Used Toyota Highlander for Sale Under $40,000 NearChatham, MA
365 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 67,315
- Stock #:
- TB4399A
- VIN:
- 5TDBZRBH6LS004304
New arrival
Sponsored by Tasca Toyota Boston
2020 Toyota Highlander
LE AWD
67,315 mi
Boston, MA
69 mi away
Fair Deal
$27,498
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,309
- Stock #:
- HS426235
- VIN:
- 5TDJZRFH1HS426235
New arrival
Sponsored Listing
2017 Toyota Highlander
XLE AWD
120,309 mi
Hyannis, MA
17 mi away
Good Deal
$19,395
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,864
- Stock #:
- 902652
- VIN:
- 5TDDZRFH5JS902652
Sponsored Listing
2018 Toyota Highlander
Limited Platinum AWD
127,864 mi
Rowley, MA
85 mi away
Fair Deal
$21,995
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,611
- Stock #:
- J18706A
- VIN:
- 5TDDZRBH8MS076518
2021 Toyota Highlander
Limited AWD
101,611 mi
Hyannis, MA
16 mi away
Good Deal
$27,069
- Year:
- 2009
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 110,252
- Stock #:
- 1610
- VIN:
- JTEES42A292125771
2009 Toyota Highlander
Limited 4WD
110,252 mi
Marlborough, MA
92 mi away
Good Deal
$11,394
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,875
- Stock #:
- 66F10004
- VIN:
- 5TDJZRFHXKS574469
New arrival
2019 Toyota Highlander
SE AWD
102,875 mi
Brockton, MA
61 mi away
Fair Deal
$24,612
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,971
- Stock #:
- SA1749A
- VIN:
- 5TDBZRFH7JS901851
2018 Toyota Highlander
LE AWD
95,971 mi
Acton, MA
94 mi away
Fair Deal
$19,950
- 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:
- 122,553
- Stock #:
- H13141A
- VIN:
- 5TDJZRFH1KS578622
2019 Toyota Highlander
XLE AWD
122,553 mi
North Hampton, NH
100 mi away
Good Deal
$20,699
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 62,060
- Stock #:
- M161452
- VIN:
- 5TDDK3EH0CS146895
New arrival
2012 Toyota Highlander
Limited AWD
62,060 mi
Wakefield, MA
81 mi away
Good Deal
$18,049
- 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:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,147
- Stock #:
- HY17415A
- VIN:
- 5TDJZRFH3KS591243
Price drop
-$1,464
2019 Toyota Highlander
XLE AWD
107,147 mi
Brockton, MA
61 mi away
Good Deal
$23,822
$22,358
- Year:
- 2006
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 215 hp 3.3L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,048
- Stock #:
- 5223
- VIN:
- JTEEP21A860165805
New arrival
2006 Toyota Highlander
Sport V6 AWD
68,048 mi
Pawtucket, RI
73 mi away
Good Deal
$10,995
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,266
- Stock #:
- 25293
- VIN:
- 5TDBZRFH5HS375536
2017 Toyota Highlander
LE AWD
115,266 mi
Middleton, MA
82 mi away
Good Deal
$17,389
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,167
- Stock #:
- 31721
- VIN:
- 5TDGZRBH7LS520323
2020 Toyota Highlander
XLE AWD
53,167 mi
Abington, MA
58 mi away
Fair Deal
$30,665
- Year:
- 2008
- 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:
- Ash
- Transmission:
- 5-Speed Automatic
- Mileage:
- 108,220
- Stock #:
- 191509
- VIN:
- JTEES43A782021967
New arrival
2008 Toyota Highlander
Sport 4WD
108,220 mi
Beverly, MA
75 mi away
Good Deal
$9,294
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,899
- Stock #:
- 6029
- VIN:
- 5TDJZRFH6JS806029
2018 Toyota Highlander
XLE AWD
108,899 mi
Whitman, MA
57 mi away
Fair Deal
$20,995
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,882
- Stock #:
- 25M051A
- VIN:
- 5TDJZRFH8KS596843
2019 Toyota Highlander
XLE AWD
87,882 mi
Attleboro, MA
73 mi away
Great Deal
$22,696
- 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:
- 47,055
- Stock #:
- IP245A
- VIN:
- 5TDDZRFH7KS917395
Price drop
-$659
2019 Toyota Highlander
Limited AWD
47,055 mi
Plymouth, MA
41 mi away
Good Deal
$31,344
$30,685
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,209
- Stock #:
- 31762
- VIN:
- 5TDKDRBH7PS514228
2023 Toyota Highlander
Limited AWD
38,209 mi
Abington, MA
58 mi away
Fair Deal
$39,618
- 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:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 137,250
- VIN:
- 5TDDKRFH9FS087478
2015 Toyota Highlander
Limited Platinum AWD
137,250 mi
Holbrook, MA
61 mi away
Good Deal
$16,399
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 151,116
- Stock #:
- 160435
- VIN:
- 5TDDKRFH6FS160435
2015 Toyota Highlander
Limited Platinum AWD
151,116 mi
Johnston, RI
79 mi away
Fair Deal
$16,398
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,795
- Stock #:
- S6553A
- VIN:
- 5TDJZRFH2KS741682
New arrival
2019 Toyota Highlander
XLE AWD
36,795 mi
Norwell, MA
57 mi away
Fair Deal
$30,399
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,361
- Stock #:
- 629201
- VIN:
- 5TDJZRFH3KS629201
2019 Toyota Highlander
XLE AWD
76,361 mi
Peabody, MA
79 mi away
Fair Deal
$27,515
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,793
- Stock #:
- MJHCMTMS103951
- VIN:
- 5TDJZRBH1MS103951
2021 Toyota Highlander
XSE AWD
30,793 mi
Millbury, MA
99 mi away
Good Deal
$35,999
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,988
- Stock #:
- AT43444A
- VIN:
- 5TDDZRBH5NS231205
Sponsored Listing
2022 Toyota Highlander
Limited AWD
53,988 mi
Lynn, MA
73 mi away
Fair Deal
$37,146
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