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267 listings
  • Price Drop
    Stock photo**
    $28,311
    fair price
    $383 below market
    • 79,794 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 29 City / 27 Hwy MPG
    • Haddad Toyota (2 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Pittsfield, MA / 2 miles away from Pittsfield, MA

    Odometer is 14137 miles below market average!CARFAX One-Owner. Clean CARFAX. 3.5L V6 DOHC 24V.2019 Toyota Highlander Hybrid XLE Red3.5L V6 DOHC 24V eC...

    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:

    28 Combined MPG (29 City/27 Highway)

    Listing Information:

    VIN: 5TDJGRFH6KS054484
    Stock: T51262A
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • New Listing
    $37,846
    fair price
    $76 below market
    • 44,638 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Harr Toyota (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Worcester, MA / 75 miles away from Pittsfield, MA

    PERFECT PRICE!, TOYOTA CERTIFIED, REMAINDER OF FACRORY WARRANTY, INCLUDES WARRANTY, ONE OWNER, CLEAN VEHICLE HISTORY, SERVICE RECORDS AVAILABLE, RECEN...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH9MS051342
    Stock: M3824A
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • Price Drop
    • 39,816 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Indianapolis, IN / 696 miles away from Pittsfield, MA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH4NS542026
    Stock: 2003800369
    Certified Pre-Owned: No
    Listed since: 06-06-2025

  • New Listing
    $42,998
    fair price
    $597 below market
    • 18,207 miles
    • 7 Seats, 35 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from GA to MA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Warner Robins, GA / 887 miles away from Pittsfield, 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 Unavailable.

    Features and Specs:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH5NS562323
    Stock: 27175642
    Certified Pre-Owned: No

  • New Listing
    • 23,365 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Oklahoma City, OK / 1,384 miles away from Pittsfield, MA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCHXNS538227
    Stock: 2003883271
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • $40,162
    good price
    $1,846 below market
    • 38,053 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Blasius Mitsubishi (69 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Brookfield, CT / 69 miles away from Pittsfield, MA

    ONE OWNER, LENGTHY SERVICE HISTORY, FACTORY WARRANTY STILL APPLIES, ALL WHEEL DRIVE, NAVIGATION/GPS, SUNROOF/MOONROOF, HEATED SEATS, COOLED SEATS, HEA...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH1MS026552
    Stock: Z3711
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • New Listing
    • 25,883 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 36 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to MA*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Austin, TX / 1,583 miles away from Pittsfield, 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: 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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDZARAH9PS021255
    Stock: 27521857
    Certified Pre-Owned: No

  • New Listing
    • 142,383 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 27 City / 28 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Billings, MT / 1,753 miles away from Pittsfield, MA

    CarFax 1-Owner,Green Vehicle,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Brake Assist,Chrome Wheels,Heated Seats,Heated Steering Wheel,Keyless Star...

    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:

    28 Combined MPG (27 City/28 Highway)

    Listing Information:

    VIN: 5TDDCRFH1FS009886
    Stock: 54246
    Certified Pre-Owned: No

    • 27,319 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Dallas, TX / 1,443 miles away from Pittsfield, MA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH8NS554521
    Stock: 2003781574
    Certified Pre-Owned: No
    Listed since: 06-03-2025

  • Price Drop
    $24,783
    fair price
    $307 above market
    • 158,260 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • Gale Toyota (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Enfield, CT / 47 miles away from Pittsfield, MA

    CARFAX One-Owner. Clean CARFAX. Highlander Hybrid XLE, 4D Sport Utility, Automatic, AWD, Silver, 3rd row seats: split-bench, Heated Front Bucket 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCHXMS535290
    Stock: 120346B
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • Price Drop
    • 45,060 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Hartford Toyota Superstore (55 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hartford, CT / 55 miles away from Pittsfield, 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH3MS030876
    Stock: UP42408
    Certified Pre-Owned: Yes
    Listed since: 07-15-2025

  • $47,000
    fair price
    $612 below market
    • 35,310 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Carnova Southborough (89 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Southborough, MA / 89 miles away from Pittsfield, MA

    Wind Chill Pearl exterior and Black interior. Heated Leather Seats, 3rd Row Seat, NAV, Sunroof, Alloy Wheels, Quad Seats, Panoramic Roof. KEY FEATURES...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH2PS577593
    Stock: 577593
    Certified Pre-Owned: No

  • $34,727
    fair price
    $615 below market
    • 52,166 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 35 City / 35 Hwy MPG
    • DeNooyer Chevrolet (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Albany, NY / 33 miles away from Pittsfield, MA

    CARFAX One-Owner. Pearl 2023 Toyota Highlander Hybrid LE AWD eCVT 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30 2.5L I4 PDI Hybrid DOHC 16V LEV3-SULEV30, 1...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDBBRCH4PS106628
    Stock: 42478
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • New Listing
    • 27,348 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from WA to MA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Spokane Valley, WA / 2,150 miles away from Pittsfield, 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: 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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDEBRCH8NS093067
    Stock: 27149029
    Certified Pre-Owned: No

  • New Listing
    • 27,589 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 35 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to MA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in El Paso, TX / 1,951 miles away from Pittsfield, 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: 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH8MS535731
    Stock: 27620604
    Certified Pre-Owned: No

  • $41,812
    fair price
    $697 above market
    • 29,385 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Portland, OR / 2,432 miles away from Pittsfield, MA

    CarFax No Accidents Reported,CarFax 1-Owner,Green Vehicle,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless 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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCHXNS544136
    Stock: NS544136P
    Certified Pre-Owned: No

  • $42,000
    fair price
    $510 above market
    • 29,395 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Las Vegas, NV / 2,262 miles away from Pittsfield, MA

    CarFax No Accidents Reported,Rare Find,Green Vehicle,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Li...

    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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDKARAH8RS536140
    Stock: N536140T
    Certified Pre-Owned: No

  • New Listing
    $47,990
    fair price
    $757 above market
    • 30,032 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 35 City / 34 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 534 miles away from Pittsfield, MA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    35 Combined MPG (35 City/34 Highway)

    Listing Information:

    VIN: 5TDXBRCH4NS087999
    Stock: 2003917520
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • $39,600
    fair price
    $1,048 above market
    • 48,100 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 35 City / 35 Hwy MPG
    • Bob Pion Buick GMC (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Chicopee, MA / 40 miles away from Pittsfield, MA

    4 BRAND NEW TIRES-AWD-CLEAN CARFAX-LOW MILES-LEATHER-SUNROOF-HEATED SEATS-REMOTE START-BACKUP CAMERA-BLUETOOTH-ICE COLD A/C-NON SMOKER-ACCIDENT FREE-W...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDGBRCH2NS540212
    Stock: PV25097B
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • Price Drop
    $41,990
    fair price
    $336 above market
    • 30,583 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 35 City / 35 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Sacramento, CA / 2,513 miles away from Pittsfield, MA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    35 Combined MPG (35 City/35 Highway)

    Listing Information:

    VIN: 5TDHBRCH3NS557282
    Stock: 2003899315
    Certified Pre-Owned: No
    Listed since: 07-22-2025

  • New Listing
    • 31,013 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 36 City / 35 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to MA*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Houston, TX / 1,506 miles away from Pittsfield, 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: 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:

    36 Combined MPG (36 City/35 Highway)

    Listing Information:

    VIN: 5TDKARAH4PS522720
    Stock: 27480641
    Certified Pre-Owned: No

Showing 106 - 126 out of 267 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.