Used Toyota Highlander for Sale Under $40,000 NearMonroe, CT
281 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,651
- Stock #:
- BRO25058A
- VIN:
- 5TDDZRFH4JS879333
Sponsored by Shaker Family Ford Lincoln
2018 Toyota Highlander
Limited AWD
103,651 mi
Watertown, CT
17 mi away
Fair Deal
$23,699
- 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
Sponsored Listing
2019 Toyota Highlander
XLE AWD
70,596 mi
Milford, CT
12 mi away
Fair Deal
$27,593
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,084
- Stock #:
- U2489A
- VIN:
- 5TDKDRBH9PS522041
Sponsored Listing
2023 Toyota Highlander
LE AWD
30,084 mi
Hempstead, NY
48 mi away
Fair Deal
$33,170
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 104,833
- Stock #:
- P0762A
- VIN:
- 5TDJZRFH1HS417826
2017 Toyota Highlander
XLE AWD
104,833 mi
Danbury, CT
13 mi away
Good Deal
$20,999
- 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:
- 74,298
- Stock #:
- U5369I
- VIN:
- 5TDJZRBH0MS152509
New arrival
2021 Toyota Highlander
XSE AWD
74,298 mi
Westbury, NY
44 mi away
Good Deal
$29,891
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,272
- Stock #:
- BY70634
- VIN:
- 5TDGZRBH5NS168202
New arrival
2022 Toyota Highlander
XLE AWD
76,272 mi
Flushing, NY
50 mi away
Good Deal
$28,925
- 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 East Haven, CT
Price includes $1,999 shipping
Good Deal
$39,997
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,795
- Stock #:
- S26602A
- VIN:
- 5TDBZRFH3KS973275
2019 Toyota Highlander
LE AWD
105,795 mi
Englewood, NJ
50 mi away
Good Deal
$19,777
- 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:
- 83,941
- Stock #:
- 317290U
- VIN:
- 5TDGZRBHXNS228863
Price drop
-$930
2022 Toyota Highlander
XLE AWD
83,941 mi
Wappingers Falls, NY
40 mi away
Great Deal
$28,074
$27,144
- 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:
- 86,838
- Stock #:
- T16434
- VIN:
- 5TDBZRBH8LS515528
2020 Toyota Highlander
LE AWD
86,838 mi
Wappingers Falls, NY
39 mi away
Fair Deal
$24,163
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,162
- Stock #:
- U5129
- VIN:
- 5TDJZRFH7HS403347
2017 Toyota Highlander
XLE AWD
82,162 mi
Mamaroneck, NY
37 mi away
Good Deal
$21,965
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Classic Silver Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 85,328
- Stock #:
- 2589UT
- VIN:
- 5TDDK3EH2BS051401
New arrival
2011 Toyota Highlander
Limited 4WD
85,328 mi
Huntington Station, NY
36 mi away
Fair Deal
$15,868
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 35,219
- Stock #:
- U30308P
- VIN:
- 5TDKDRBH0PS047332
2023 Toyota Highlander
Platinum AWD
35,219 mi
Greenvale, NY
42 mi away
Great Deal
$39,164
- 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:
- 92,494
- Stock #:
- 19837
- VIN:
- 5TDBKRFH0FS146893
2015 Toyota Highlander
LE Plus AWD
92,494 mi
Wallingford, CT
23 mi away
Fair Deal
$19,025
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,084
- Stock #:
- U2489A
- VIN:
- 5TDKDRBH9PS522041
2023 Toyota Highlander
LE AWD
30,084 mi
Hempstead, NY
48 mi away
Fair Deal
$33,170
- 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
Price drop
-$1,000
2023 Toyota Highlander
L AWD
45,728 mi
Avon, CT
38 mi away
Great Deal
$31,467
$30,467
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,390
- Stock #:
- G2L0034
- VIN:
- 5TDKDRBH1SS588320
Price drop
-$1,995
2025 Toyota Highlander
LE AWD
25,390 mi
Greenwich, CT
30 mi away
Good Deal
$40,895
$39,895
- 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
43 mi away
Fair Deal
$26,769
- 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:
- 53,166
- Stock #:
- W269125A
- VIN:
- 5TDKDRBH9RS560856
2024 Toyota Highlander
Limited AWD
53,166 mi
Westbury, NY
44 mi away
Great Deal
$36,995
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 103,252
- Stock #:
- A-127762
- VIN:
- 5TDDK3EH7CS127762
2012 Toyota Highlander
Limited AWD
103,252 mi
East Windsor, CT
49 mi away
Good Deal
$13,945
- 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
38 mi away
Good Deal
$35,249
- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,219
- Stock #:
- PB07330A
- VIN:
- 5TDHZRBH6MS118332
2021 Toyota Highlander
XLE AWD
109,219 mi
Plainville, CT
31 mi away
Great Deal
$25,250
- 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:
- Ash
- Transmission:
- Automatic
- Mileage:
- 52,291
- Stock #:
- FU9890
- VIN:
- 5TDJZRFH6KS583279
2019 Toyota Highlander
XLE AWD
52,291 mi
Bronx, NY
48 mi away
Fair Deal
$28,063
- 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:
- Silver Sky Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,360
- Stock #:
- U12328
- VIN:
- 5TDJKRFH9FS196820
New arrival
Sponsored Listing
2015 Toyota Highlander
XLE
107,360 mi
Mount Kisco, NY
27 mi away
Good Deal
$17,570
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