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1,555 listings
  • $22,995
    great price
    $5,490 below market
    • 70,600 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Naugatuck, CT / 47 miles away from Springfield, MA

    - Sleek and stylish in white with a sophisticated gray cloth interior. - Powered by a robust 3.5L V6 engine delivering 295hp. - Loaded with advanced...

    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: 5TDBZRBH9MS139648
    Stock: 139648N
    Certified Pre-Owned: No

  • $21,995
    great price
    $3,591 below market
    • 89,300 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 47 miles away from Springfield, MA

    - Elegant white exterior with luxurious brown leather interior - Powerful 3.5L V6 engine with 295hp for a smooth and dynamic drive - Advanced safety...

    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: 5TDDZRFHXJS846496
    Stock: 846496N
    Certified Pre-Owned: No

  • $16,495
    great price
    $2,234 below market
    • 106,800 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 47 miles away from Springfield, MA

    - Reliable and stylish 2015 Toyota Highlander XLE with a powerful 3.5L V6 engine. - Luxurious black leather interior with advanced technology feature...

    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: 5TDJKRFHXFS198981
    Stock: 198981N
    Certified Pre-Owned: No

  • $21,995
    great price
    $2,673 below market
    • 101,600 miles
    • No accidents, 1 owner, taxi vehicle
    • 6cyl automatic
    • A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 47 miles away from Springfield, MA

    - Sleek black exterior with luxurious black leather interior - Powerful 3.5L V6 engine with 295hp and 263ft. lbs. torque - Advanced safety features:...

    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: 5TDJZRFH3KS585278
    Stock: 585278NL
    Certified Pre-Owned: No

  • Price Drop
    $25,000
    great price
    $2,807 below market
    • 61,788 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Empire Volvo Cars Smithtown (92 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Saint James, NY / 92 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: 5TDJZRFH1KS708141
    Stock: U1628T
    Certified Pre-Owned: No
    Listed since: 03-15-2025

  • $19,990
    great price
    $3,398 below market
    • 95,223 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Riverhead Hyundai (83 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Riverhead, NY / 83 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: 5TDJZRFHXHS423494
    Stock: U21743T
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • $17,495
    great price
    $2,617 below market
    • 125,300 miles
    • 1 accident, 4 owners, personal use
    • 6cyl automatic
    • A Better Way Wholesale Autos (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naugatuck, CT / 47 miles away from Springfield, MA

    - Luxurious tan leather interior and sleek white exterior combine sophistication and style. - Powerful 3.5L V6 engine with 295 horsepower for a smoot...

    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: 5TDJZRFH5HS401886
    Stock: 401886N
    Certified Pre-Owned: No

  • $41,995
    great price
    $2,083 below market
    • 19,455 miles
    • No accidents, 1 owner, personal use only
    • 4cyl automatic
    • Lia Toyota of Colonie (78 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Schenectady, NY / 78 miles away from Springfield, MA

    New Price! CARFAX One-Owner. Clean CARFAX. Certified. Magnetic Gray Metallic 2024 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged...

    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: 5TDKDRBH5RS542435
    Stock: RS542435R
    Certified Pre-Owned: Yes
    Listed since: 03-15-2025

  • $30,317
    great price
    $3,107 below market
    • 28,209 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Lia Toyota of Northampton (14 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Northampton, MA / 14 miles away from Springfield, MA

    Recent Arrival! TOYOTA CERTIFIED / CPO WARRANTY, One Owner - Clean Car Fax, Apple CarPlay, Android Auto, Bluetooth - Hands Free, Steering Wheel Audio ...

    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: 5TDCZRBH2NS205821
    Stock: NS205821TL
    Certified Pre-Owned: Yes
    Listed since: 03-26-2025

  • $27,878
    great price
    $3,512 below market
    • 77,933 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Key Hyundai of Salem (84 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Salem, NH / 84 miles away from Springfield, MA

    '2021 Toyota Highlander XLE XLEAWD. This Highlander XLE is nicely equipped with AWD 18''Machined Alloy Wheels 3.003 Axle Ratio 3rd row seats: split-be...

    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: 5TDGZRBHXMS536937
    Stock: H24089A
    Certified Pre-Owned: No
    Listed since: 02-04-2025

  • Price Drop
    $9,995
    great price
    $2,355 below market
    • 177,331 miles
    • 1 accident, 3 owners, taxi vehicle
    • 6cyl automatic
    • Nutmeg Auto Wholesalers (26 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in East Hartford, CT / 26 miles away from Springfield, MA

    Our 2015 Toyota Highlander LE Plus AWD in Attitude Black Metallic offers exceptional utility and style to your family's routine. Powered by a 3.5 Lite...

    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: 5TDBKRFH2FS163226
    Stock: 163226
    Certified Pre-Owned: No
    Listed since: 01-13-2025

  • Price Drop
    $31,168
    great price
    $2,985 below market
    • 57,119 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • McGee Toyota of Claremont (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Claremont, NH / 86 miles away from Springfield, MA

    AWD.*Why Buy at McGee Toyota of Claremont*-- Complete buy online experience through Toyota SmartPath-- Complimentary vehicle delivery available within...

    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: 5TDGZRBH7MS113541
    Stock: T25011
    Certified Pre-Owned: Yes
    Listed since: 04-03-2025

  • $41,995
    great price
    $2,163 below market
    • 18,840 miles
    • No accidents, 1 owner, rental vehicle
    • 4cyl automatic
    • Lia Toyota of Colonie (78 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Schenectady, NY / 78 miles away from Springfield, MA

    CARFAX One-Owner. Clean CARFAX. Certified. Midnight Black Metallic 2024 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V ...

    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: 5TDKDRBH3RS549383
    Stock: RS549383R
    Certified Pre-Owned: Yes
    Listed since: 03-07-2025

  • $19,698
    great price
    $2,163 below market
    • 126,603 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Herb Chambers Lexus of Hingham (87 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Hingham, MA / 87 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: 5TDBZRFH9KS727606
    Stock: H10665A
    Certified Pre-Owned: No
    Listed since: 03-06-2025

  • $17,062
    good price
    $1,755 below market
    • 96,446 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Northwest Hills Chevrolet Buick GMC (32 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Torrington, CT / 32 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: 5TDBKRFH0FS177027
    Stock: 6573A
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • Price Drop
    $21,895
    great price
    $2,192 below market
    • 91,662 miles
    • No accidents, 3 owners, personal use only
    • 6cyl automatic
    • Fazza Motors (56 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Marlborough, MA / 56 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: 5TDJZRFH9JS858058
    Stock: 1801
    Certified Pre-Owned: No
    Listed since: 04-01-2025

  • $34,250
    great price
    $3,186 below market
    • 36,585 miles
    • No accidents, 1 owner, personal use
    • 6cyl automatic
    • Fairfield's Buick GMC (57 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Keene, NH / 57 miles away from Springfield, MA

    CARFAX One-Owner. This 2022 Blue Toyota Highlander XLE AWD is well equipped and includes these features and benefits:20/27 City/Highway MPG Odometer 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: 5TDHZRBH6NS212129
    Stock: K25100A
    Certified Pre-Owned: No
    Listed since: 12-30-2024

  • $8,995
    good price
    $1,104 below market
    • 178,010 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Furnace Brook Motors (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Easton, MA / 76 miles away from Springfield, MA

    -Interior and exterior detailed perfectly!-All maintenance has been done!-This car has a clean title!- We have finance options available through lende...

    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: JTEES42A892121496
    Stock: CH2092
    Certified Pre-Owned: No

  • New Listing
    $39,995
    great price
    $2,891 below market
    • 24,192 miles
    • 6cyl automatic
    • Lia Toyota of Colonie (78 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Schenectady, NY / 78 miles away from Springfield, MA

    CARFAX One-Owner. Certified. Moon Dust 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC 2021 Toyota Highlander Platinum in Moon Dust...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH3MS086320
    Stock: MS086320T
    Certified Pre-Owned: Yes
    Listed since: 04-23-2025

  • $23,195
    great price
    $2,686 below market
    • 70,305 miles
    • 2 accidents, 1 owner, personal use
    • 6cyl automatic
    • Autoland USA (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Selden, NY / 90 miles away from Springfield, MA

    This 2019 Toyota Highlander XLE is a reliable and powerful SUV. With an all-wheel drive system and 3.5 liter 6 cylinder engine, this car has been driv...

    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: 5TDJZRFH3KS598242
    Stock: 9165F
    Certified Pre-Owned: No
    Listed since: 03-29-2025

  • $16,216
    fair price
    $695 below market
    • 100,274 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • McGee Toyota of Claremont (86 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Claremont, NH / 86 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: 5TDDK3EHXDS263109
    Stock: 250438B
    Certified Pre-Owned: No
    Listed since: 03-15-2025

Showing 1 - 21 out of 1,555 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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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.