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1,707 listings
  • Price Drop
    $33,000
    fair price
    $672 below market
    • 36,501 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Automax Pre Owned Marlborough (51 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Marlborough, MA / 51 miles away from Springfield, MA

    Only 36k Miles - AWD XLE Edition - Midnight Black exterior on Beige Leatherette interior with Navigation / GPS / NAV, Sunroof / Moonroof, Heated Seats...

    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: 5TDHZRBH0LS515887
    Stock: 515887
    Certified Pre-Owned: No
    Listed since: 06-20-2025

  • $5,900
    great price
    $1,809 below market
    • 192,000 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 17 City / 23 Hwy MPG
    • Brodster's Roadsters (69 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Sunroof/Moonroof
    • Third-row seating
    Close

    Located in New Fairfield, CT / 69 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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 5TDJK3EH0AS026952
    Stock: 026952
    Certified Pre-Owned: No

  • $38,572
    good price
    $1,442 below market
    • 42,263 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • McGee Toyota of Claremont (83 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Claremont, NH / 83 miles away from Springfield, MA

    New front and rear disc brakes and calipers! Oil change with new filter, new cabin and engine air filter, 4 wheel alignment,AWD, ABS brakes, Active Cr...

    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: 5TDKDRBH1PS018101
    Stock: 251147A
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • New Listing
    $18,999
    good price
    $665 below market
    • 140,255 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Prestige Motor Sales (78 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Malden, MA / 78 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: 5TDJZRFH8JS902244
    Stock: 902244
    Certified Pre-Owned: No

  • $21,895
    fair price
    $746 below market
    • 85,571 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Acura Of Wappingers Falls (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Wappingers Falls, NY / 82 miles away from Springfield, MA

    CARFAX 1-Owner. Silver Sky Metallic exterior and Ash interior, Limited trim. JUST REPRICED FROM $23,895. Heated Leather Seats, Nav System, Moonroof, T...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH6FS178059
    Stock: T14480
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • $18,995
    fair price
    $214 below market
    • 27,190 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • John's Auto Sales (74 mi away)
    • AWD/4WD
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Somerville, MA / 74 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH0DS276958
    Stock: 276958
    Certified Pre-Owned: No

  • $21,995
    good price
    $966 below market
    • 87,860 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 26 Hwy MPG
    • Lia Toyota of Colonie (81 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Schenectady, NY / 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH7HS409522
    Stock: HS409522T
    Certified Pre-Owned: No
    Listed since: 07-12-2025

  • $41,200
    fair price
    $896 above market
    • 35,052 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • McGovern Hyundai (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    Magnetic Gray Metallic 2023 Toyota Highlander XSE 8-Speed Automatic AWD CARFAX One-Owner.MCGOVERN CERTIFIED, AWD / All Wheel Drive, (4) BRAND NEW Tire...

    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: 5TDKDRBHXPS513607
    Stock: HY15514A
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • Price Drop
    $40,449
    good price
    $1,119 below market
    • 40,026 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Hertz Car Sales Lynn (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    *All prices plus government fees and taxes, any finance charges, any electronic filing charge, and any emission testing charge. The price includes a d...

    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: 5TDKDRBH7RS553596
    Stock: 55247
    Certified Pre-Owned: No
    Listed since: 06-20-2025

  • $24,206
    fair price
    $240 below market
    • 88,640 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 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

    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: 5TDJZRFH5JS559067
    Stock: JS559067T
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $21,995
    good price
    $1,180 below market
    • 97,051 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 8 Seats, 20 City / 26 Hwy MPG
    • A Better Way Wholesale Autos (51 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 51 miles away from Springfield, MA

    - **Low Mileage & Powerful Performance**: With only 97,051 miles, this 2018 Toyota Highlander SE is equipped with a robust 3.5L V6 engine delivering 2...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH1JS822414
    Stock: 822414N
    Certified Pre-Owned: No

  • Price Drop
    $23,800
    good price
    $1,193 below market
    • 62,742 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • McGovern Hyundai (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Brockton, MA / 75 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH3FS190539
    Stock: HY15755A
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • Price Drop
    $28,470
    good price
    $1,833 below market
    • 68,820 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • McGee Toyota of Claremont (83 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Claremont, NH / 83 miles away from Springfield, MA

    4 new tires! 4 disc brake caliper cleaning, replaced rear AC lines, replaced AC condensor, replaced left front wheel bearing, new cabin and engine air...

    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: 5TDGZRBH4LS011869
    Stock: 251193B
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • $39,500
    fair price
    $719 below market
    • 22,916 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... Blueprint 2022 Toyota Highlander XLE AWD 3.5L V6 DOHC 8-Speed Autom...

    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: 5TDHZRBH3NS586083
    Stock: N24857C
    Certified Pre-Owned: Yes
    Listed since: 07-15-2025

  • $36,995
    good price
    $1,919 below market
    • 42,267 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Keene (52 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Swanzey, NH / 52 miles away from Springfield, MA

    Certified. Clean CARFAX. 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCAWD.20/27 City/Highway MPGToyota Gold Certified Details:...

    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: 5TDGZRBH3NS227070
    Stock: 350695A
    Certified Pre-Owned: Yes
    Listed since: 07-08-2025

  • $36,499
    fair price
    $508 below market
    • 36,699 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Wilbraham (2 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    Recent Arrival! Magnetic Gray Metallic 2022 Toyota Highlander XLE 3.5L V6 DOHC 8-Speed Automatic AWDOne Owner *, Clean Car-Fax *, Service Records Avai...

    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: 5TDGZRBH1NS226158
    Stock: NS226158L
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • $39,995
    fair price
    $254 above market
    • 50,608 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Keene (52 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Swanzey, NH / 52 miles away from Springfield, MA

    Certified. Clean CARFAX. 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHCAWD.Odometer is 5404 miles below market average! 20/27 ...

    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: 5TDFZRBHXMS135562
    Stock: 350706A
    Certified Pre-Owned: Yes
    Listed since: 06-17-2025

  • $41,595
    fair price
    $3 below market
    • 13,500 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Prestige Toyota (77 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Kingston, NY / 77 miles away from Springfield, MA

    Certified. Midnight Black Metallic 2023 Toyota Highlander AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpRecent Arrival! 21...

    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: 5TDKDRBH0PS006585
    Stock: PS006585
    Certified Pre-Owned: Yes
    Listed since: 06-02-2025

  • Price Drop
    $19,393
    good price
    $686 below market
    • 130,021 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Driveway (72 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Seats,Navigation System,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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH0JS558392
    Stock: U86035A
    Certified Pre-Owned: No

  • $39,998
    good price
    $2,228 below market
    • 40,740 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • McGee Toyota of Putnam (36 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Putnam, CT / 36 miles away from Springfield, MA

    McGee Toyota of Putnam is proud to present you with this 2023 Toyota Highlander Platinum! ---------- ONE OWNER, CLEAN CARFAX, AWD, 2.4 I-4 TURBO...

    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: 5TDKDRBH5PS031403
    Stock: 25357A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $25,625
    good price
    $1,137 below market
    • 82,491 miles
    • No accidents, 3 owners, rental vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • McGee Toyota of Hanover (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hanover, MA / 86 miles away from Springfield, 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFHXKS590719
    Stock: 66197B
    Certified Pre-Owned: No
    Listed since: 06-23-2025

Showing 43 - 63 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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