Used Toyota Highlander for Sale Under $40,000 NearBennington, VT
380 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 154,327
- Stock #:
- T78953B
- VIN:
- 5TDJZRFH6HS507618
Sponsored by Westboro Toyota
2017 Toyota Highlander
XLE AWD
154,327 mi
Westborough, MA
88 mi away
Fair Deal
$17,595
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,700
- Stock #:
- GP1129A
- VIN:
- 5TDGZRBH1LS517806
Sponsored Listing
2020 Toyota Highlander
XLE AWD
76,700 mi
Greenwich, NY
23 mi away
Good Deal
$26,758
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,968
- Stock #:
- UP43548
- VIN:
- 5TDKDRBH1RS568398
New arrival
Sponsored Listing
2024 Toyota Highlander
XLE AWD
63,968 mi
Hartford, CT
81 mi away
Fair Deal
$38,626
- 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:
- Opulent Amber
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,247
- Stock #:
- N30711A
- VIN:
- 5TDBZRBH8MS106074
New arrival
2021 Toyota Highlander
LE AWD
77,247 mi
White River Junction, VT
65 mi away
Good Deal
$25,549
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,111
- Stock #:
- 2138467
- VIN:
- 5TDGZRBH3MS138467
2021 Toyota Highlander
XLE AWD
22,111 mi
Rutland, VT
48 mi away
Fair Deal
$35,306
- 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:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 91,227
- Stock #:
- 103468
- VIN:
- 5TDFZRBH1MS103468
Price drop
-$1,000
2021 Toyota Highlander
Platinum AWD
91,227 mi
Latham, NY
33 mi away
Great Deal
$30,175
$29,175
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,260
- Stock #:
- P-759B
- VIN:
- 5TDJZRFH0JS555198
2018 Toyota Highlander
XLE AWD
108,260 mi
Torrington, CT
75 mi away
Fair Deal
$21,399
- 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:
- 45,728
- Stock #:
- 26137A
- VIN:
- 5TDKDRBH1PS515794
2023 Toyota Highlander
L AWD
45,728 mi
Avon, CT
78 mi away
Good Deal
$30,467
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,700
- Stock #:
- GP1129A
- VIN:
- 5TDGZRBH1LS517806
2020 Toyota Highlander
XLE AWD
76,700 mi
Greenwich, NY
23 mi away
Good Deal
$26,758
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,095
- Stock #:
- H260431B
- VIN:
- 5TDJZRFH3JS903835
2018 Toyota Highlander
XLE AWD
130,095 mi
Keene, NH
42 mi away
Good Deal
$18,994
- 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
-$500
2016 Toyota Highlander
Limited AWD
75,477 mi
Pittsfield, MA
32 mi away
Great Deal
$22,604
$22,104
- 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 (Blizzard Pearl)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- Automatic
- Mileage:
- 187,478
- Stock #:
- 091139
- VIN:
- 5TDBKRFH8FS091139
2015 Toyota Highlander
LE AWD
187,478 mi
Plantsville, CT
94 mi away
Good Deal
$10,898
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,183
- Stock #:
- 7T2204
- VIN:
- 5TDGZRBH7NS231607
2022 Toyota Highlander
XLE AWD
34,183 mi
Albany, NY
37 mi away
Good Deal
$34,250
- 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:
- Nautical Blue Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic
- Mileage:
- 117,863
- Stock #:
- 330704
- VIN:
- 5TDJKRFH8GS330704
New arrival
2016 Toyota Highlander
XLE AWD
117,863 mi
Watertown, CT
91 mi away
Fair Deal
$18,494
- 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
-$1,500
2021 Toyota Highlander
Platinum AWD
85,229 mi
Latham, NY
33 mi away
Great Deal
$31,675
$30,175
- 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:
- Toasted Walnut Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,858
- Stock #:
- M30498A
- VIN:
- 5TDDZRFH1JS862537
2018 Toyota Highlander
Limited Platinum AWD
94,858 mi
White River Junction, VT
65 mi away
Fair Deal
$25,449
- 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:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,077
- Stock #:
- TC1858A
- VIN:
- 5TDDKRFH9GS290257
2016 Toyota Highlander
Limited AWD
99,077 mi
Bow, NH
84 mi away
Good Deal
$21,095
- Year:
- 2024
- 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:
- 35,045
- Stock #:
- 28932512
- VIN:
- 5TDKDRAH6RS532191
2024 Toyota Highlander
Limited FWD
35,045 mi
Store transfer to Albany, NY
Price includes $1,999 shipping
Good Deal
$39,997
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,536
- Stock #:
- DSP052
- VIN:
- 5TDGZRBH7LS018881
2020 Toyota Highlander
XLE AWD
78,536 mi
Concord, NH
85 mi away
Good Deal
$28,137
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Pearl White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 109,000
- Stock #:
- WEB536808
- VIN:
- 5TDBK3EH3DS260091
2013 Toyota Highlander
SE AWD
109,000 mi
Londonderry, NH
91 mi away
Fair Deal
$15,195
- 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:
- Red (Burgundy)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,950
- Stock #:
- 5485
- VIN:
- 5TDBZRFH9KS965228
2019 Toyota Highlander
LE Plus AWD
36,950 mi
Feeding Hills, MA
63 mi away
Great Deal
$25,394
- 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
77 mi away
Good Deal
$35,099
- 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:
- Brown (Saddle Tan)
- Transmission:
- Automatic
- Mileage:
- 64,035
- Stock #:
- HLWTKS991999
- VIN:
- 5TDDZRFH2KS991999
Price drop
-$700
2019 Toyota Highlander
Limited AWD
64,035 mi
Westborough, MA
87 mi away
Great Deal
$28,197
$27,497
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,705
- Stock #:
- PH79066
- VIN:
- 5TDKDRBH4SS576582
Sponsored Listing
2025 Toyota Highlander
XSE AWD
50,705 mi
Westborough, MA
88 mi away
Good Deal
$39,595
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