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Used Toyota Highlander for Sale in Boston, MA

Shop for a versatile Toyota Highlander in Beantown
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934 listings
  • $7,995
    great price
    $1,729 below market
    165,140 miles
    2 Accidents, 2 Owners, Personal use only
    6cyl Automatic
    John's Auto Sales (2 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Somerville, MA / 2 miles away from Boston, MA

    Introducing the ultimate adventure companion: the Silver 2008 Toyota Highlander! This sleek and stylish SUV is ready to take you on unforgettable jour...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: JTEES42A082093532
    Stock: 093532
    Certified Pre-Owned: No

  • $33,546
    great price
    $2,736 below market
    24,839 miles
    No accidents, 2 Owners, Personal use
    6cyl Automatic
    McGovern Subaru of Acton (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Acton, MA / 20 miles away from Boston, MA

    McGovern Subaru of Acton is proud to present this McGovern Certified... Moon Dust 2020 Toyota Highlander XLE 8-Speed Automatic 3.5L V6 DOHC AWDFeature...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH8LS024483
    Stock: SM2348A
    Certified Pre-Owned: No
    Listed since: 12-11-2023

  • $31,998
    great price
    $2,620 below market
    37,858 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Audi Burlington (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Burlington, MA / 12 miles away from Boston, MA

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicles receives a complete multi-point inspection by factory trained technicians who in...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH8LS516415
    Stock: R051594A
    Certified Pre-Owned: No
    Listed since: 01-30-2024

  • $39,998
    fair price
    $586 below market
    9,038 miles
    No accidents, 1 Owner, Personal use only
    4cyl Automatic
    Herb Chambers Toyota of Boston (4 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 4 miles away from Boston, MA

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicles receives a complete multi-point inspection by factory trained technicians who in...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH6PS507593
    Stock: P13061T
    Certified Pre-Owned: No
    Listed since: 12-19-2023

  • Price Drop
    $31,500
    great price
    $2,571 below market
    37,379 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Automax Pre Owned Marlborough (25 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Marlborough, MA / 25 miles away from Boston, MA

    AWD XLE Edition - Magnetic Gray Metallic exterior on Black Leatherette interior with Sunroof / Moonroof, Apple CarPlay / Android Auto, Backup Camera, ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBHXMS089428
    Stock: 089428
    Certified Pre-Owned: No
    Listed since: 11-15-2023

  • $34,579
    great price
    $2,302 below market
    14,258 miles
    1 Accident, 2 Owners, Personal use only
    6cyl Automatic
    Honda North (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Danvers, MA / 18 miles away from Boston, MA

    2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD.Recent Arrival! 20/27 City/Highway MPGAwards: * ALG Residual Value Awards, Residual ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH7MS062946
    Stock: 73062A
    Certified Pre-Owned: No
    Listed since: 02-13-2024

  • $35,824
    fair price
    $336 below market
    22,784 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Atlantic Toyota (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lynn, MA / 8 miles away from Boston, MA

    **CLEAN CARFAX, ONE OWNER, SPECIAL COLOR, 4 BRAND NEW TIRES, NEW BRAKES, ONLY 22K MILES! Equipped With, 18 ALLOY WHEELS, Temp Spare Start/Stop Technol...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH6MS544419
    Stock: P20808
    Certified Pre-Owned: No
    Listed since: 12-27-2023

  • $20,487
    great price
    $2,074 below market
    68,175 miles
    1 Accident, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    Honda North (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Danvers, MA / 18 miles away from Boston, MA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH5FS194675
    Stock: 71927B
    Certified Pre-Owned: No
    Listed since: 11-15-2023

  • $8,499
    good price
    $1,283 below market
    181,634 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Ally Motors (19 mi away)
    Home delivery*
    • AWD/4WD
    • Sunroof/Moonroof
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Whitman, MA / 19 miles away from Boston, MA

    CALL NOW: 774-447-44422010 *TOYOTA HIGHLANDER* 3.5L V6 AWD!AUTOMATIC TRANSMISSION!ALL WHEEL DRIVE!CLEAN CARFAX!26 SERVICE HISTORY RECORDS!NO ACCIDENTS...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: JTEBK3EH1A2157413
    Stock: 21-4563
    Certified Pre-Owned: No

  • $33,977
    fair price
    $832 below market
    7,485 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Lexus of Watertown (6 mi away)
    Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Watertown, MA / 6 miles away from Boston, MA

    GREAT MILES 7,485! Magnetic Gray Metallic exterior and GRAPHITE interior, LE trim. EPA 27 MPG Hwy/20 MPG City! Third Row Seat, Back-Up Camera, Rear Ai...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBH0NS597497
    Stock: 1501204A
    Certified Pre-Owned: No
    Listed since: 01-25-2024

  • Price Drop
    $24,798
    good price
    $710 below market
    85,263 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Herb Chambers Honda of Burlington (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Burlington, MA / 12 miles away from Boston, MA

    *** 3RD ROW - NAV - SUNROOF - AWD - BACKUP CAM - HEATED SEATS - Bluetooth® *** Every Herb Chambers Certified pre-owned vehicles receives a complete mu...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH8JS522983
    Stock: H230875
    Certified Pre-Owned: No
    Listed since: 12-17-2023

  • $36,900
    good price
    $1,560 below market
    9,123 miles
    No accidents, 1 Owner, Personal use only
    4cyl Automatic
    Atlantic Toyota (8 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lynn, MA / 8 miles away from Boston, MA

    **CLEAN CARFAX, ONE OWNER, ONLY 9K MILES! Equipped with FRONT WHEEL DRIVE, 18 ALLOY WHEELS, Temp Spare Start/Stop Technology, Hill Start and Downhill ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAHXPS006157
    Stock: P20833
    Certified Pre-Owned: No
    Listed since: 02-01-2024

  • Price Drop
    $26,490
    fair price
    $202 below market
    68,857 miles
    No accidents, 2 Owners, Personal use
    6cyl Automatic
    Automecca North End Motors (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Framingham, MA / 19 miles away from Boston, MA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH8JS859170
    Stock: A52319
    Certified Pre-Owned: No
    Listed since: 12-20-2023

  • Certified Pre-Owned
    Toyota Certified Pre-Owned Program
    • 160-Point Quality Assurance Inspection
    • CARFAX® Vehicle History Report™
    • 12 Month/12,000 Mile Comprehensive Warranty
    Stock photo © eVox Productions**
    $36,694
    great price
    $1,887 below market
    37,186 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    McGee Toyota of Hanover (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hanover, MA / 19 miles away from Boston, MA

    Certified. At McGee Toyota of Hanover, all our vehicles go through an extensive safety check. Equipment & Safety features include: Dynamic Radar Crui...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBHXMS079016
    Stock: 64601A
    Certified Pre-Owned: Yes
    Listed since: 02-15-2024

  • Price Drop
    $25,990
    good price
    $1,254 below market
    48,596 miles
    1 Accident, 1 Owner, Personal use
    6cyl Automatic
    North End Motors (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Canton, MA / 13 miles away from Boston, MA

    Rear Cross Traffic Alert, Lane Departure Alert (LDA), Lane Keeping Assist, Toyota Safety Sense, Rear View Camera, Bluetooth Handsfree, 3rd row seats: ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH1KS987109
    Stock: B22911
    Certified Pre-Owned: No
    Listed since: 12-21-2023

  • $35,101
    good price
    $944 below market
    25,468 miles
    No accidents, 1 Owner, Corporate fleet vehicle
    6cyl Automatic
    McGovern Honda (3 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Everett, MA / 3 miles away from Boston, MA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH5LS022013
    Stock: MH2297
    Certified Pre-Owned: No
    Listed since: 01-11-2024

  • $29,900
    fair price
    $252 below market
    43,386 miles
    1 Accident, 1 Owner, Personal use
    6cyl Automatic
    Atlantic Toyota (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lynn, MA / 8 miles away from Boston, MA

    **CLEAN CARFAX, ONE OWNER, SPECIAL COLOR, BRAND NEW TIRES, NEW TRUESTART BATTERY, NEW DRIVE BELT, NEW BRAKES & ROTORS, ONLY 44K MILES!! Equipped With ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH1KS726266
    Stock: 39019A
    Certified Pre-Owned: No
    Listed since: 12-19-2023

  • $34,500
    good price
    $1,257 below market
    24,638 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    McGovern Hyundai (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Brockton, MA / 20 miles away from Boston, MA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH2MS116458
    Stock: HY13167A
    Certified Pre-Owned: No
    Listed since: 01-19-2024

  • $13,898
    good price
    $1,485 below market
    122,141 miles
    1 Accident, 2 Owners, Personal use only
    6cyl Automatic
    Herb Chambers Volvo Cars Norwood (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norwood, MA / 14 miles away from Boston, MA

    INSPECTION COMPLETED Every Herb Chambers Certified pre-owned vehicles receives a complete multi-point inspection by factory trained technicians who in...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH7DS198596
    Stock: 482126A
    Certified Pre-Owned: No
    Listed since: 11-15-2023

  • Price Drop
    $37,200
    fair price
    $355 below market
    16,782 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    McGovern Kia of Norwood (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Norwood, MA / 12 miles away from Boston, MA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH4NS585729
    Stock: K2486A
    Certified Pre-Owned: No
    Listed since: 01-29-2024

  • Price Drop
    $32,000
    good price
    $1,039 below market
    22,219 miles
    No accidents, 1 Owner, Personal use
    4cyl Automatic
    AutoMax PreOwned Framingham (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Framingham, MA / 20 miles away from Boston, MA

    8-Passenger AWD - Gray exterior on Black interior with Apple CarPlay / Android Auto, Backup Camera, Steering Wheel Mounted Media Controls, Active Crui...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS001253
    Stock: 001253
    Certified Pre-Owned: No
    Listed since: 01-23-2024

Showing 1 - 21 out of 934 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
3.9 out of 5 stars385 Reviews
Write a vehicle reviewSee all 385 reviews
  • 5 star
    (52%)
  • 4 star
    (16%)
  • 3 star
    (13%)
  • 2 star
    (10%)
  • 1 star
    (10%)
5 out of 5 stars

Definitely impressed!

rusty, 06/17/2022
2022 Toyota Highlander
Always considered buying (and have had a Toyota previously) for their engine/brand reliability. But this model has blown my wife and I away. We have the 2022 Limited trim. Creature comforts are off the charts, great intuitive display for carplay, air controls, etc. Fast on highway, luxury style driving and "float" on city roads. Recommend captain 2nd row for big kids. Third row room … doesn't matter unless you're seriously trying to make one of these your commuter as a big family.... otherwise they are there for when you need them. Just throw the smallest kids back there and you'll be good. SLEEK eye appeal. Roomier than expected once you're inside, despite looking "small" from the outside. So far, I love this vehicle. ***7500 miles later, still going great… interior ceiling upholstery at the edges could be more tactful, but that sounds petty. Wonderful truck/SUV!***
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** This image is a stock photo and may not reflect the model year or color of, and/or equipment offered on, the advertised vehicle.