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943 listings
  • Price Drop

    2022 Toyota Highlander
    L 4dr SUV

    $32,998
    fair price
    $741 below market
    • 23,090 miles
    • 1 accident, 1 owner, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from IN to NY*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Fort Wayne, IN / 582 miles away from Poughkeepsie, NY

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDCZRBH3NS227052
    Stock: 27487387
    Certified Pre-Owned: No

  • 2015 Toyota Highlander
    LE Plus 4dr SUV

    $24,998
    • 31,183 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Irvine, CA / 2,433 miles away from Poughkeepsie, NY

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDZKRFHXFS055760
    Stock: 27561248
    Certified Pre-Owned: No

  • 2015 Toyota Highlander
    XLE 4dr SUV

    $19,590
    • 113,394 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in San Antonio, TX / 1,612 miles away from Poughkeepsie, NY

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFHXFS133919
    Stock: 2003740810
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • New Listing

    2015 Toyota Highlander
    LE 4dr SUV

    $18,998
    fair price
    $298 below market
    • 79,951 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 19 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Palm Desert, CA / 2,358 miles away from Poughkeepsie, NY

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDZKRFH6FS056727
    Stock: 27087806
    Certified Pre-Owned: No

  • 5 Offers Nearby

    2025 Toyota Highlander
    • 7 Colors
    • 5 Trims
    • 1 Package
    View Offers 

  • Certified 2022 Toyota Highlander
    XSE 4dr SUV

    $39,997
    good price
    $2,135 below market
    • 20,805 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Hillside Toyota (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Jamaica, NY / 69 miles away from Poughkeepsie, NY

    2022 Toyota Highlander XSE – Certified Performance, Luxury Style, and All-Wheel Confidence Available Now at Titan Motor Group – Where...

    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: 5TDLZRBH7NS241181
    Stock: HU15480T
    Certified Pre-Owned: Yes
    Listed since: 06-10-2025

  • New Listing

    2016 Toyota Highlander
    XLE 4dr SUV

    $19,995
    fair price
    $725 above market
    • 115,854 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in West Allis, WI / 726 miles away from Poughkeepsie, NY

    3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite Radio,Sunroof / Moonroof,V6 Cy...

    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: 5TDJKRFH6GS351096
    Stock: K92761
    Certified Pre-Owned: No

  • New Listing

    2018 Toyota Highlander
    LE 4dr SUV

    $19,998
    fair price
    $78 above market
    • 119,439 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Roseville, CA / 2,474 miles away from Poughkeepsie, NY

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDZZRFH5JS252081
    Stock: 27006403
    Certified Pre-Owned: No

  • New Listing

    2022 Toyota Highlander
    XLE 4dr SUV

    $31,998
    fair price
    $1,013 below market
    • 61,486 miles
    • 1 accident, 2 owners, rental vehicle
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TN to NY*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Madison, TN / 779 miles away from Poughkeepsie, NY

    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: 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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH9NS545728
    Stock: 27499475
    Certified Pre-Owned: No

  • 5 Offers Nearby

    2025 Toyota Highlander
    • 7 Colors
    • 5 Trims
    • 1 Package
    View Offers 
  • New Listing

    2015 Toyota Highlander
    XLE 4dr SUV

    $16,900
    • 173,495 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 18 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Roseburg, OR / 2,480 miles away from Poughkeepsie, NY

    CarFax No Accidents Reported,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH9FS205614
    Stock: 29630F
    Certified Pre-Owned: No

  • New Listing

    2023 Toyota Highlander
    XLE 4dr SUV

    $37,998
    good price
    $1,495 below market
    • 23,563 miles
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Buena Park, CA / 2,440 miles away from Poughkeepsie, NY

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH7PS001495
    Stock: 27571430
    Certified Pre-Owned: No

  • 2023 Toyota Highlander
    XLE 4dr SUV

    $37,943
    good price
    $1,210 below market
    • 29,614 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • BMW of Freeport (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Freeport, NY / 74 miles away from Poughkeepsie, NY

    Heated Seats, Moonroof, Third Row Seat, Power Liftgate, Turbo Charged, All Wheel Drive, Aluminum Wheels, RADIO: 12.3 TOYOTA AUDIO MULTIMEDIA. BLACK 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: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4PS022837
    Stock: PS022837T
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • New Listing

    2016 Toyota Highlander
    XLE 4dr SUV

    $20,590
    • 109,734 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 19 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Memphis, TN / 976 miles away from Poughkeepsie, NY

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDKKRFH6GS501907
    Stock: 2003838348
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • 5 Offers Nearby

    2025 Toyota Highlander
    • 7 Colors
    • 5 Trims
    • 1 Package
    View Offers 
  • New Listing

    2022 Toyota Highlander
    XLE 4dr SUV

    $41,998
    fair price
    $627 above market
    • 23,576 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CO to NY*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Colorado Springs, CO / 1,626 miles away from Poughkeepsie, NY

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH3NS176108
    Stock: 27591745
    Certified Pre-Owned: No

  • 2024 Toyota Highlander
    LE 4dr SUV

    $35,495
    • 11,673 miles
    • Frame damage reported, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Automotive Avenues (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Wall, NJ / 103 miles away from Poughkeepsie, NY

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4RS549862
    Stock: 55439
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • Price Drop

    2019 Toyota Highlander
    LE 4dr SUV

    $20,985
    • 113,255 miles
    • No accidents, 4 owners, personal use only
    • 8 Seats, 20 City / 24 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Springfield, OR / 2,454 miles away from Poughkeepsie, NY

    CarFax No Accidents Reported,Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Lane Keeping Assist,Power Door Locks,Brake Assist,Front Whee...

    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/24 Highway)

    Listing Information:

    VIN: 5TDZARFH0KS044313
    Stock: V044313
    Certified Pre-Owned: No

  • 2015 Toyota Highlander
    Limited 4dr SUV

    $20,998
    fair price
    $518 above market
    • 103,828 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 7 Seats, 19 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfield, CA / 2,528 miles away from Poughkeepsie, NY

    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: Yes

    Features and Specs:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDYKRFH1FS117512
    Stock: 27336392
    Certified Pre-Owned: No

  • 5 Offers Nearby

    2025 Toyota Highlander
    • 7 Colors
    • 5 Trims
    • 1 Package
    View Offers 
  • New Listing

    2016 Toyota Highlander
    XLE 4dr SUV

    $20,998
    fair price
    $736 above market
    • 104,133 miles
    • No accidents, 3 owners, personal use
    • 8 Seats, 18 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to NY*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Las Vegas, NV / 2,232 miles away from Poughkeepsie, NY

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH4GS252258
    Stock: 27657477
    Certified Pre-Owned: No

  • New Listing

    2023 Toyota Highlander
    XLE 4dr SUV

    $34,998
    good price
    • 29,826 miles
    • 7 Seats, 22 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from TX to NY*
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Irving, TX / 1,398 miles away from Poughkeepsie, NY

    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:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH2PS036169
    Stock: 27172854
    Certified Pre-Owned: No

  • 2022 Toyota Highlander
    Platinum 4dr SUV

    $42,998
    fair price
    $534 above market
    • 24,036 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 29 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from LA to NY*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Baton Rouge, LA / 1,232 miles away from Poughkeepsie, NY

    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:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDFZRAH8NS127608
    Stock: 27074242
    Certified Pre-Owned: No

  • New Listing

    2016 Toyota Highlander
    XLE 4dr SUV

    $20,998
    • 110,860 miles
    • 8 Seats, 18 City / 24 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to NY*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Escondido, CA / 2,416 miles away from Poughkeepsie, NY

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH9GS297132
    Stock: 27317881
    Certified Pre-Owned: No

  • 2022 Toyota Highlander
    Platinum 4dr SUV

    $44,998
    fair price
    $618 above market
    • 24,865 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to NY*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Reno, NV / 2,383 miles away from Poughkeepsie, NY

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH1NS230612
    Stock: 27068357
    Certified Pre-Owned: No

Showing 316 - 336 out of 943 listings
Toyota Highlander Review

Used Toyota Highlander by Year

VehicleDealsStarting PriceTotal Available
2025 Toyota Highlander1 Great Deal$44,9971 listing
2024 Toyota Highlander17 Great Deals$33,59051 listings
2023 Toyota Highlander9 Great Deals$26,137151 listings
2022 Toyota Highlander11 Great Deals$25,998152 listings
2021 Toyota Highlander4 Great Deals$23,49598 listings
2020 Toyota Highlander4 Great Deals$22,99856 listings
2019 Toyota Highlander3 Great Deals$19,577116 listings
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