Certified Toyota Highlander for Sale nearWinchester, MA
43 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,996
- Stock #:
- PH78999
- VIN:
- 5TDKDRBH0SS583805
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
22,996 mi
Westborough, MA
28 mi away
Fair Deal
$45,394
- 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:
- Cypress
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,951
- Stock #:
- N0303174A
- VIN:
- 5TDKDRBH8RS540940
New arrival
Sponsored Listing
2024 Toyota Highlander
XLE AWD
22,951 mi
Norwood, MA
17 mi away
Good Deal
$40,826
- 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:
- 30,595
- Stock #:
- N29055C
- VIN:
- 5TDKDRBH4PS044319
Sponsored Listing
2023 Toyota Highlander
XLE AWD
30,595 mi
Nashua, NH
24 mi away
Fair Deal
$37,998
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,500
- Stock #:
- 62N00655C
- VIN:
- 5TDJZRFH1KS993956
2019 Toyota Highlander
XLE AWD
56,500 mi
Smithfield, RI
40 mi away
Good Deal
$28,063
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,589
- Stock #:
- FH09275T
- VIN:
- 5TDKDRBH1RS571821
New arrival
2024 Toyota Highlander
XLE AWD
17,589 mi
Haverhill, MA
23 mi away
Fair Deal
$42,565
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,560
- Stock #:
- FH09184T
- VIN:
- 5TDKDRBH8RS550402
2024 Toyota Highlander
Platinum AWD
52,560 mi
Haverhill, MA
23 mi away
Good Deal
$40,695
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,363
- Stock #:
- TP4119A
- VIN:
- 5TDKDRAH5RS054149
2024 Toyota Highlander
LE FWD
34,363 mi
Portsmouth, NH
46 mi away
Good Deal
$33,070
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,774
- Stock #:
- TP4421A
- VIN:
- 5TDJZRFH8JS561346
2018 Toyota Highlander
XLE AWD
118,774 mi
Portsmouth, NH
46 mi away
Fair Deal
$21,332
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,710
- Stock #:
- P21495C
- VIN:
- 5TDGZRBH5MS535873
Price drop
-$681
2021 Toyota Highlander
XLE AWD
56,710 mi
Lynn, MA
10 mi away
Good Deal
$31,616
$30,935
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,642
- Stock #:
- P21496
- VIN:
- 5TDKDRBH4PS003589
2023 Toyota Highlander
XLE AWD
60,642 mi
Lynn, MA
10 mi away
Good Deal
$33,425
- 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:
- 67,317
- Stock #:
- TB4399A
- VIN:
- 5TDBZRBH6LS004304
New arrival
2020 Toyota Highlander
LE AWD
67,317 mi
Boston, MA
12 mi away
Fair Deal
$27,498
- 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:
- 120,258
- Stock #:
- N29053C
- VIN:
- 5TDJZRFH9HS431747
Price drop
-$1,096
2017 Toyota Highlander
XLE AWD
120,258 mi
Nashua, NH
24 mi away
Good Deal
$19,500
$18,999
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,397
- Stock #:
- TU1255
- VIN:
- 5TDLZRBH3MS073375
2021 Toyota Highlander
XSE AWD
71,397 mi
Portsmouth, NH
46 mi away
Good Deal
$32,365
- 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:
- 108,287
- Stock #:
- KS602704
- VIN:
- 5TDJZRFH4KS602704
New arrival
2019 Toyota Highlander
XLE AWD
108,287 mi
Manchester, NH
38 mi away
Fair Deal
$24,086
- 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:
- 105,491
- Stock #:
- P2526AXC
- VIN:
- 5TDJZRBH3MS133341
2021 Toyota Highlander
XSE AWD
105,491 mi
Nashua, NH
24 mi away
Good Deal
$27,998
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,342
- Stock #:
- P17694
- VIN:
- 5TDGZRBHXNS201419
2022 Toyota Highlander
XLE AWD
35,342 mi
Framingham, MA
20 mi away
Good Deal
$34,749
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,377
- Stock #:
- PH78974
- VIN:
- 5TDKDRBH2SS583840
2025 Toyota Highlander
XSE AWD
24,377 mi
Westborough, MA
28 mi away
Great Deal
$42,595
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,359
- Stock #:
- 62N00376A
- VIN:
- 5TDHZRBH9MS557542
2021 Toyota Highlander
XLE AWD
88,359 mi
Smithfield, RI
40 mi away
Good Deal
$27,670
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,499
- Stock #:
- T2088
- VIN:
- 5TDKDRAH5PS022802
2023 Toyota Highlander
XLE FWD
53,499 mi
Nashua, NH
24 mi away
Good Deal
$33,200
- 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:
- 30,214
- Stock #:
- TY106429T
- VIN:
- 5TDGZRBH8MS135340
Photos coming soon
2021 Toyota Highlander
XLE AWD
30,214 mi
Tewksbury, MA
13 mi away
Fair Deal
$35,693
- 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:
- 91,089
- Stock #:
- P10015
- VIN:
- 5TDJZRFH4HS391156
2017 Toyota Highlander
XLE AWD
91,089 mi
Braintree, MA
18 mi away
Fair Deal
$23,094
- 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:
- 19,004
- Stock #:
- TBUR134
- VIN:
- 5TDKDRBH2SS589928
2025 Toyota Highlander
LE AWD
19,004 mi
Boston, MA
12 mi away
Good Deal
$39,287
- Year:
- 2026
- 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:
- 6,093
- Stock #:
- TS603814
- VIN:
- 5TDKDRBH2TS603814
New arrival
2026 Toyota Highlander
XLE AWD
6,093 mi
Danvers, MA
12 mi away
Fair Deal
$49,592
- 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:
- Blue
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Harvest Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,342
- Stock #:
- P17694
- VIN:
- 5TDGZRBHXNS201419
Sponsored Listing
2022 Toyota Highlander
XLE AWD
35,342 mi
Framingham, MA
20 mi away
Good Deal
$34,749
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