Used Toyota Highlander for Sale Under $40,000 NearChatham, NY
417 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,518
- Stock #:
- 488285
- VIN:
- 5TDBZRFH4JS488285
Sponsored by Sahara Automotive
2018 Toyota Highlander
LE Plus AWD
120,518 mi
Worcester, MA
89 mi away
Fair Deal
$18,699
- 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:
- 40,199
- Stock #:
- 26C0118A
- VIN:
- 5TDKDRBH0PS044334
Sponsored Listing
2023 Toyota Highlander
XLE AWD
40,199 mi
Bristol, CT
55 mi away
Good Deal
$34,890
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,307
- Stock #:
- 2613A
- VIN:
- 5TDJZRFH5JS497024
Sponsored Listing
2018 Toyota Highlander
XLE AWD
94,307 mi
Claremont, NH
92 mi away
Good Deal
$22,496
- 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
52 mi away
Great Deal
$29,467
- 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:
- Moon Dust
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,020
- Stock #:
- G1562A
- VIN:
- 5TDGZRBH7LS012174
2020 Toyota Highlander
XLE AWD
87,020 mi
Greenfield, MA
51 mi away
Good Deal
$27,452
- 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
69 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:
- 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
58 mi away
Good Deal
$32,786
- 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:
- Automatic
- Mileage:
- 72,744
- Stock #:
- 07710
- VIN:
- 5TDKDRBH6RS566291
New arrival
2024 Toyota Highlander
XLE AWD
72,744 mi
Worcester, MA
89 mi away
Great Deal
$32,390
- 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:
- 28,761
- Stock #:
- A26114A
- VIN:
- 5TDKDRBH0PS031535
Price drop
-$1,990
2023 Toyota Highlander
Limited AWD
28,761 mi
Hawthorne, NY
87 mi away
Great Deal
$38,056
$36,066
- 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:
- Red (Burgundy)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 93,640
- Stock #:
- 155
- VIN:
- 5TDJKRFH1GS254162
2016 Toyota Highlander
XLE AWD
93,640 mi
Schenectady, NY
38 mi away
Good Deal
$18,956
- 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
63 mi away
Great Deal
$24,262
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,520
- Stock #:
- 26DP034
- VIN:
- 5TDGZRBHXNS196917
2022 Toyota Highlander
XLE AWD
84,520 mi
E Swanzey, NH
77 mi away
Great Deal
$28,499
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 6-Speed Automatic
- Mileage:
- 134,798
- VIN:
- 5TDDKRFH7FS184985
Price drop
-$1,000
2015 Toyota Highlander
Limited AWD
134,798 mi
Rensselaer, NY
23 mi away
Good Deal
$18,174
$17,174
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 116,440
- VIN:
- 5TDJZRFH1HS392622
2017 Toyota Highlander
XLE AWD
116,440 mi
Springfield, MA
54 mi away
Fair Deal
$20,289
- 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
59 mi away
Fair Deal
$19,875
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,341
- Stock #:
- 26GP052
- VIN:
- 5TDJZRBHXNS162773
2022 Toyota Highlander
XSE AWD
19,341 mi
E Swanzey, NH
77 mi away
Good Deal
$38,594
- 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
43 mi away
Good Deal
$31,638
- 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:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,093
- Stock #:
- 2590T
- VIN:
- 5TDDZRBH4MS079108
2021 Toyota Highlander
Limited AWD
76,093 mi
Middletown, NY
77 mi away
Great Deal
$28,794
- 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:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,501
- Stock #:
- 261224B
- VIN:
- 5TDHZRBH5NS561881
2022 Toyota Highlander
XLE AWD
93,501 mi
Claremont, NH
92 mi away
Good Deal
$28,345
- 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
2015 Toyota Highlander
LE Plus AWD
175,468 mi
Hamden, CT
74 mi away
Great Deal
$10,999
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,793
- Stock #:
- MJHCMTMS103951
- VIN:
- 5TDJZRBH1MS103951
2021 Toyota Highlander
XSE AWD
30,793 mi
Millbury, MA
91 mi away
Good Deal
$35,999
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- Automatic
- Mileage:
- 78,797
- Stock #:
- 45831
- VIN:
- 5TDBZRBH3MS545831
2021 Toyota Highlander
LE AWD
78,797 mi
Worcester, MA
88 mi away
Good Deal
$25,900
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 101,272
- VIN:
- 5TDZK3EH5DS132272
2013 Toyota Highlander
SE FWD
101,272 mi
Rensselaer, NY
23 mi away
Good Deal
$14,174
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,024
- Stock #:
- NS58823A
- VIN:
- 5TDGZRBH6NS588230
Sponsored Listing
2022 Toyota Highlander
XLE AWD
70,024 mi
Kingston, NY
35 mi away
Fair Deal
$31,770
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