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1,558 listings
  • Price Drop
    $30,900
    good price
    $1,590 below market
    • 93,714 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Romeo Toyota (98 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Glens Falls, NY / 98 miles away from Springfield, MA

    Midnight Black Metallic 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC20/27 City/Highway MPGAwards:* ALG Residual Value Awards, Re...

    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: 5TDFZRBH7MS117875
    Stock: 29042A
    Certified Pre-Owned: No
    Listed since: 02-19-2025

  • New Listing
    $36,795
    fair price
    $616 below market
    • 28,399 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Woburn Toyota (80 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Woburn, MA / 80 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, 18" Machined Alloy Wheels,...

    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: 5TDHZRBH0MS083545
    Stock: N37239A
    Certified Pre-Owned: No
    Listed since: 04-16-2025

  • Price Drop
    $14,598
    fair price
    $590 above market
    • 117,445 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • The Highline Group (73 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Lowell, MA / 73 miles away from Springfield, MA

    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: Yes

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH3DS264125
    Stock: 25-121
    Certified Pre-Owned: No

  • $32,775
    fair price
    $585 below market
    • 63,705 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Lexus of Watertown (75 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Celestial Silver Metallic exterior and BLACK interior. Heated Leather Seats, Third Row Seat, Navigation, Moonroof, Chrome Wheels, Captains Chairs, All...

    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: 5TDDZRBH7MS526305
    Stock: 1502962A
    Certified Pre-Owned: No
    Listed since: 11-27-2024

  • $34,992
    fair price
    $562 below market
    • 62,599 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Lexus of Watertown (75 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Magnetic Gray Metallic exterior and BLACK interior. Heated Leather Seats, 3rd Row Seat, Navigation, Sunroof, PLATINUM PACKAGE, Alloy Wheels, Captains ...

    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: 5TDFZRBH0MS143105
    Stock: 1601100A
    Certified Pre-Owned: No
    Listed since: 03-06-2025

  • New Listing
    Stock photo**
    $45,988
    good price
    $1,869 below market
    • 18,064 miles
    • No accidents, 1 owner, personal use
    • 4cyl automatic
    • Toyota of Dartmouth (90 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in North Dartmouth, MA / 90 miles away from Springfield, MA

    2023 Toyota Highlander Platinum AWD SUV Certified Pre-Owned 2023 Insurance Institute for Highway Safety Top Safety Pick+, 2023 Kelley Blue Book Best ...

    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: 5TDKDRBH1PS512636
    Stock: N6142A
    Certified Pre-Owned: Yes
    Listed since: 04-17-2025

  • $35,000
    fair price
    $831 below market
    • 38,736 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Westboro Toyota (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westborough, MA / 50 miles away from Springfield, MA

    Recent Arrival!AWD.At Westboro Toyota we want you to know that all our vehicles are priced at a competitive value position to the market. We use an...

    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: 5TDGZRBH6MS543917
    Stock: P77302
    Certified Pre-Owned: No
    Listed since: 04-14-2025

  • $27,995
    fair price
    $748 below market
    • 69,071 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Toyota of Keene (55 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Swanzey, NH / 55 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: 5TDJZRFH9KS987094
    Stock: 25AP023A
    Certified Pre-Owned: Yes
    Listed since: 03-01-2025

  • $25,826
    good price
    $657 below market
    • 75,137 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Dartmouth Nissan (89 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Dartmouth, MA / 89 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: 5TDDZRFHXJS908589
    Stock: N14739B
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • $31,925
    fair price
    $642 below market
    • 48,334 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Toyota of Wallingford (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Wallingford, CT / 46 miles away from Springfield, MA

    2022 Toyota Highlander LE Certified. Clean CARFAX. CARFAX One-Owner. 20/27 City/Highway MPGBOUGHT AND SERVICED HERE SINCE NEW!, NEW ARRIVAL, PREMIUM S...

    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: 5TDBZRBH6NS205591
    Stock: P5157
    Certified Pre-Owned: Yes
    Listed since: 03-26-2025

  • $35,587
    fair price
    $532 below market
    • 40,510 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • McGovern Honda (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Everett, MA / 81 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: 5TDGZRBH9NS193507
    Stock: MH15889A
    Certified Pre-Owned: No
    Listed since: 01-24-2025

  • $37,179
    fair price
    $232 below market
    • 28,746 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Bonnell Ford (77 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Winchester, MA / 77 miles away from Springfield, MA

    Celestial Silver Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 2nd Row Bench Seat, Power moonroof.Recent Arrival! Odom...

    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: Yes

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH1NS172294
    Stock: P8190
    Certified Pre-Owned: No
    Listed since: 11-25-2024

  • $36,595
    fair price
    $586 below market
    • 32,681 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Prestige Toyota (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 72 miles away from Springfield, MA

    Certified. Magnetic Gray 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCOdometer is 1310 miles below market average! 20/27 City/Highway ...

    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: 5TDGZRBH6NS166099
    Stock: NS166099
    Certified Pre-Owned: Yes
    Listed since: 02-18-2025

  • $39,998
    fair price
    $425 above market
    • 24,832 miles
    • 1 accident, 1 owner, personal use
    • 4cyl automatic
    • CarMax Waterbury (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Waterbury, CT / 45 miles away from Springfield, MA

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBHXPS042137
    Stock: 27171528
    Certified Pre-Owned: No

  • Price Drop
    $23,799
    good price
    $1,590 below market
    • 32,109 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • Genesis of Albany (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Albany, NY / 76 miles away from Springfield, MA

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH3GS334174
    Stock: GN1621A
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • Price Drop
    Stock photo**
    $30,599
    good price
    $1,713 below market
    • 28,840 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Fazza Motors (56 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Marlborough, MA / 56 miles away from Springfield, MA

    2022 Toyota Highlander L L Safety Inspected, Fresh oil change & filter, 3rd Row Seat, 8 Pass, AWD, Alloy Wheels, Android Auto/Apple CarPlay, 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: 5TDCZRBH3NS568936
    Stock: 1803
    Certified Pre-Owned: No
    Listed since: 02-28-2025

  • Price Drop
    $39,600
    fair price
    $608 below market
    • 32,722 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Nucar Volkswagen of Norwood (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Moon Dust exterior and Black interior. Heated Leather Seats, Third Row Seat, Nav System, Moonroof, Chrome Wheels, Quad Bucket Seats, All Wheel Drive. ...

    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: 5TDDZRBH7NS186185
    Stock: VW9093A
    Certified Pre-Owned: No
    Listed since: 04-05-2025

  • $36,500
    fair price
    $570 below market
    • 38,400 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Westboro Toyota (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westborough, MA / 50 miles away from Springfield, MA

    AWD.At Westboro Toyota we want you to know that all our vehicles are priced at a competitive value position to the market. We use an independent 3rd...

    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: 5TDGZRBH7NS233387
    Stock: PS76031A
    Certified Pre-Owned: No
    Listed since: 04-10-2025

  • $35,999
    fair price
    $509 above market
    • 28,247 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • Romeo Chevrolet Buick GMC (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lake Katrine, NY / 72 miles away from Springfield, MA

    Romeo GM Center Proudly presents this 2022 Toyota Highlander with 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS b...

    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: 5TDGZRBHXNS564576
    Stock: 25308B
    Certified Pre-Owned: No
    Listed since: 03-21-2025

  • $24,504
    fair price
    $548 above market
    • 82,778 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Lexus of Watertown (75 mi away)
    • Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Blizzard Pearl exterior and ALMOND interior. Heated Leather Seats, 3rd Row Seat, NAV, Sunroof, CARPET MAT PACKAGE, Alloy Wheels, Quad Seats, All Wheel...

    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: 5TDDZRFH3HS478348
    Stock: 1601152A
    Certified Pre-Owned: No
    Listed since: 03-17-2025

  • $40,985
    fair price
    $371 below market
    • 31,103 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Woburn Toyota (80 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Woburn, MA / 80 miles away from Springfield, MA

    COME VISIT OUR INDOOR CLIMATE CONTROLLED SHOWROOM!, New Tires!, Highlander XSE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, AWD, 6 Speakers, AB...

    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: 5TDJZRBH6NS220183
    Stock: P17044
    Certified Pre-Owned: Yes
    Listed since: 04-04-2025

Showing 106 - 126 out of 1,558 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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