Used Toyota Highlander for Sale Under $40,000 NearMiddletown, CT
187 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Walnut
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,426
- Stock #:
- 355791
- VIN:
- 5TDZZRFH1KS355791
New arrival
Sponsored by Car Central
2019 Toyota Highlander
LE FWD
90,426 mi
Milford, CT
32 mi away
Good Deal
$19,791
- 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:
- 61,659
- Stock #:
- C9844
- VIN:
- 5TDDZRBH1MS112453
Sponsored Listing
2021 Toyota Highlander
Limited AWD
61,659 mi
Westfield, MA
39 mi away
Fair Deal
$34,389
- 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
Sponsored Listing
2019 Toyota Highlander
XLE AWD
73,753 mi
West Springfield, MA
40 mi away
Good Deal
$26,272
- 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
20 mi away
Great Deal
$30,067
- 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
8 mi away
Good Deal
$29,590
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 108,979
- Stock #:
- 118
- VIN:
- 5TDJKRFH4FS079002
New arrival
2015 Toyota Highlander
XLE
108,979 mi
Coram, NY
50 mi away
Fair Deal
$19,185
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,307
- Stock #:
- 26157B
- VIN:
- 5TDHZRBH6LS517739
New arrival
2020 Toyota Highlander
XLE AWD
51,307 mi
Madison, CT
19 mi away
Good Deal
$30,626
- 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
23 mi away
Fair Deal
$24,054
- 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
23 mi away
Fair Deal
$33,886
- 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:
- Attitude Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 180,846
- Stock #:
- 21293-01
- VIN:
- 5TDJKRFH2ES031691
Price drop
-$426
2014 Toyota Highlander
XLE AWD
180,846 mi
Vernon, CT
20 mi away
Great Deal
$12,096
$11,670
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,014
- Stock #:
- N42416A
- VIN:
- 5TDBZRFH4HS434074
2017 Toyota Highlander
LE Plus AWD
90,014 mi
Branford, CT
21 mi away
Good Deal
$20,390
- 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:
- 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
10 mi away
Fair Deal
$19,025
- 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
17 mi away
Fair Deal
$26,769
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,763
- Stock #:
- P1696A
- VIN:
- 5TDKDRAH3PS021423
Price drop
-$1,155
2023 Toyota Highlander
LE FWD
69,763 mi
Putnam, CT
46 mi away
Great Deal
$28,684
$27,529
- 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
40 mi away
Good Deal
$26,272
- 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
15 mi away
Good Deal
$17,898
$17,298
- 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
22 mi away
Great Deal
$25,690
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 125,718
- Stock #:
- 5673
- VIN:
- 5TDBK3EH8CS159420
2012 Toyota Highlander
SE AWD
125,718 mi
Meriden, CT
8 mi away
Fair Deal
$14,397
- 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
18 mi away
Fair Deal
$26,549
- 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
22 mi away
Good Deal
$37,099
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- Automatic
- Mileage:
- 86,175
- Stock #:
- 308100
- VIN:
- 5TDJKRFH9GS308100
2016 Toyota Highlander
XLE AWD
86,175 mi
Waterbury, CT
18 mi away
Good Deal
$21,549
- 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
29 mi away
Fair Deal
$21,399
- 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
37 mi away
Fair Deal
$20,997
- 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:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 125,718
- Stock #:
- 5673
- VIN:
- 5TDBK3EH8CS159420
Sponsored Listing
2012 Toyota Highlander
SE AWD
125,718 mi
Meriden, CT
8 mi away
Fair Deal
$14,397
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