Used Toyota Highlander for Sale Under $40,000 NearMonterey, MA
750 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 145,233
- Stock #:
- 177982
- VIN:
- 5TDDKRFHXFS177982
Sponsored by New Milford Auto Group
2015 Toyota Highlander
Limited AWD
145,233 mi
New Milford, CT
43 mi away
Fair Deal
$17,993
- 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
- Mileage:
- 63,652
- Stock #:
- W2387
- VIN:
- 5TDLZRBH4MS144602
New arrival
Sponsored Listing
2021 Toyota Highlander
XSE AWD
63,652 mi
Watertown, CT
42 mi away
Fair Deal
$33,886
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,477
- Stock #:
- S2365A
- VIN:
- 5TDDKRFH0GS336672
Price drop
-$501
Sponsored Listing
2016 Toyota Highlander
Limited AWD
75,477 mi
Pittsfield, MA
19 mi away
Great Deal
$21,104
$20,603
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,477
- Stock #:
- S2365A
- VIN:
- 5TDDKRFH0GS336672
Price drop
-$501
2016 Toyota Highlander
Limited AWD
75,477 mi
Pittsfield, MA
19 mi away
Great Deal
$21,104
$20,603
- 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:
- 46,468
- Stock #:
- 6T2981
- VIN:
- 5TDKDRBH4RS540479
New arrival
2024 Toyota Highlander
LE AWD
46,468 mi
Albany, NY
46 mi away
Good Deal
$31,873
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,616
- Stock #:
- T176843
- VIN:
- 5TDZKRFH3GS176843
New arrival
2016 Toyota Highlander
LE Plus AWD
92,616 mi
Home delivery from Weymouth, MA
Price includes $176 shipping
Good Deal
$18,662
- 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:
- 52,509
- Stock #:
- 11690TB
- VIN:
- 5TDKDRBH7PS511913
2023 Toyota Highlander
XLE AWD
52,509 mi
West Simsbury, CT
30 mi away
Great Deal
$34,399
- 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,928
- Stock #:
- 26137A
- VIN:
- 5TDKDRBH1PS515794
2023 Toyota Highlander
L AWD
45,928 mi
Avon, CT
32 mi away
Great Deal
$30,067
- 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:
- Automatic
- Mileage:
- 85,229
- Stock #:
- 130077
- VIN:
- 5TDFZRBH0MS130077
Price drop
-$1,000
2021 Toyota Highlander
Platinum AWD
85,229 mi
Latham, NY
49 mi away
Great Deal
$30,175
$29,175
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,137
- Stock #:
- 016853
- VIN:
- 5TDKDRBH5PS016853
New arrival
2023 Toyota Highlander
XSE AWD
37,137 mi
Latham, NY
49 mi away
Good Deal
$37,675
- 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:
- 72,839
- Stock #:
- 260729A
- VIN:
- 5TDBZRBH9MS130836
2021 Toyota Highlander
LE AWD
72,839 mi
Hartford, CT
39 mi away
Fair Deal
$26,769
- 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:
- 73,753
- Stock #:
- 42N00020A
- VIN:
- 5TDJZRFH9KS629557
2019 Toyota Highlander
XLE AWD
73,753 mi
West Springfield, MA
30 mi away
Good Deal
$26,772
- 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
- Mileage:
- 63,652
- Stock #:
- W2387
- VIN:
- 5TDLZRBH4MS144602
New arrival
2021 Toyota Highlander
XSE AWD
63,652 mi
Watertown, CT
42 mi away
Fair Deal
$33,886
- 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:
- 37,016
- Stock #:
- 11691TB
- VIN:
- 5TDKDRBH8PS032903
2023 Toyota Highlander
XLE AWD
37,016 mi
West Simsbury, CT
30 mi away
Good Deal
$37,099
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,864
- Stock #:
- 7334A
- VIN:
- 5TDJZRBH7MS072432
2021 Toyota Highlander
XSE AWD
99,864 mi
Hudson, NY
28 mi away
Fair Deal
$29,170
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,682
- Stock #:
- TUC12930O
- VIN:
- 5TDJZRFH8KS617660
2019 Toyota Highlander
XLE AWD
98,682 mi
Watertown, CT
42 mi away
Fair Deal
$24,054
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 46,663
- Stock #:
- 70139827
- VIN:
- 5TDKDRAH5PS020886
2023 Toyota Highlander
XSE FWD
46,663 mi
Store transfer to Hartford, CT
Price includes $1,399 shipping
Fair Deal
$37,397
- 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:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 158,888
- Stock #:
- 453473
- VIN:
- 5TDJZRFH9HS453473
Price drop
-$500
2017 Toyota Highlander
XLE AWD
158,888 mi
Home delivery from Carlstadt, NJ
Price includes $156 shipping
Great Deal
$15,850
$15,350
- 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
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 121,065
- Stock #:
- ZP39706A
- VIN:
- 5TDJKRFH7GS232926
Price drop
-$600
2016 Toyota Highlander
XLE AWD
121,065 mi
East Hartford, CT
40 mi away
Good Deal
$17,898
$17,298
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 106,352
- Stock #:
- T261398A
- VIN:
- 5TDJZRFH7HS412937
2017 Toyota Highlander
XLE AWD
106,352 mi
Manchester, CT
43 mi away
Fair Deal
$22,694
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 78,097
- Stock #:
- 580029
- VIN:
- 5TDJZRFH1KS580029
2019 Toyota Highlander
XLE AWD
78,097 mi
Waterbury, CT
45 mi away
Fair Deal
$26,549
- 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 (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,180
- Stock #:
- TC160907A
- VIN:
- 5TDFZRBH7MS132425
New arrival
2021 Toyota Highlander
Platinum AWD
85,180 mi
East Hartford, CT
40 mi away
Good Deal
$32,799
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 96,485
- Stock #:
- 3640
- VIN:
- 5TDBZRFHXKS953640
2019 Toyota Highlander
LE Plus AWD
96,485 mi
East Longmeadow, MA
36 mi away
Fair Deal
$20,997
- 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:
- 34,187
- Stock #:
- C9853
- VIN:
- 5TDKDRBHXPS045118
Sponsored Listing
2023 Toyota Highlander
XLE AWD
34,187 mi
Westfield, MA
26 mi away
Good Deal
$37,769
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