Used Toyota Highlander for Sale Under $40,000 NearStockbridge, MA
758 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 89,951
- Stock #:
- 29351A
- VIN:
- 5TDGZRBH5MS058801
Sponsored by Cooley Mazda & Volkswagen
2021 Toyota Highlander
XLE AWD
89,951 mi
Rensselaer, NY
32 mi away
Fair Deal
$28,474
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,287
- Stock #:
- NS588845T
- VIN:
- 5TDGZRBHXNS588845
New arrival
Sponsored Listing
2022 Toyota Highlander
XLE AWD
45,287 mi
Albany, NY
37 mi away
Fair Deal
$34,670
- 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
Sponsored Listing
2016 Toyota Highlander
Limited AWD
75,477 mi
Pittsfield, MA
12 mi away
Great Deal
$21,604
$21,104
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,616
- Stock #:
- T176843
- VIN:
- 5TDZKRFH3GS176843
New arrival
2016 Toyota Highlander
LE Plus AWD
92,616 mi
Home delivery from Weymouth, MA
Price includes $183 shipping
Great Deal
$18,670
- 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
12 mi away
Great Deal
$21,604
$21,104
- 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
42 mi away
Great Deal
$30,267
- 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:
- 91,247
- Stock #:
- 103468
- VIN:
- 5TDFZRBH1MS103468
2021 Toyota Highlander
Platinum AWD
91,247 mi
Latham, NY
39 mi away
Great Deal
$29,175
- 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
2021 Toyota Highlander
Platinum AWD
85,229 mi
Latham, NY
39 mi away
Great Deal
$30,175
- 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
41 mi away
Good Deal
$34,799
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 164,521
- Stock #:
- P2704
- VIN:
- 5TDDKRFH6GS262805
2016 Toyota Highlander
Limited Platinum AWD
164,521 mi
West Springfield, MA
39 mi away
Good Deal
$14,877
- 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
2018 Toyota Highlander
XLE AWD
95,964 mi
Torrington, CT
35 mi away
Good Deal
$21,897
- 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:
- 88,420
- Stock #:
- KS732643
- VIN:
- 5TDJZRFH2KS732643
2019 Toyota Highlander
XLE AWD
88,420 mi
Home delivery from Hillside, NJ
Free home delivery
Great Deal
$23,594
- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,278
- Stock #:
- 041380
- VIN:
- 5TDKDRAH1PS041380
New arrival
2023 Toyota Highlander
LE FWD
36,278 mi
Home delivery from Carrollton, TX
Price includes $1,795 shipping
Fair Deal
$32,570
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,794
- Stock #:
- 56551A
- VIN:
- 5TDJZRFHXKS728789
2019 Toyota Highlander
XLE AWD
54,794 mi
Mechanicville, NY
45 mi away
Fair Deal
$27,975
- 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:
- Automatic
- Mileage:
- 133,192
- Stock #:
- 107643
- VIN:
- 5TDDZRFH8HS404147
2017 Toyota Highlander
Limited AWD
133,192 mi
Home delivery from Avenel, NJ
Price includes $256 shipping
Great Deal
$18,055
- 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
38 mi away
Good Deal
$26,772
- 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:
- 69,620
- Stock #:
- 56524A
- VIN:
- 5TDHZRBH0NS576353
2022 Toyota Highlander
XLE AWD
69,620 mi
Mechanicville, NY
45 mi away
Good Deal
$30,676
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,812
- Stock #:
- JA879136
- VIN:
- 5TDBZRFH3JS879136
2018 Toyota Highlander
LE Plus AWD
100,812 mi
Enfield, CT
42 mi away
Fair Deal
$19,452
- 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:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,137
- Stock #:
- 016853
- VIN:
- 5TDKDRBH5PS016853
New arrival
2023 Toyota Highlander
XSE AWD
37,137 mi
Latham, NY
39 mi away
Good Deal
$37,675
- 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:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 167,025
- Stock #:
- 100998
- VIN:
- 5TDKKRFH4FS100998
2015 Toyota Highlander
XLE
167,025 mi
Bloomfield, CT
46 mi away
Good Deal
$13,689
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,218
- Stock #:
- FT09049
- VIN:
- 5TDHZRBH8MS065780
New arrival
2021 Toyota Highlander
XLE AWD
81,218 mi
Home delivery from Paterson, NJ
Price includes $185 shipping
Great Deal
$26,169
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,786
- Stock #:
- 2992
- VIN:
- 5TDJZRFH8KS730914
2019 Toyota Highlander
XLE AWD
88,786 mi
Home delivery from Penns Grove, NJ
Free home delivery
Great Deal
$22,500
- 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
41 mi away
Good Deal
$37,399
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,953
- VIN:
- 5TDJZRFH7JS885842
New arrival
Sponsored Listing
2018 Toyota Highlander
XLE AWD
83,953 mi
Rensselaer, NY
32 mi away
Fair Deal
$24,174
Used White Toyota Highlander for Sale in StockbridgeUsed Blue Toyota Highlander for Sale in StockbridgeUsed Red Toyota Highlander for Sale in StockbridgeUsed Black Toyota Highlander for Sale in StockbridgeUsed Silver Toyota Highlander for Sale in StockbridgeUsed Gray Toyota Highlander for Sale in Stockbridge
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