44,919 mi
Warwick, RI
45 mi away
Great Deal
$35,315
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 129,338
- Stock #:
- 7936
- VIN:
- 5TDGZRBH5NS168720
New arrival
2022 Toyota Highlander
XLE AWD
129,338 mi
Raynham, MA
43 mi away
Great Deal
$24,294
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 190,662
- Stock #:
- 03-161461
- VIN:
- 5TDBKRFH2FS161461
2015 Toyota Highlander
LE Plus AWD
190,662 mi
Taunton, MA
43 mi away
Good Deal
$11,634
- 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:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,120
- Stock #:
- PX6923A
- VIN:
- 5TDGZRBH1LS044909
2020 Toyota Highlander
XLE AWD
111,120 mi
Plymouth, MA
41 mi away
Fair Deal
$25,094
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Light Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 65,826
- Stock #:
- l085625
- VIN:
- 5TDZZRAH0MS085625
2021 Toyota Highlander
LE FWD
65,826 mi
Home delivery from Alpharetta, GA
Price includes $891 shipping
Fair Deal
$28,302
- 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:
- Silver Sky Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 128,400
- Stock #:
- 1735
- VIN:
- 5TDJKRFH8GS318794
2016 Toyota Highlander
XLE AWD
128,400 mi
Hyannis, MA
31 mi away
Good Deal
$17,498
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 102,678
- Stock #:
- CV049068
- VIN:
- 5TDKKRFHXFS049068
New arrival
2015 Toyota Highlander
XLE
102,678 mi
Home delivery from Plantation, FL
Free home delivery
Great Deal
$17,250
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,561
- Stock #:
- 70078236
- VIN:
- 5TDGZRBH5MS058510
New arrival
2021 Toyota Highlander
XLE AWD
92,561 mi
Store transfer to Cranston, RI
Price includes $1,999 shipping
Fair Deal
$28,997
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,561
- Stock #:
- 70078236
- VIN:
- 5TDGZRBH5MS058510
New arrival
2021 Toyota Highlander
XLE AWD
92,561 mi
Store transfer to Cranston, RI
Price includes $1,999 shipping
Fair Deal
$28,997
- 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:
- Blue
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,025
- Stock #:
- 28729331
- VIN:
- 5TDKDRBHXRS530815
New arrival
2024 Toyota Highlander
XLE AWD
38,025 mi
Store transfer to Cranston, RI
Price includes $1,999 shipping
Good Deal
$38,997
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,563
- Stock #:
- 56295A
- VIN:
- 5TDKDRBH1PS036436
Sponsored Listing
2023 Toyota Highlander
XLE AWD
44,563 mi
Raynham, MA
40 mi away
Fair Deal
$37,839
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