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1,695 listings
  • $7,995
    great price
    $2,562 below market
    • 178,010 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 17 City / 23 Hwy MPG
    • Furnace Brook Motors (71 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Easton, MA / 71 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

  • $14,995
    great price
    $3,743 below market
    • 100,300 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 18 City / 24 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

    - Experience luxury with a sophisticated black exterior and plush gray leather interior. - Powered by a robust 3.5L V6 engine delivering 270hp with a...

    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: 5TDJKRFH4FS161358
    Stock: 161358N
    Certified Pre-Owned: No

  • Price Drop
    $38,699
    great price
    $3,732 below market
    • 16,591 miles
    • No accidents, 1 owner, personal use only
    • 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

    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: 5TDKDRBH6RS551841
    Stock: C3934
    Certified Pre-Owned: Yes
    Listed since: 03-25-2025

  • $32,500
    great price
    $4,771 below market
    • 44,958 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • AutoMax PreOwned Framingham (55 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Framingham, MA / 55 miles away from Springfield, MA

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

    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: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH1PS039708
    Stock: 039708
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • $34,998
    great price
    $2,467 below market
    • 29,151 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Hurd Auto Mall (56 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    At Hurd Auto Mall, proudly part of the Balise Family, we have been honored to serve the Rhode Island community for over 85 years, offering exceptional...

    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: 5TDGZRBH0NS581144
    Stock: JC3496A
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • Price Drop
    $36,949
    great price
    $2,945 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

  • $40,833
    good price
    $3,206 below market
    • 5,952 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Ingersoll Auto of Danbury (70 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Danbury, CT / 70 miles away from Springfield, MA

    Priced below KBB Fair Purchase Price! Odometer is 10999 miles below market average! Clean CARFAX. 18' Painted Alloy Wheels, 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH3RS532762
    Stock: A532762
    Certified Pre-Owned: No
    Listed since: 06-20-2025

  • Price Drop
    $34,500
    great price
    $3,135 below market
    • 33,143 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • AutoMax PreOwned Framingham (55 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Framingham, MA / 55 miles away from Springfield, MA

    AWD XLE Edition - Midnight Black exterior on Black Leatherette interior with Sunroof / Moonroof, Heated Seats, Apple CarPlay / Android Auto, Steering ...

    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: 5TDGZRBH2NS220367
    Stock: 220367T
    Certified Pre-Owned: No
    Listed since: 05-06-2025

  • Price Drop
    $33,798
    great price
    $3,047 below market
    • 53,319 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Honda Westborough (44 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westborough, MA / 44 miles away from Springfield, MA

    Blueprint exterior and Black interior. Heated Seats, Moonroof, Third Row Seat, Aluminum Wheels, Quad Bucket Seats, Back-Up Camera, Power Liftgate, Ser...

    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: 5TDGZRBH4NS246453
    Stock: HW54110A
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • Price Drop
    $35,898
    great price
    $2,496 below market
    • 38,387 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Faith's Toyota (66 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Westminster, VT / 66 miles away from Springfield, MA

    *ALL DISCOUNTED PRICING REFLECTS FINANCING WITH TFS AT STANDARD RATES.Stop by Faith's Ford Toyota Located at 6896 US-5, Westminster, VT. We have the...

    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: 5TDGZRBHXNS223579
    Stock: T15522A
    Certified Pre-Owned: Yes
    Listed since: 05-13-2025

  • $36,998
    great price
    $2,322 below market
    • 45,700 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Herb Chambers Toyota of Auburn (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Auburn, MA / 33 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: 5TDHZRBH3NS251423
    Stock: A285978A
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • Price Drop
    $18,992
    great price
    $1,444 below market
    • 80,835 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 26 Hwy MPG
    • Acura Of Wappingers Falls (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

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

    LE Plus trim. REDUCED FROM $20,992! Third Row Seat, Lane Keeping Assist, Dual Zone A/C, CD Player, Bluetooth®, iPod/MP3 Input, Satellite Radio, Rear A...

    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: 5TDBZRFH5HS416179
    Stock: T14526
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $23,195
    great price
    $2,798 below market
    • 70,305 miles
    • 2 accidents, 1 owner, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Autoland USA (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Selden, NY / 93 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

  • Price Drop
    $40,498
    great price
    $2,852 below market
    • 21,968 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Herb Chambers Honda (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Boston, MA / 76 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH1PS508991
    Stock: BH84412A
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • $34,987
    great price
    $2,885 below market
    • 30,908 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Kia North Danvers (84 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Danvers, MA / 84 miles away from Springfield, MA

    Enjoy third-row comfort and capability in this 2022 Toyota Highlander XLE with 60,908 miles, now available at KIA North Danvers in Danvers, MA. Powere...

    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: 5TDGZRBH6NS218105
    Stock: 0868A
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • Price Drop
    $30,970
    great price
    $2,293 below market
    • 41,007 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Romeo Toyota (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    Romeo Toyota proudly presents this 2022 Toyota Highlander with 18" Painted Alloy Wheels, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Br...

    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: 5TDBZRBH8NS225521
    Stock: 29133A
    Certified Pre-Owned: Yes
    Listed since: 05-28-2025

  • New Listing
    $39,546
    good price
    $1,274 below market
    • 30,075 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Lia Toyota of Northampton (14 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    Recent Arrival! Apple CarPlay, Android Auto, Bluetooth - Hands Free, Steering Wheel Audio Controls, Adaptive Cruise Control, Lane Departure Warning, B...

    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: 5TDLZRBH6NS179420
    Stock: NS179420R
    Certified Pre-Owned: Yes
    Listed since: 06-10-2025

  • $32,821
    great price
    $2,164 below market
    • 55,386 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Lundgren Subaru 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

    Come check out this CARFAX One-Owner 2022 Toyota Highlander today! Our technicians put it through our strict safety inspection and along with other 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: 5TDHZRBH1NS579035
    Stock: 2007A
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • Price Drop
    $34,999
    good price
    $3,313 below market
    • 41,011 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • McGovern Chrysler Jeep Dodge Ram (68 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

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

    Recent Arrival! McGovern CDJR of Newton is proud to present this... CARFAX One-Owner.Black 2023 Toyota Highlander L AWD 2.4L I4 PDI Turbocharged 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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH3PS030637
    Stock: JN7517A
    Certified Pre-Owned: No
    Listed since: 03-08-2025

  • $13,995
    good price
    $2,721 below market
    • 99,437 miles
    • 1 accident, 2 owners, personal use only
    • 7 Seats, 17 City / 22 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

    - Experience the perfect blend of power and efficiency with a robust 3.5L V6 engine delivering 270hp. - Luxurious leather interior ensures comfort an...

    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: 5TDDK3EH0CS160389
    Stock: 160389N
    Certified Pre-Owned: No

  • Price Drop
    $21,900
    fair price
    $254 below market
    • 95,622 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 19 City / 26 Hwy MPG
    • McGovern Hyundai (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    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:

    22 Combined MPG (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH1KS990396
    Stock: HY15531A
    Certified Pre-Owned: No
    Listed since: 06-16-2025

Showing 1 - 21 out of 1,695 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.