Used Toyota Highlander for Sale Under $40,000 NearBrookfield, CT
230 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
7 mi away
Fair Deal
$16,799
- 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:
- Brown (Tan)
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 52,669
- Stock #:
- U30668
- VIN:
- 5TDDKRFHXES058389
New arrival
Sponsored Listing
2014 Toyota Highlander
Limited AWD
52,669 mi
Greenvale, NY
47 mi away
Great Deal
$20,959
- 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:
- 95,964
- Stock #:
- S037315A
- VIN:
- 5TDJZRFH9JS550243
Sponsored Listing
2018 Toyota Highlander
XLE AWD
95,964 mi
Torrington, CT
28 mi away
Great Deal
$20,399
- 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:
- 46,086
- Stock #:
- 26137A
- VIN:
- 5TDKDRBH1PS515794
2023 Toyota Highlander
L AWD
46,086 mi
Avon, CT
37 mi away
Great Deal
$29,467
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 63,655
- Stock #:
- W2387
- VIN:
- 5TDLZRBH4MS144602
2021 Toyota Highlander
XSE AWD
63,655 mi
Watertown, CT
17 mi away
Good Deal
$32,786
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 20,360
- Stock #:
- 70158349
- VIN:
- 5TDJZRFH2HS446459
2017 Toyota Highlander
XLE AWD
20,360 mi
Store transfer to Waterbury, CT
Price includes $149 shipping
Fair Deal
$32,147
- 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:
- Moondust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,251
- Stock #:
- 27-021A
- VIN:
- 5TDHZRBH4LS049512
2020 Toyota Highlander
XLE AWD
61,251 mi
Meriden, CT
30 mi away
Fair Deal
$29,590
- 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:
- 8-Speed Automatic
- Mileage:
- 50,370
- Stock #:
- N5599C
- VIN:
- 5TDGZRBH4MS527859
2021 Toyota Highlander
XLE AWD
50,370 mi
Torrington, CT
29 mi away
Good Deal
$31,638
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 112,723
- Stock #:
- HU27764A
- VIN:
- 5TDJZRFHXJS544810
2018 Toyota Highlander
XLE AWD
112,723 mi
Fishkill, NY
28 mi away
Fair Deal
$20,175
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 175,468
- Stock #:
- M26222A
- VIN:
- 5TDBKRFH1FS194435
Price drop
-$999
2015 Toyota Highlander
LE Plus AWD
175,468 mi
Hamden, CT
26 mi away
Great Deal
$11,998
$10,999
- 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:
- 73,195
- Stock #:
- 626325
- VIN:
- 5TDJZRFH6KS626325
New arrival
2019 Toyota Highlander
XLE AWD
73,195 mi
New Britain, CT
35 mi away
Great Deal
$24,262
- 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:
- 70,596
- Stock #:
- MU593927
- VIN:
- 5TDJZRFHXKS593927
2019 Toyota Highlander
XLE AWD
70,596 mi
Milford, CT
24 mi away
Fair Deal
$26,828
- 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
2021 Toyota Highlander
Platinum AWD
85,180 mi
East Hartford, CT
43 mi away
Fair Deal
$32,799
- 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:
- 23,762
- Stock #:
- 24702P
- VIN:
- 5TDKDRBH4PS524702
New arrival
2023 Toyota Highlander
XLE AWD
23,762 mi
East Hartford, CT
43 mi away
Good Deal
$38,263
- 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:
- 63,023
- Stock #:
- 05752
- VIN:
- 5TDGZRBH5MS529555
2021 Toyota Highlander
XLE AWD
63,023 mi
Roslyn, NY
49 mi away
Great Deal
$28,487
- 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:
- Ooh La La Rouge Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 92,510
- Stock #:
- 19837
- VIN:
- 5TDBKRFH0FS146893
2015 Toyota Highlander
LE Plus AWD
92,510 mi
Wallingford, CT
29 mi away
Good Deal
$18,725
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,118
- Stock #:
- WT850AA
- VIN:
- 5TDKDRBH0RS542813
2024 Toyota Highlander
XLE AWD
31,118 mi
Westbury, NY
50 mi away
Fair Deal
$39,995
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,890
- Stock #:
- U40496
- VIN:
- 5TDBZRBH6NS225078
2022 Toyota Highlander
LE AWD
41,890 mi
New Rochelle, NY
43 mi away
Fair Deal
$30,072
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 35,340
- Stock #:
- U30608D
- VIN:
- 5TDKDRBH3PS521581
Price drop
-$720
2023 Toyota Highlander
XLE AWD
35,340 mi
Greenvale, NY
47 mi away
Good Deal
$35,507
$34,787
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 152,026
- Stock #:
- HQ341
- VIN:
- 5TDBKRFH0GS246459
2016 Toyota Highlander
LE AWD
152,026 mi
Danbury, CT
5 mi away
Great Deal
$12,003
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 159,278
- Stock #:
- 425254
- VIN:
- 5TDBZRFH5HS425254
2017 Toyota Highlander
LE AWD
159,278 mi
East Windsor, CT
50 mi away
Great Deal
$13,990
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 104,070
- VIN:
- 5TDDZRBH6LS047405
2020 Toyota Highlander
Limited AWD
104,070 mi
Waterbury, CT
17 mi away
Good Deal
$25,690
- 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:
- 76,916
- Stock #:
- U10714H27
- VIN:
- 5TDKDRBH5PS011460
Price drop
-$2,995
2023 Toyota Highlander
XLE AWD
76,916 mi
Waterbury, CT
18 mi away
Good Deal
$34,991
$31,996
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,615
- Stock #:
- U12433
- VIN:
- 5TDKDRBH2RS537371
Sponsored Listing
2024 Toyota Highlander
XLE AWD
52,615 mi
Mount Kisco, NY
24 mi away
Good Deal
$36,345
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