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1,707 listings
  • $24,990
    fair price
    $188 below market
    • 95,014 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Auto Factory Automotive (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Peabody, MA / 82 miles away from Springfield, MA

    Hop into this sleek and stylish 2019 Toyota Highlander that's as black as a moonless night. This car is a head-turner with its modern design and smoot...

    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: 5TDJZRFH1KS732973
    Stock: 732973
    Certified Pre-Owned: No

  • $35,200
    fair price
    $151 below market
    • 47,668 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Nashua (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Nashua, NH / 67 miles away from Springfield, MA

    Recent Arrival! Toyota of Nashua is proud to present this Toyota Gold Certified... Magnetic Gray Metallic 2021 Toyota Highlander XLE AWD 3.5L V6 DOHC ...

    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: 5TDGZRBH9MS119566
    Stock: C4109
    Certified Pre-Owned: Yes
    Listed since: 07-16-2025

  • $29,999
    fair price
    $515 below market
    • 41,657 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Grieco Honda (56 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Johnston, RI / 56 miles away from Springfield, MA

    Bluetooth, Backup Camera, 3rd Row Seating, AWD. CARFAX One-Owner. 2021 Toyota Highlander LE BlackOdometer is 12234 miles below market average! 20/27 C...

    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: 5TDBZRBH0MS131275
    Stock: H52004A
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • Stock photo**
    $37,995
    fair price
    $724 below market
    • 20,702 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Colonie (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Schenectady, NY / 81 miles away from Springfield, MA

    Clean CARFAX. Certified. Blueprint 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC 2022 Toyota Highlander XLE in Blueprint, MP3- USB / I...

    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: 5TDGZRBH6NS567992
    Stock: STK567992TL
    Certified Pre-Owned: Yes
    Listed since: 07-24-2025

  • $31,300
    fair price
    $349 below market
    • 68,007 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Nashua (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Nashua, NH / 67 miles away from Springfield, MA

    Recent Arrival! Toyota of Nashua is proud to present this Toyota Gold Certified... Ruby Flare Pearl 2020 Toyota Highlander XLE AWD 3.5L V6 DOHC 8-Spee...

    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: 5TDGZRBH6LS021335
    Stock: C4102
    Certified Pre-Owned: Yes
    Listed since: 07-11-2025

  • $36,998
    fair price
    $264 below market
    • 40,924 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Herb Chambers Lincoln of Norwood (68 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Norwood, MA / 68 miles away from Springfield, MA

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

    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: 5TDHZRBH3NS236033
    Stock: LP3104
    Certified Pre-Owned: No
    Listed since: 07-20-2025

  • Stock photo**
    $42,990
    fair price
    $875 below market
    • 21,508 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Middletown Toyota (41 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Middletown, CT / 41 miles away from Springfield, MA

    Recent Arrival! Certified. CARFAX One-Owner. Clean CARFAX.2023 Toyota Highlander XSE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...

    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: 5TDKDRBH6PS514155
    Stock: BL07459U
    Certified Pre-Owned: Yes
    Listed since: 07-16-2025

  • $39,985
    fair price
    $155 above market
    • 12,506 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Woburn Toyota (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Woburn, MA / 75 miles away from Springfield, MA

    COME VISIT OUR INDOOR CLIMATE CONTROLLED SHOWROOM!, Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, 3rd row seats: split-bench...

    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: 5TDGZRBH2NS229750
    Stock: N37935A
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • $29,998
    fair price
    $453 below market
    • 80,088 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Herb Chambers Toyota of Boston (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 72 miles away from Springfield, MA

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

    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: 5TDGZRBH6MS058774
    Stock: 2585968A
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • Price Drop
    Stock photo**
    $44,499
    fair price
    $589 below market
    • 14,182 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Toyota of Dartmouth (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in North Dartmouth, MA / 86 miles away from Springfield, MA

    Low miles! 8,657 Miles Below Average 2023 Toyota Highlander XSE 12.3-in. Toyota Audio Multimedia with JBL AWD SUV Certified Pre-Owned 2023 Toyota High...

    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: 5TDKDRBH2PS019970
    Stock: N75859A
    Certified Pre-Owned: Yes
    Listed since: 07-12-2025

  • $43,487
    fair price
    $842 above market
    • 11,940 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Honda North (85 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Danvers, MA / 85 miles away from Springfield, MA

    One-Owner and Family-Ready 2024 Toyota Highlander XLE AWD with Just 11,940 Miles!This one-owner, accident-free Highlander XLE blends three-row comfort...

    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: 5TDKDRBH7RS570754
    Stock: P14917
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • $40,499
    fair price
    $369 above market
    • 32,107 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Wilbraham (2 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wilbraham, MA / 2 miles away from Springfield, MA

    Wind Chill Pearl 2022 Toyota Highlander Limited 3.5L V6 DOHC 8-Speed Automatic AWDOne Owner *, Clean Car-Fax *, Service Records Available *, Back Up C...

    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: 5TDDZRBH1NS185839
    Stock: NS185839T
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • New Listing
    Stock photo**
    $23,488
    good price
    $1,414 below market
    • 102,143 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Toyota of Dartmouth (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in North Dartmouth, MA / 86 miles away from Springfield, MA

    2019 Toyota Highlander XLE 50 State Emissions, All-Weather Floor Liners Package, Alloy Wheel Locks - Chrome, Door Edge Guards AWD SUV 2019 Toyota High...

    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: 5TDJZRFH6KS744312
    Stock: N45860A
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $42,400
    fair price
    $556 above market
    • 21,984 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Nashua (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Nashua, NH / 67 miles away from Springfield, MA

    Recent Arrival! Toyota of Nashua is proud to present this Toyota Gold Certified... Blueprint 2024 Toyota Highlander LE AWD 2.4L I4 PDI Turbocharged DO...

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5RS552687
    Stock: C3996
    Certified Pre-Owned: Yes
    Listed since: 05-08-2025

  • $19,493
    fair price
    $362 above market
    • 135,976 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • McGovern Hyundai 93 (73 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Wilmington, MA / 73 miles away from Springfield, 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: 5TDBZRFH5JS843609
    Stock: H5084A
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • Stock photo**
    $23,799
    good price
    $694 below market
    • 121,147 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Toyota of Nashua (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Nashua, NH / 67 miles away from Springfield, 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: 5TDJZRFH3KS585670
    Stock: N24943T
    Certified Pre-Owned: Yes
    Listed since: 07-19-2025

  • $42,500
    fair price
    $807 above market
    • 23,137 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Toyota of Nashua (67 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Nashua, NH / 67 miles away from Springfield, MA

    Recent Arrival! Toyota of Nashua is proud to present this Toyota Gold Certified... Magnetic Gray Metallic 2024 Toyota Highlander LE AWD 2.4L I4 PDI Tu...

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5RS552527
    Stock: C4005
    Certified Pre-Owned: Yes
    Listed since: 05-15-2025

  • $21,997
    good price
    $1,292 below market
    • 111,926 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Flagship Motorcars of Lynnfield (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lynnfield, MA / 81 miles away from Springfield, MA

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

    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: 5TDJZRFH3KS720355
    Stock: F472561A
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $43,446
    fair price
    $376 above market
    • 16,310 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Romeo Toyota (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Glens Falls, NY / 99 miles away from Springfield, MA

    Romeo Toyota proudly presents this 2024 Toyota Highlander with 3.329 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, ABS brakes, Air Cond...

    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: 5TDKDRBH3RS561064
    Stock: 29448A
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • $20,900
    fair price
    $27 above market
    • 99,634 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Toyota of Keene (52 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Swanzey, NH / 52 miles away from Springfield, 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: 5TDBZRFH8HS471175
    Stock: 340142A
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • $37,632
    fair price
    $168 below market
    • 46,004 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Sullivan Brothers Toyota (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, MA / 93 miles away from Springfield, MA

    Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, Midnight Black Metallic. Toyota Highlander from Sullivan Brothers Toyota in Ki...

    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: 5TDGZRBH5NS581673
    Stock: A4835A
    Certified Pre-Owned: Yes
    Listed since: 04-26-2025

Showing 106 - 126 out of 1,707 listings

Buying a Toyota Highlander in Springfield Massachusetts

The Toyota Highlander stands out as a versatile option for those living in and around Springfield, MA. Its spacious interior and comfortable seating make it ideal for family outings to the nearby Forest Park or the Dr. Seuss National Memorial Sculpture Garden. The Highlander's smooth, quiet ride enhances the experience of navigating the city’s streets or taking day trips to the scenic Pioneer Valley. With its robust V6 engine, drivers can enjoy a balance of power and efficiency, making it suitable for both daily commutes and weekend adventures.

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