Used Toyota Highlander for Sale Under $40,000 Near Wellesley, MA
489 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,637
- Stock #:
- 081707
- VIN:
- 5TDGZRBH7MS081707
Sponsored by Reliance Motor Group
2021 Toyota Highlander
XLE AWD
80,637 mi
Malden, MA
14 mi away
Good Deal
$28,990
- 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:
- White (Blizzard Pearl)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 97,691
- Stock #:
- HM22288T
- VIN:
- 5TDJKRFH1GS335694
Sponsored Listing
2016 Toyota Highlander
XLE AWD
97,691 mi
Manchester, NH
45 mi away
Good Deal
$20,597
- 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:
- Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,846
- Stock #:
- CX500747B
- VIN:
- 5TDBZRFH5KS744368
New arrival
Sponsored Listing
2019 Toyota Highlander
LE Plus AWD
38,846 mi
Wellesley, MA
3 mi away
Fair Deal
$29,479
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 135,113
- Stock #:
- 15C139B
- VIN:
- 5TDJKRFH6FS102120
2015 Toyota Highlander
XLE
135,113 mi
Manchester, NH
49 mi away
Good Deal
$15,486
- 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 (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,018
- Stock #:
- VW07873T
- VIN:
- 5TDBZRBHXLS513442
Price drop
-$548
2020 Toyota Highlander
LE AWD
86,018 mi
Merrimack, NH
37 mi away
Fair Deal
$26,347
$25,799
- 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:
- Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,846
- Stock #:
- CX500747B
- VIN:
- 5TDBZRFH5KS744368
New arrival
2019 Toyota Highlander
LE Plus AWD
38,846 mi
Wellesley, MA
3 mi away
Fair Deal
$29,479
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,671
- Stock #:
- 67423A
- VIN:
- 5TDBZRFH6JS905406
Price drop
-$1,123
2018 Toyota Highlander
LE AWD
82,671 mi
Wakefield, MA
17 mi away
Good Deal
$21,657
$20,534
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,703
- Stock #:
- HM22287T
- VIN:
- 5TDBZRFH1JS813412
Price drop
-$628
2018 Toyota Highlander
LE AWD
130,703 mi
Manchester, NH
45 mi away
Good Deal
$16,668
$16,040
- 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:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,837
- Stock #:
- U0300573
- VIN:
- 5TDKDRAH9PS018185
Price drop
-$600
2023 Toyota Highlander
LE FWD
52,837 mi
Westford, MA
19 mi away
Good Deal
$30,029
$29,429
- 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:
- 78,010
- Stock #:
- AN5876AA
- VIN:
- 5TDJZRFH3KS617601
2019 Toyota Highlander
XLE AWD
78,010 mi
Shrewsbury, MA
25 mi away
Good Deal
$26,590
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,722
- Stock #:
- V260385A
- VIN:
- 5TDFZRBH7NS191203
2022 Toyota Highlander
Platinum AWD
78,722 mi
Danvers, MA
23 mi away
Fair Deal
$35,987
- 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
43 mi away
Great Deal
$19,444
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 101,441
- Stock #:
- T78922B
- VIN:
- 5TDDZRFH8KS730098
2019 Toyota Highlander
Limited Platinum AWD
101,441 mi
Westborough, MA
19 mi away
Great Deal
$23,390
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 118,953
- Stock #:
- 136654
- VIN:
- 5TDBKRFH9FS136654
New arrival
2015 Toyota Highlander
LE AWD
118,953 mi
Pembroke, MA
28 mi away
Good Deal
$15,494
- Year:
- 2014
- 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
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 102,526
- Stock #:
- M396551
- VIN:
- 5TDDKRFH9ES019566
Price drop
-$2,000
2014 Toyota Highlander
Limited Platinum AWD
102,526 mi
Wakefield, MA
18 mi away
Great Deal
$19,349
$17,349
- 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:
- 35,797
- Stock #:
- C107548A
- VIN:
- 5TDKDRBH4PS046748
2023 Toyota Highlander
XLE AWD
35,797 mi
Wellesley, MA
3 mi away
Good Deal
$38,222
- 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
43 mi away
Good Deal
$17,444
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,750
- Stock #:
- U1400315
- VIN:
- 5TDGZRBH4NS177568
2022 Toyota Highlander
XLE AWD
33,750 mi
North Attleboro, MA
24 mi away
Good Deal
$36,858
- 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:
- 78,614
- Stock #:
- FV240
- VIN:
- 5TDJZRFH6KS590426
Price drop
-$1,721
2019 Toyota Highlander
XLE AWD
78,614 mi
Beverly, MA
26 mi away
Good Deal
$27,962
$26,241
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Silver
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,432
- Stock #:
- CM-531866
- VIN:
- 5TDBZRBH7MS531866
2021 Toyota Highlander
LE AWD
105,432 mi
Walpole, MA
12 mi away
Good Deal
$23,920
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,077
- Stock #:
- 26485A
- VIN:
- 5TDJZRBH7NS193771
New arrival
2022 Toyota Highlander
XSE AWD
50,077 mi
Danvers, MA
25 mi away
Good Deal
$36,149
- 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:
- 73,080
- Stock #:
- T15310C
- VIN:
- 5TDJZRFH8KS591917
2019 Toyota Highlander
XLE AWD
73,080 mi
Foxboro, MA
15 mi away
Fair Deal
$27,794
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 18,812
- Stock #:
- 56581
- VIN:
- 5TDKDRAH7SS554674
Price drop
-$1,262
2025 Toyota Highlander
LE FWD
18,812 mi
Lynn, MA
19 mi away
Good Deal
$35,798
$34,995
- 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:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,614
- Stock #:
- FV240
- VIN:
- 5TDJZRFH6KS590426
Price drop
-$1,721
Sponsored Listing
2019 Toyota Highlander
XLE AWD
78,614 mi
Beverly, MA
26 mi away
Good Deal
$27,962
$26,241
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